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  • 108-52-1 Structure
  • Basic information

    1. Product Name: 2-AMINO-4-METHYLPYRIMIDINE
    2. Synonyms: TIMTEC-BB SBB004343;2-amino-4-methyl-pyrimidin;2-Pyrimidinamine, 4-methyl-;4-Methyl-2-pyrimidinamine;6-Methyl-2-pyrimidinamine;Pyrimidine, 2-amino-4-methyl-;2-AMINO-4-METHYLPYRIMIDINE;2-AMINO-4-METHYL-1,3-DIAZINE
    3. CAS NO:108-52-1
    4. Molecular Formula: C5H7N3
    5. Molecular Weight: 109.13
    6. EINECS: 203-591-5
    7. Product Categories: PYRIMIDINE;Pyridines, Pyrimidines, Purines and Pteredines;Building Blocks;Heterocyclic Building Blocks;Pyrimidines;Heterocycle-Pyrimidine series
    8. Mol File: 108-52-1.mol
    9. Article Data: 11
  • Chemical Properties

    1. Melting Point: 158-160 °C(lit.)
    2. Boiling Point: 194.6°C (rough estimate)
    3. Flash Point: 149.9 °C
    4. Appearance: Off-white to light brown/Crystalline Powder
    5. Density: 1 g/cm3
    6. Vapor Pressure: 0.11mmHg at 25°C
    7. Refractive Index: 1.5340 (estimate)
    8. Storage Temp.: Store below +30°C.
    9. Solubility: DMSO (Slightly), Methanol (Slightly)
    10. PKA: pK1: 4.11(+1) (20°C)
    11. BRN: 108506
    12. CAS DataBase Reference: 2-AMINO-4-METHYLPYRIMIDINE(CAS DataBase Reference)
    13. NIST Chemistry Reference: 2-AMINO-4-METHYLPYRIMIDINE(108-52-1)
    14. EPA Substance Registry System: 2-AMINO-4-METHYLPYRIMIDINE(108-52-1)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 36/37/38
    3. Safety Statements: 26-36
    4. WGK Germany: 3
    5. RTECS: UV6485000
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 108-52-1(Hazardous Substances Data)

108-52-1 Usage

Description

2-Amino-4-methylpyrimidine is an organic compound that plays a significant role in the study of anaerobic acetone activation by Desulfococcus biacutus. It is formed as a product of a reaction between acetoacetaldehyde and guanidine. This off-white to light brown crystalline powder possesses unique chemical properties that make it a valuable subject of research in various scientific fields.

Uses

Used in Chemical Research:
2-Amino-4-methylpyrimidine is used as a key compound in the study of anaerobic acetone activation by Desulfococcus biacutus. Its formation as a product of the reaction between acetoacetaldehyde and guanidine provides valuable insights into the metabolic processes and enzymatic reactions involved in this biological system.
Used in Pharmaceutical Development:
Due to its unique chemical properties, 2-Amino-4-methylpyrimidine has potential applications in the development of pharmaceuticals. Its ability to participate in various chemical reactions and form stable compounds makes it a promising candidate for the synthesis of new drugs and therapeutic agents.
Used in Biochemical Studies:
2-Amino-4-methylpyrimidine's role in the anaerobic acetone activation process highlights its potential use in biochemical studies. Researchers can utilize this compound to further understand the mechanisms of enzymatic reactions, metabolic pathways, and the role of various microorganisms in these processes.

Synthesis Reference(s)

Journal of the American Chemical Society, 73, p. 3526, 1951 DOI: 10.1021/ja01151a529

Purification Methods

Crystallise the pyrimidine from H2O or EtOH and sublime it in a vacuum. The picrate crystallises from EtOH and has m 235-236o(dec). [Beilstein 24 H 84, 25 III/IV 2152.]

Check Digit Verification of cas no

The CAS Registry Mumber 108-52-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 8 respectively; the second part has 2 digits, 5 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 108-52:
(5*1)+(4*0)+(3*8)+(2*5)+(1*2)=41
41 % 10 = 1
So 108-52-1 is a valid CAS Registry Number.
InChI:InChI=1/C6H8N2/c1-5-3-2-4-8-6(5)7/h2-4H,1H3,(H2,7,8)

108-52-1 Well-known Company Product Price

  • Brand
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  • Alfa Aesar

  • (A16081)  2-Amino-4-methylpyrimidine, 98%   

  • 108-52-1

  • 10g

  • 542.0CNY

  • Detail
  • Alfa Aesar

  • (A16081)  2-Amino-4-methylpyrimidine, 98%   

  • 108-52-1

  • 50g

  • 1823.0CNY

  • Detail
  • Alfa Aesar

  • (A16081)  2-Amino-4-methylpyrimidine, 98%   

  • 108-52-1

  • 250g

  • 7308.0CNY

  • Detail

108-52-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Amino-4-methylpyrimidine

1.2 Other means of identification

Product number -
Other names 2-AMINO-4-METHYLPYRIMIDINE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:108-52-1 SDS

108-52-1Synthetic route

5-bromo-4-methylpyrimidine-2-ylamine
17321-93-6

5-bromo-4-methylpyrimidine-2-ylamine

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

A

4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

B

4-methyl-5-(4,4,5,5-tetramethyl (1,3,2-dioxaborolan-2-yl))pyrimidine-2-ylamine
944401-55-2

4-methyl-5-(4,4,5,5-tetramethyl (1,3,2-dioxaborolan-2-yl))pyrimidine-2-ylamine

Conditions
ConditionsYield
With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In 1,4-dioxane at 115℃; for 18.25h; Heating / reflux;
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In 1,4-dioxane at 115℃; for 18h; Inert atmosphere;
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In 1,4-dioxane at 115℃; for 16h; Suzuki Coupling; Inert atmosphere; Overall yield = 40 mg;
acetylacetaldehyde dimethyl acetal
5436-21-5

acetylacetaldehyde dimethyl acetal

guanidine hydrochloride
50-01-1

guanidine hydrochloride

4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

Conditions
ConditionsYield
Stage #1: guanidine hydrochloride With sodium methylate In toluene at 28 - 35℃; for 2h;
Stage #2: acetylacetaldehyde dimethyl acetal In toluene at 55 - 110℃; for 3h; Reagent/catalyst; Solvent;
77 g
4-trimethylsilyl-3-butyn-2-one
5930-98-3

4-trimethylsilyl-3-butyn-2-one

guanidine hydrochloride
50-01-1

guanidine hydrochloride

4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

Conditions
ConditionsYield
With sodium carbonate In acetonitrile at 120℃; for 0.666667h; microwave irradiation;90%
2-amino-6-methyl-4-chloropyrimidine
5600-21-5

2-amino-6-methyl-4-chloropyrimidine

4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

Conditions
ConditionsYield
With water; zinc
bei der elektrochemischen Reduktion an einer Zink-Kathode;
With potassium hydroxide; palladium on activated charcoal Hydrogenation;
diguanidine carbonate
593-85-1

diguanidine carbonate

3-(4-morpholinyl)-3-buten-2-one
119490-02-7

3-(4-morpholinyl)-3-buten-2-one

4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

Conditions
ConditionsYield
In 5,5-dimethyl-1,3-cyclohexadiene
guanidine salt of/the/ compound

guanidine salt of/the/ compound

4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

Conditions
ConditionsYield
With but-1-en-3-ynyl-methyl ether; sulfuric acid
With ethyl-but-1-en-3-ynyl ether; sulfuric acid
With chromium(III) oxide; sulfuric acid; but-3-yn-2-ol
2-amino-4-methylpyrimidine-5-carboxylic acid ethyl ester
81633-29-6

2-amino-4-methylpyrimidine-5-carboxylic acid ethyl ester

4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 93 percent / KOH / methanol / 5 h / Heating
2: 83 percent / 2 h / Heating
View Scheme
ethyl 2-[(dimethylamino)methylene]-3-oxobutanoate
134653-70-6, 51145-57-4

ethyl 2-[(dimethylamino)methylene]-3-oxobutanoate

4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 81 percent / NaOEt / ethanol / 1 h / Heating
2: 93 percent / KOH / methanol / 5 h / Heating
3: 83 percent / 2 h / Heating
View Scheme
2-amino-4-methylpyrimidine-5-carboxylic acid
769-51-7

2-amino-4-methylpyrimidine-5-carboxylic acid

4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

Conditions
ConditionsYield
for 2h; Heating;83%
2,4-dichloro-6-methylpyrimidine
5424-21-5

2,4-dichloro-6-methylpyrimidine

4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NH3
2: palladium/SrCO3; aqueous KOH; acetone / Hydrogenation
View Scheme
Multi-step reaction with 2 steps
1: alcohol; ammonia / im Rohr
2: zinc dust; water
View Scheme
2-amino-6-methylpyrimidin-4-ol
3977-29-5

2-amino-6-methylpyrimidin-4-ol

4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: phosphorus oxychloride / Heating
2: zinc dust; aq. ammonium chloride / Heating
View Scheme
ethanol
64-17-5

ethanol

guanidine nitrate
506-93-4

guanidine nitrate

sodium hydroxymethylenacetone

sodium hydroxymethylenacetone

4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

Conditions
ConditionsYield
analoge Reaktionen mit anderen Hydroxymethylenketonen bzw.Dioxoverbindungen;
methanol
67-56-1

methanol

2-amino-6-methyl-4-chloropyrimidine
5600-21-5

2-amino-6-methyl-4-chloropyrimidine

zinc

zinc

4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

Conditions
ConditionsYield
at 60 - 65℃; Elektrolytische Reduktion vom pH 7.9;
guanidine nitrate
113-00-8

guanidine nitrate

1.1.3-trichloro-butene-(2)

1.1.3-trichloro-butene-(2)

4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

Conditions
ConditionsYield
und analoge Reaktionen;
4-methoxy-3-buten-2-one
4652-27-1

4-methoxy-3-buten-2-one

guanidine nitrate
506-93-4

guanidine nitrate

sodium hydroxide

sodium hydroxide

4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

2-amino-6-methyl-4-chloropyrimidine
5600-21-5

2-amino-6-methyl-4-chloropyrimidine

water
7732-18-5

water

zinc dust

zinc dust

4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

ethanol
64-17-5

ethanol

4-methoxy-3-buten-2-one
4652-27-1

4-methoxy-3-buten-2-one

sodium ethanolate
141-52-6

sodium ethanolate

guanidine nitrate
506-93-4

guanidine nitrate

4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

(2,2,5,7,8-pentamethylchroman-6-sulfonyl)isothiocyanate
773147-11-8

(2,2,5,7,8-pentamethylchroman-6-sulfonyl)isothiocyanate

N-2,2,5,7,8-pentamethylchroman-6-sulfonyl-N'-2-(4-methylpyrimidyl)thiourea
947748-45-0

N-2,2,5,7,8-pentamethylchroman-6-sulfonyl-N'-2-(4-methylpyrimidyl)thiourea

Conditions
ConditionsYield
In dichloromethane at 20℃; for 24h;100%
4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

ethyl bromoacetate
105-36-2

ethyl bromoacetate

2-hydroxy-7-methylimidazo[1,2-a]pyrimidine

2-hydroxy-7-methylimidazo[1,2-a]pyrimidine

Conditions
ConditionsYield
With ethanol for 4h; Concentration; Reflux;100%
4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

5-bromo-4-methylpyrimidine-2-ylamine
17321-93-6

5-bromo-4-methylpyrimidine-2-ylamine

Conditions
ConditionsYield
Stage #1: 4-Methyl-pyrimidin-2-ylamin With N-Bromosuccinimide In chloroform for 15h;
Stage #2: With sodium hydroxide In dichloromethane; chloroform; water
99%
With N-Bromosuccinimide In chloroform for 15h; Darkness;99%
With N-Bromosuccinimide In chloroform at 20℃; for 2h;91%
4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

4-(chlorosulfonyl)benzenesulfonyl fluoride

4-(chlorosulfonyl)benzenesulfonyl fluoride

4-(N-(4-methylpyrimidin-2-yl)sulfamoyl)benzene-1-sulfonyl fluoride

4-(N-(4-methylpyrimidin-2-yl)sulfamoyl)benzene-1-sulfonyl fluoride

Conditions
ConditionsYield
With pyridine In chloroform at 20℃; for 48h; chemoselective reaction;99%
4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

1,2,3,6-Tetrahydrophthalic anhydride
85-43-8

1,2,3,6-Tetrahydrophthalic anhydride

N-(4-methylpyrimidin-2-yl)-1,2,3,6-tetrahydro-phthalimide
897392-57-3

N-(4-methylpyrimidin-2-yl)-1,2,3,6-tetrahydro-phthalimide

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In toluene Reflux;98%
4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

salicylaldehyde
90-02-8

salicylaldehyde

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

C15H12N4O2

C15H12N4O2

Conditions
ConditionsYield
With (N-propyl)-1,3,5,7-tetraazaadamantan-1-ium chloride functionalized silica-coated calcium oxide nano hybrid In neat (no solvent) at 80℃; for 0.25h;95%
4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

tetraethyl [(4-methylpyrimidin-2-ylamino)methylene]bis(phosphonate)

tetraethyl [(4-methylpyrimidin-2-ylamino)methylene]bis(phosphonate)

Conditions
ConditionsYield
With copper(II) oxide In neat (no solvent) at 60℃; Microwave irradiation; Green chemistry;94%
4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

4-bromo-7-azaindole
348640-06-2

4-bromo-7-azaindole

N-(4-methylpyrimidin-2-yl)-1H-pyrrolo[2,3-b]pyridin-4-amine
1248587-72-5

N-(4-methylpyrimidin-2-yl)-1H-pyrrolo[2,3-b]pyridin-4-amine

Conditions
ConditionsYield
With dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2’,4’,6’-triisopropyl-1,1’-biphenyl] [2-(2-aminoethyl)phenyl]palladium(II); lithium hexamethyldisilazane In tetrahydrofuran at 65℃; for 4h; Inert atmosphere; Sealed vial;93%
4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

2-Chloroanisole
766-51-8

2-Chloroanisole

C12H13N3O
1445086-52-1

C12H13N3O

Conditions
ConditionsYield
With dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; C47H63NO2PPd(2+)*CH3O3S(1-); sodium t-butanolate In tert-butyl alcohol at 100℃; for 8h;93%
With dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; [(2-di-cyclohexylphosphino-3,6-dimethoxy-2’,4’,6’-triisopropyl-1,1‘-biphenyl)-2-(2‘-amino-1,1’-biphenyl)]palladium(II) methanesulfonate; sodium t-butanolate In tert-butyl alcohol at 100℃; for 8h; Inert atmosphere;93%
4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

methyl 2-N-benzoylamino-3-N,N-dimethylamino-2-propenoate
56952-04-6

methyl 2-N-benzoylamino-3-N,N-dimethylamino-2-propenoate

methyl (Z)-2-benzoylamino-3-(4-methyl-2-pyrimidinyl)aminopropenoate

methyl (Z)-2-benzoylamino-3-(4-methyl-2-pyrimidinyl)aminopropenoate

Conditions
ConditionsYield
In hydrogenchloride; ethanol for 3h; Heating;92%
4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

2,7-Dihydroxynaphthalene
582-17-2

2,7-Dihydroxynaphthalene

salicylaldehyde
90-02-8

salicylaldehyde

1-(2-hydroxyphenyl(2-(4-methylpyrimidinyl)amino)methyl)naphthalene-2,7-diol
1393090-72-6

1-(2-hydroxyphenyl(2-(4-methylpyrimidinyl)amino)methyl)naphthalene-2,7-diol

Conditions
ConditionsYield
at 80℃; for 0.5h; Mannich type reaction; neat (no solvent);91%
4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

N-(2,2-Dichloro-2-phenylethylidene)benzenesulfonamide
147116-69-6

N-(2,2-Dichloro-2-phenylethylidene)benzenesulfonamide

N-{2,2-dichloro-1-[(4-methylpyrimidin-2-yl)amino]-2-phenylethyl}benzenesulfonamide

N-{2,2-dichloro-1-[(4-methylpyrimidin-2-yl)amino]-2-phenylethyl}benzenesulfonamide

Conditions
ConditionsYield
In 1,4-dioxane at 20℃; for 6h;91%
4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

Pt(NH3)2(NH2(C4H2N2)CH3)2(2+)*2Cl(1-) = {Pt(NH3)2(NH2(C4H2N2)CH3)2}Cl2

Pt(NH3)2(NH2(C4H2N2)CH3)2(2+)*2Cl(1-) = {Pt(NH3)2(NH2(C4H2N2)CH3)2}Cl2

Conditions
ConditionsYield
In water heated in boiling water bath for 1 h; evapd., cooled, acetone added, filtered, washed (acetone), dried at 70-80°C, elem. anal.;90%
4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

methyl 3,3,3-trifluoropyruvate
13089-11-7

methyl 3,3,3-trifluoropyruvate

methyl 2-[(4-methylpyrimidin-2-yl)imino]-3,3,3-trifluoropropanoate
1255787-69-9

methyl 2-[(4-methylpyrimidin-2-yl)imino]-3,3,3-trifluoropropanoate

Conditions
ConditionsYield
Stage #1: 4-Methyl-pyrimidin-2-ylamin; methyl 3,3,3-trifluoropyruvate In benzene at 20℃; for 1h;
Stage #2: With thionyl chloride In benzene at 20℃; for 0.25h;
Stage #3: With pyridine In benzene at 0 - 20℃;
90%
Stage #1: 4-Methyl-pyrimidin-2-ylamin; methyl 3,3,3-trifluoropyruvate With thionyl chloride In benzene at 5 - 20℃;
Stage #2: With pyridine
4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

C12H15NO4S

C12H15NO4S

2-methyl-N-((4-methylpyrimidin-2-yl)carbamoyl)-5-vinylbenzenesulfonamide

2-methyl-N-((4-methylpyrimidin-2-yl)carbamoyl)-5-vinylbenzenesulfonamide

Conditions
ConditionsYield
In ethanol; toluene Reflux;90%
4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

2-bromo-1-(2-chloro-4-fluorophenyl)ethan-1-one
61397-54-4

2-bromo-1-(2-chloro-4-fluorophenyl)ethan-1-one

2-(2-chloro-4-fluorophenyl)-7-methylimidazo[1,2-a]pyrimidine

2-(2-chloro-4-fluorophenyl)-7-methylimidazo[1,2-a]pyrimidine

Conditions
ConditionsYield
In ethanol for 5h; Reflux;90%
4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

1,1,1-trifluoro-N-(pyridin-2-yl)-N-((trifluoromethyl)-sulfonyl)methanesulfonamide
145100-50-1

1,1,1-trifluoro-N-(pyridin-2-yl)-N-((trifluoromethyl)-sulfonyl)methanesulfonamide

2-N'-monotrifluoromethanesulfonamido-4-methylpyrimidine

2-N'-monotrifluoromethanesulfonamido-4-methylpyrimidine

Conditions
ConditionsYield
In acetonitrile at 60℃; Inert atmosphere;90%
4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

2,7-Dihydroxynaphthalene
582-17-2

2,7-Dihydroxynaphthalene

terephthalaldehyde,
623-27-8

terephthalaldehyde,

1,4-bis[(4-methylpyrimidinyl-2-ylamino)(2,7-dihydroxynaphthalene-1-yl)methyl]benzene
1447758-42-0

1,4-bis[(4-methylpyrimidinyl-2-ylamino)(2,7-dihydroxynaphthalene-1-yl)methyl]benzene

Conditions
ConditionsYield
With formic acid In neat (no solvent) at 80℃; for 0.333333h; Mannich Aminomethylation; Green chemistry;89%
4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

formaldehyd
50-00-0

formaldehyd

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

C14H13N3O2

C14H13N3O2

Conditions
ConditionsYield
Stage #1: 4-Methyl-pyrimidin-2-ylamin; formaldehyd In 1,4-dioxane for 0.8h;
Stage #2: 4-hydroxy-benzaldehyde In 1,4-dioxane at 70℃; for 6h;
89%
4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

α-naphthol
90-15-3

α-naphthol

salicylaldehyde
90-02-8

salicylaldehyde

2-(2-hydroxyphenyl(2-(4-methylpyrimidin-2-yl)amino)methyl)naphthalene-1-ol
1393090-68-0

2-(2-hydroxyphenyl(2-(4-methylpyrimidin-2-yl)amino)methyl)naphthalene-1-ol

Conditions
ConditionsYield
at 80℃; for 0.416667h; Mannich type reaction; neat (no solvent);88%
4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

tert-butyl 4-(10-bromo-2-oxo-1,2-dihydropyrimido[1,2-b]indazol-4-yl)piperidine-1-carboxylate

tert-butyl 4-(10-bromo-2-oxo-1,2-dihydropyrimido[1,2-b]indazol-4-yl)piperidine-1-carboxylate

tert-butyl 4-{10-[(4-methylpyrimidin-2-yl)amino]-2-oxo-1,2-dihydropyrimido[1,2-b]indazol-4-yl}piperidine-1-carboxylate

tert-butyl 4-{10-[(4-methylpyrimidin-2-yl)amino]-2-oxo-1,2-dihydropyrimido[1,2-b]indazol-4-yl}piperidine-1-carboxylate

Conditions
ConditionsYield
With potassium phosphate; t-BuBrettPhos; [(2-di-tert-butylphosphino-3,6-dimethoxy-2’,4’,6’-triisopropyl-1,1’-biphenyl)-2-(2’-amino-1,1‘-biphenyl)]palladium(II) methanesulfonate In tert-butyl alcohol at 95℃; for 16h; Inert atmosphere;88%
4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

2-bromo-4'-fluoroacetophenone
403-29-2

2-bromo-4'-fluoroacetophenone

2-(4-fluorophenyl)-7-methylimidazo[1,2-a]pyrimidine
955-75-9

2-(4-fluorophenyl)-7-methylimidazo[1,2-a]pyrimidine

Conditions
ConditionsYield
In ethanol for 5h; Reflux;88%
4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

salicylaldehyde
90-02-8

salicylaldehyde

β-naphthol
135-19-3

β-naphthol

1-(2-hydroxyphenyl(2-(4-methylpyrimidinyl)amino)methyl)naphthalene-2-ol
1393090-65-7

1-(2-hydroxyphenyl(2-(4-methylpyrimidinyl)amino)methyl)naphthalene-2-ol

Conditions
ConditionsYield
at 80℃; for 0.5h; Mannich type reaction; neat (no solvent);87%
4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

mercaptoacetic acid
68-11-1

mercaptoacetic acid

4-cyanobenzaldehyde
105-07-7

4-cyanobenzaldehyde

4-(3-(4-methylpyrimidin-2-yl)-4-oxothiazolidin-2-yl)benzonitrile
1610829-13-4

4-(3-(4-methylpyrimidin-2-yl)-4-oxothiazolidin-2-yl)benzonitrile

Conditions
ConditionsYield
In toluene Reflux; Dean-Stark;86.8%
4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

benzyl alcohol
100-51-6

benzyl alcohol

benzyl-(4-phenethylpyrimidin-2-yl)amine

benzyl-(4-phenethylpyrimidin-2-yl)amine

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; Py2NPiPr2; potassium tert-butylate In tetrahydrofuran; diethylene glycol dimethyl ether at 110℃; for 24h; Inert atmosphere;85%
4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

9-fluorenylmethoxycarbonyl isothiocyanate
199915-38-3

9-fluorenylmethoxycarbonyl isothiocyanate

1-Fmoc-3-(4-methylpyrimidin-2-yl)thiourea

1-Fmoc-3-(4-methylpyrimidin-2-yl)thiourea

Conditions
ConditionsYield
In 1,4-dioxane Inert atmosphere; Reflux;85%
4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

malonic acid bis-(2,4,6-trichloro-phenyl) ester
15781-70-1

malonic acid bis-(2,4,6-trichloro-phenyl) ester

2-hydroxy-8-methyl-4H-pyrimido[1,2-a]pyrimidin-4-one
1227926-30-8

2-hydroxy-8-methyl-4H-pyrimido[1,2-a]pyrimidin-4-one

Conditions
ConditionsYield
With triethylamine In chloroform at 20℃; for 6h; regioselective reaction;84%
4-Methyl-pyrimidin-2-ylamin
108-52-1

4-Methyl-pyrimidin-2-ylamin

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

(4-methoxybenzyl)-{4-[2-(4-methoxyphenyl)ethyl]pyrimidin-2-yl}amine
1206484-75-4

(4-methoxybenzyl)-{4-[2-(4-methoxyphenyl)ethyl]pyrimidin-2-yl}amine

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; Py2NPiPr2; potassium tert-butylate In tetrahydrofuran; diethylene glycol dimethyl ether at 110℃; for 24h; Inert atmosphere;83%

108-52-1Related news

A Hirshfeld surface analysis, crystal structure and physicochemical studies of a new Cd(II) complex with the 2-AMINO-4-METHYLPYRIMIDINE (cas 108-52-1) ligand08/21/2019

A new Cd(II) complex with the monodentate ligand 2-amino-4-methylpyrimidine, [Cd(NO3)2(C5N3H7)2(H2O)2], has been prepared and characterized by single crystal X-ray diffraction, elemental analysis, CP–MAS NMR and IR spectroscopy. The basic coordination patterns of the 2-amino-4-methylpyrimidine ...detailed

108-52-1Relevant articles and documents

-

Svackin et al.

, (1968)

-

Preparation of pyrrole and pyrrolidine derivatives of pyrimidine. 1-(2-Pyrimidinyl)pyrrole - An inhibitor of X. Phaseoli and X. Malvacearum

Becker, Irwin

, p. 343 - 348 (2004)

Pyrrole and pyrrolidine derivatives of pyrimidine were prepared in which the nitrogen atom of the pyrrole or pyrrolidine ring is bonded directly to the 2- or 4-carbon atom of the pyrimidine ring. Pyrrole derivatives were prepared by the dry distillation of an intimate mixture of an aminopyrimidine with mucic acid and by the reaction of a chloropyrimidine with potassium pyrrole. Pyrrolidine derivatives were prepared by the reaction of a chloropyrimidine with pyrrolidine and, in a single instance, by the catalytic hydrogenation of a pyrimidinylpyrrole. At a concentration of 200 mcg/mL, 1-(2-pyrimidinyl)pyrrole inhibited two plant pathogenic bacteria -Xanthomanus phaseoli (pathogenic on the bean plant) and Xanthomanus malvacearum (pathogenic on the cotton plant).

MECHANISTIC TARGET OF RAPAMYCIN SIGNALING PATHWAY INHIBITORS AND THERAPEUTIC APPLICATIONS THEREOF

-

Paragraph 00187; 00188, (2018/04/11)

Selective mTOR inhibitors of formulas (I)-(III), processes for their preparation, pharmaceutical compositions containing them, and their use in the treatment of diseases and disorders, arising from abnormal cell growth, functions, or behaviors mediated by an mTOR kinase and/or one or more PI3K enzyme, are provided. Such diseases and disorder include cancer, immune disorders, cardiovascular disease, viral infection, inflammation, metabolism/endocrine function disorders and neurological disorders.

SUBSTANCES FOR DYEING KERATINOUS FIBERS

-

, (2010/03/04)

Disclosed are substances which contain unsaturated, non-aromatic dialdehydes of formula (Ia) and/or the tautomer (Ib) thereof, wherein R1, R2, and R3 are defined as indicated in claim 1, along with at least one CH-acidic compound of formulas (II) and/or (III), wherein R6, R7, R8, R9, R10, Y, X?, Het, and X1 are defined as indicated in claim 1, in a cosmetic carrier. Said substances color keratinous fibers, especially human hair, in an intensive, colorfast, natural brown shade.

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