42055-15-2

Basic information

• Product Name: 3-(METHYLAMINO)-1-PROPANOL
• Synonyms: N-(METHYLAMINO)-1-PROPANOL;3-(METHYLAMINO)-1-PROPANOL;3-(Methylamino)propane-1-ol;N-3-hydroxypropyl-N-MethylaMine;3-(MethylaMino)propan-1-ol;1-Hydroxy-3-(methylamino)propane, 3-Hydroxy-N-methylpropylamine;3-(MethylaMino)propan-l-ol;1-Propanol,3-(MethylaMino)-
• CAS NO: 42055-15-2
• Molecular Formula: C₄H₁₁NO
• Molecular Weight: 89.14
• EINECS: 1533716-785-6
• Mol File: 42055-15-2.mol
• Article Data: 26

Chemical Properties

• Boiling Point: 169°C
• Flash Point: 82℃
• Appearance: /
• Density: 0.917 g/mL at 25 °C
• Vapor Pressure: 0.679mmHg at 25°C
• Refractive Index: 1.448
• Storage Temp.: 2-8°C
• PKA: 15.06±0.10(Predicted)
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: 3-(METHYLAMINO)-1-PROPANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(METHYLAMINO)-1-PROPANOL(42055-15-2)
• EPA Substance Registry System: 3-(METHYLAMINO)-1-PROPANOL(42055-15-2)

Safety Data

• Hazard Codes: C
• Statements: 10-34-22
• Safety Statements: 16-36/37/39-45-26
• RIDADR: 2735
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: Ⅱ
• Hazardous Substances Data: 42055-15-2(Hazardous Substances Data)

Usage

Description

3-(METHYLAMINO)-1-PROPANOL, also known as 3-Methylamino-1-propanol, is an alkanolamine with the chemical formula CH3NHCH2CH2CH2OH. It is a colorless liquid at room temperature and possesses a primary amine and a primary alcohol functional group. This unique structure allows it to act as a versatile intermediate in the synthesis of various chemicals and pharmaceuticals.

Uses

Used in Chemical Synthesis:
3-(METHYLAMINO)-1-PROPANOL is used as a chemical intermediate for the synthesis of various compounds, including pharmaceuticals, agrochemicals, and other specialty chemicals. Its dual functional groups enable it to participate in a wide range of chemical reactions, making it a valuable building block in the chemical industry.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3-(METHYLAMINO)-1-PROPANOL is used as a starting material for the synthesis of various drug candidates. Its amine and alcohol functionalities can be selectively modified to produce a diverse range of bioactive molecules with potential therapeutic applications.
Used in Cosmetics Industry:
3-(METHYLAMINO)-1-PROPANOL is used as a redispersion agent for compacted solids, such as those found in antiperspirant materials. Its ability to redisperse these compacted solids allows for easier analysis of their components, which can be crucial in the development and formulation of new cosmetic products.
Used in Analytical Chemistry:
In analytical chemistry, 3-(METHYLAMINO)-1-PROPANOL can be employed as a solvent or reagent for various analytical techniques, such as high-performance liquid chromatography (HPLC), gas chromatography (GC), and nuclear magnetic resonance (NMR) spectroscopy. Its unique properties make it suitable for dissolving a wide range of compounds and facilitating their analysis.

InChI:InChI=1/C4H11NO/c1-5-3-2-4-6/h5-6H,2-4H2,1H3

Synthetic route

tert-butyl (3-hydroxypropyl)methylcarbamate (98642-44-5) → N-methyl-3-hydroxypropylamine (42055-15-2)

Conditions	Yield
With hydrogenchloride for 17h;	100%

3-(N-formylamino)propan-1-ol (49807-74-1) → N-methyl-3-hydroxypropylamine (42055-15-2)

Conditions	Yield
With potassium hydroxide	86.6%
Stage #1: N-(3-hydroxypropyl)formamide With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 5h; Heating / reflux; Stage #2: With potassium hydroxide; water In tetrahydrofuran for 0.5h; Heating / reflux;	86.6%
With lithium aluminium tetrahydride In diethyl ether at 25℃; for 15h;	84%

methylamine (74-89-5) + 1-chloro-3-hydroxypropane (627-30-5) → N-methyl-3-hydroxypropylamine (42055-15-2)

Conditions	Yield
In ethanol at 20℃; for 144h;	65%
In ethanol at 25℃; for 15h;	40%
In water at 0 - 30℃; for 17h;	100.4 g

3-(N-benzyl-N-methylamino)-propan-1-ol → N-methyl-3-hydroxypropylamine (42055-15-2)

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In ethanol at 60℃; under 15201 Torr; for 4h; Autoclave;	61%
With hydrogen; nickel In ethanol

ethyl 3-methylaminopropionate (2213-08-3) → N-methyl-3-hydroxypropylamine (42055-15-2)

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran	56%
With lithium aluminium tetrahydride
With lithium aluminium tetrahydride In diethyl ether Heating;

→ N-methyl-3-hydroxypropylamine

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 80℃; for 32.5h;	50%

methyl chloroformate (79-22-1) + propan-1-ol-3-amine (156-87-6) → N-methyl-3-hydroxypropylamine (42055-15-2)

Conditions	Yield
With sodium carbonate In dichloromethane 1.) 10 deg C, 2.) reflux;	37%

trimethylene oxide (503-30-0) + methylamine (74-89-5) → N-methyl-3-hydroxypropylamine (42055-15-2)

Conditions	Yield
With water at 150℃;
With water

methyl-carbamic acid-(3-chloro-propyl ester) (42050-46-4) → N-methyl-3-hydroxypropylamine (42055-15-2)

Conditions	Yield
With potassium hydroxide

allyl alcohol (107-18-6) + methylamine (74-89-5) → N-methyl-3-hydroxypropylamine (42055-15-2)

Conditions	Yield
With sodium 2-propenoate at 120 - 150℃;

allyl alcohol (107-18-6) + methylamine (74-89-5) → N-methyl-3-hydroxypropylamine (42055-15-2) + 3,3'-(methylazanediyl)bis(propan-1-ol) (2158-67-0)

Conditions	Yield
With sodium 2-propenoate at 120 - 150℃;

propan-1-ol-3-amine (156-87-6) + methyl iodide (74-88-4) → N-methyl-3-hydroxypropylamine (42055-15-2)

Conditions	Yield
In methanol Heating;

dimethyl sulfate (77-78-1) + propan-1-ol-3-amine (156-87-6) → N-methyl-3-hydroxypropylamine (42055-15-2) + 3-Dimethylamino-1-propanol (3179-63-3)

Conditions	Yield
With lithium hydride 1.) THF, room temp., 1 h; 2.) room temp., 1 h; Yield given. Multistep reaction;
With calcium hydride 1.) THF, room temp., 2.) room temp., 1 h; Yield given. Multistep reaction;

diethylphosphoramidate de N-methyle et de N-(hydroxy-3 propyle) (98056-36-1) → N-methyl-3-hydroxypropylamine (42055-15-2)

Conditions	Yield
With hydrogenchloride In water for 12h; Heating;

diethylthiophosphoramidate de N-methyle et de N-(hydroxy-3 propyle) (98056-38-3) → N-methyl-3-hydroxypropylamine (42055-15-2)

Conditions	Yield
With hydrogenchloride In water for 12h; Heating;

bis-dimethylphosphoramide de N-methyle et de N-(hydroxy-3 propyle) (98056-40-7) → N-methyl-3-hydroxypropylamine (42055-15-2)

Conditions	Yield
With hydrogenchloride In water for 12h; Heating;

methyl-carbamic acid-(3-chloro-propyl ester) (42050-46-4) + alcoholic KOH-solution → N-methyl-3-hydroxypropylamine (42055-15-2)

methylamine hydrochloride (593-51-1) + allyl alcohol (107-18-6) + sodium → N-methyl-3-hydroxypropylamine (42055-15-2) + 3,3'-(methylazanediyl)bis(propan-1-ol) (2158-67-0)

methanol (67-56-1) + propan-1-ol-3-amine (156-87-6) → N-methyl-3-hydroxypropylamine (42055-15-2) + 3-Dimethylamino-1-propanol (3179-63-3)

Conditions	Yield
With Cs-P-Si mixed-oxide at 300℃; under 61504.9 Torr; Title compound not separated from byproducts;

methanol (67-56-1) + propan-1-ol-3-amine (156-87-6) → N-methyl-3-hydroxypropylamine (42055-15-2)

Conditions	Yield
With Cs-P-Si at 300℃; under 61504.9 Torr;
With mesoporous Cs-B-Zr mixed oxide In neat (no solvent) at 220℃; under 32253.2 Torr; for 0.5h; Autoclave; Inert atmosphere; Green chemistry;

1-chloro-3-hydroxypropane (627-30-5) → N-methyl-3-hydroxypropylamine (42055-15-2)

Conditions	Yield
Stage #1: 1-chloro-3-hydroxypropane With methylamine In water for 72h; Heating / reflux; Stage #2: With potassium carbonate In water at 20℃; Product distribution / selectivity;
Stage #1: 1-chloro-3-hydroxypropane With methylamine; sodium iodide In water at 20℃; for 17h; Stage #2: With potassium carbonate In water at 20℃; Product distribution / selectivity;

N-(tert-butoxycarbonyl)-3-aminopropanal (58885-60-2) → N-methyl-3-hydroxypropylamine (42055-15-2)

Conditions	Yield
Stage #1: N-(tert-butoxycarbonyl)-3-aminopropanal With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 17.3333h; Reflux; Inert atmosphere; Stage #2: With sodium sulfate decahydrate In tetrahydrofuran at 20℃; Inert atmosphere;

methylamine (74-89-5) + 1-bromo-3-propanol (627-18-9) → N-methyl-3-hydroxypropylamine (42055-15-2)

Conditions	Yield
In water at 20℃; for 14h; Cooling with ice;	6 g

N-methyl-3-hydroxypropylamine (42055-15-2) + 3-Chloro-4-((R)-3,3,3-trifluoro-2-hydroxy-2-methyl-propionylamino)-benzoic acid (243982-49-2) → 3-chloro-N-(3-hydroxy-propyl)-N-methyl-4-(3,3,3-trifluoro-2-hydroxy-2-methyl-propionylamino)-benzamide

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide for 18h; Acylation;	100%

N-methyl-3-hydroxypropylamine (42055-15-2) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl (3-hydroxypropyl)methylcarbamate (98642-44-5)

Conditions	Yield
With 1-methylimidazolium tetrafluoroborate at 30 - 35℃; for 0.0833333h;	100%
With triethylamine In dichloromethane at 20℃; for 11h;	100%
With triethylamine In methanol at 20℃;	99%

N-methyl-3-hydroxypropylamine (42055-15-2) + (fluorenylmethoxy)carbonyl chloride (28920-43-6) → (9H-fluoren-9-yl)methyl 3-hydroxypropylmethylcarbamate (1419843-78-9)

Conditions	Yield
With triethylamine In dichloromethane at -18℃; Cooling with ice;	100%

N-methyl-3-hydroxypropylamine (42055-15-2) + 3-methyl-3-(2,4,5-trimethyl-3,6-dioxo-cyclohexa-1,4-dienyl)-butyric acid (40662-29-1) → N-(3-hydroxypropyl)-N,3-dimethyl-3-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dien-1-yl)butanamide (1426551-48-5)

Conditions	Yield
Stage #1: 3-methyl-3-(2,4,5-trimethyl-3,6-dioxo-cyclohexa-1,4-dienyl)-butyric acid With 4-methyl-morpholine; isobutyl chloroformate In tetrahydrofuran at 0℃; for 0.5h; Stage #2: N-methyl-3-hydroxypropylamine In tetrahydrofuran at 20℃;	100%

N-methyl-3-hydroxypropylamine (42055-15-2) + 3,3'-bis(3-bromopropoxy)-2,2'-dimethyl-1,1'-biphenyl → 3,3'-((((2,2'-dimethyl-[1,1'-biphenyl]-3,3'-diyl)bis(oxy))bis(propane-3,1-diyl))bis(methylazanediyl))bis(propan-1-ol)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In methanol at 65℃; for 18h; Inert atmosphere;	100%

2,4-dichlorothieno[3,2-d]pyrimidine (16234-14-3) + N-methyl-3-hydroxypropylamine (42055-15-2) → 3-((2-chlorothieno[3,2-d]pyrimidin-4-yl)(methyl)amino)propan-1-ol

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In ethyl acetate at 20℃;	99%

N-methyl-3-hydroxypropylamine (42055-15-2) + 4-(t-butyl)phenyl isocyanate (1943-67-5) → C15H24N2O2 (1381761-31-4)

Conditions	Yield
Stage #1: N-methyl-3-hydroxypropylamine; 4-(t-butyl)phenyl isocyanate In dichloromethane at 20℃; Stage #2: With hydrogenchloride In dichloromethane	98%

N-methyl-3-hydroxypropylamine (42055-15-2) + 2-chloro-1,3-benzoxazole (615-18-9) → 3-(benzooxazol-2-ylmethylamino)propan-1-ol (122321-02-2)

Conditions	Yield
With triethylamine In tetrahydrofuran at 60 - 70℃; for 2h; Inert atmosphere;	97%
With triethylamine In tetrahydrofuran at 0 - 20℃; for 3h;
With triethylamine In tetrahydrofuran; dichloromethane
With triethylamine In tetrahydrofuran; dichloromethane

N-methyl-3-hydroxypropylamine (42055-15-2) + 4-chlorobenzaldehyde (104-88-1) → 3-methyl-2-(4-chlorophenyl)tetrahydro-1,3-oxazine (138609-41-3)

Conditions	Yield
In benzene Heating;	96%

N-methyl-3-hydroxypropylamine (42055-15-2) → N-methyl-N-nitroso-3-hydroxypropylamine (70415-59-7)

Conditions	Yield
With tert.-butylnitrite In tetrahydrofuran Heating;	95%
With hydrogenchloride; sodium nitrite
With tert.-butylnitrite

N-methyl-3-hydroxypropylamine (42055-15-2) + di-tert-butyl dicarbonate (24424-99-5) → 3-([N-(tert-butylcarbonyl)-N-methyl]amino)-1-propanol

Conditions	Yield
In tetrahydrofuran; water	95%

N-methyl-3-hydroxypropylamine (42055-15-2) + tert-butyldimethylsilyl chloride (18162-48-6) → 3-((tert-butyldimethylsilyl)oxy)-N-methylpropan-1-amine

Conditions	Yield
With 1H-imidazole In dichloromethane at 20℃; for 12h;	92%
With 1H-imidazole In dichloromethane at 0 - 20℃;	52.6%

N-methyl-3-hydroxypropylamine (42055-15-2) + tert-butyl 3-oxoazetidine-1-carboxylate (398489-26-4) → tert-butyl 3-((3-hydroxypropyl)(methyl)amino)azetidine-1-carboxylate

Conditions	Yield
With sodium tris(acetoxy)borohydride In dichloromethane at 25℃; for 16h;	91.2%

N-methyl-3-hydroxypropylamine (42055-15-2) + 5-methoxymethylene-2,2-dimethyl-1,3-dioxane-4,6-dione (15568-85-1) → 5-{[(3-Hydroxy-propyl)-methyl-amino]-methylene}-2,2-dimethyl-[1,3]dioxane-4,6-dione

Conditions	Yield
In acetonitrile for 8h; Heating;	90%

N-methyl-3-hydroxypropylamine (42055-15-2) + benzyl chloroformate (501-53-1) → benzyl 3-hydroxypropyl(methyl)carbamate

Conditions	Yield
β‐cyclodextrin In water at 20℃; for 0.05h;	89%
With sodium hydroxide In 1,4-dioxane; water at 50℃; for 0.5h;	82.6%
With potassium hydroxide In 1,4-dioxane; water for 1h; pH=10;	82%

N-methyl-3-hydroxypropylamine (42055-15-2) + methyl chloroformate (79-22-1) → methyl (3-hydroxypropyl)(methyl)carbamate (958255-17-9)

Conditions	Yield
With potassium carbonate In acetone for 12h; Heating;	89%

N-methyl-3-hydroxypropylamine (42055-15-2) + 3-fluorobromobenzene (1073-06-9) → N-methyl-N-(3-hydroxyl-1-propyl)-3-fluoroaniline (1248231-90-4)

Conditions	Yield
With potassium phosphate; copper(l) iodide; CVT-2537 In butan-1-ol at 110℃; for 15h; Inert atmosphere; chemoselective reaction;	87%

N-methyl-3-hydroxypropylamine (42055-15-2) + 5-bromo-2-chloro-4-methoxypyrimidine (57054-92-9) → 3-((5-bromo-4-methoxypyrimidin-2-yl)(methyl)amino)propan-1-ol

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 80℃; for 16h;	87%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 80℃; for 16h; Inert atmosphere;	87%

N-methyl-3-hydroxypropylamine (42055-15-2) + 4,4'-Difluorobenzophenone (345-92-6) → 4-fluoro-4'-N-(methyl-3-hydroxypropylamino)benzophenone

Conditions	Yield
With 18-crown-6 ether; potassium carbonate In dimethyl sulfoxide at 100℃; for 48h;	86%

N-methyl-3-hydroxypropylamine (42055-15-2) + benzoyl chloride (98-88-4) → N-(3-hydroxylpropyl)-N-methylbenzamide (41880-26-6)

Conditions	Yield
With trimethylamine In tetrahydrofuran at 0℃; Inert atmosphere;	86%

N-methyl-3-hydroxypropylamine (42055-15-2) → methyl-3-chloropropylamine (65232-62-4)

Conditions	Yield
With thionyl chloride at 0 - 20℃;	86%

N-methyl-3-hydroxypropylamine (42055-15-2) + 1-chlorophthalazine (5784-45-2) → 1-phthalazine (126650-64-4)

Conditions	Yield
In ethanol for 6h; Heating;	85%

N-methyl-3-hydroxypropylamine (42055-15-2) + 1-bromo-4-methoxy-benzene (104-92-7) → N-methyl-N-(3-hydroxyl-1-propyl)-4-methoxyaniline (1251248-66-4)

Conditions	Yield
With potassium phosphate; copper(l) iodide; CVT-2537 In butan-1-ol at 110℃; for 15h; Inert atmosphere; chemoselective reaction;	85%

4-(4-((benzyloxy)carbonyl)-1,4-diazepan-1-yl)benzoic acid + N-methyl-3-hydroxypropylamine (42055-15-2) → benzyl 4-(4-((3-hydroxypropyl)(methyl)carbamoyl)phenyl)-1,4-diazepane-1-carboxylate

Conditions	Yield
Stage #1: 4-{4-[(benzyloxy)carbonyl]-1,4-diazepan-1-yl}benzoic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 20℃; for 0.333333h; Stage #2: N-methyl-3-hydroxypropylamine In dichloromethane at 20℃; for 4h;	85%

N-methyl-3-hydroxypropylamine (42055-15-2) + (E)-(4-chlorobut-1-en-1-yl)benzene (7515-46-0) → 3-amino>-1-propanol (112403-53-9)

Conditions	Yield
With potassium carbonate In ethanol for 168h; Heating;	84%

N-methyl-3-hydroxypropylamine (42055-15-2) + 2-[2-[2-chloro-3-[(1,3-dihydro-3,3-dimethyl-1-propyl-2H-indolyl-2-ylidenyl)ethylidenyl]-1-cyclohexen-1-yl]ethenyl]-3,3-dimethyl-1-propylindolium iodide (207399-07-3) → C40H54N3O(1+)*I(1-)

Conditions	Yield
In acetonitrile at 80℃; for 0.166667h; Inert atmosphere;	84%
In acetonitrile at 80℃; for 0.166667h; Sealed tube;	84%

N-methyl-3-hydroxypropylamine (42055-15-2) + methyl adipoyl chloride (35444-44-1) → methyl 6-((3-hydroxypropyl)(methyl)amino)-6-oxohexanoate (1185730-64-6)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane Inert atmosphere;	82%
With N-ethyl-N,N-diisopropylamine In dichloromethane at -78 - 0℃; Inert atmosphere;	42%
In dichloromethane at -78 - 0℃; Inert atmosphere;	42%

N-methyl-3-hydroxypropylamine (42055-15-2) + C9H12Cl2N(1+)*CF3O3S(1-) → N-methyl-3-(2,4-dichlorophenoxy)propylamine (85507-24-0)

Conditions	Yield
Stage #1: N-methyl-3-hydroxypropylamine With potassium hexamethylsilazane In tetrahydrofuran; N,N-dimethyl-formamide at 25℃; for 0.166667h; Inert atmosphere; Schlenk technique; Stage #2: C9H12Cl2N(1+)*CF3O3S(1-) In tetrahydrofuran; N,N-dimethyl-formamide at 25℃; for 3h; Inert atmosphere; Schlenk technique;	82%

Upstream product

• 503-30-0 trimethylene oxide 
• 74-89-5 methylamine 
• 42050-46-4 methyl-carbamic acid-(3-chloro-propyl ester) 
• 627-30-5 1-chloro-3-hydroxypropane 
• 627-18-9 1-bromo-3-propanol 
• 58885-60-2 N-(tert-butoxycarbonyl)-3-aminopropanal 
• 58885-58-8 N-tert-butoxycarbonyl-3-aminopropanol 
• 67-56-1 methanol 
• 156-87-6 propan-1-ol-3-amine 
• 593-51-1 methylamine hydrochloride 
• 107-18-6 allyl alcohol 
• 98642-44-5 tert-butyl (3-hydroxypropyl)methylcarbamate 
• 98056-40-7 bis-dimethylphosphoramide de N-methyle et de N-(hydroxy-3 propyle) 
• 98056-38-3 diethylthiophosphoramidate de N-methyle et de N-(hydroxy-3 propyle) 

Downstream Products

• 74787-96-5 1-(3-Hydroxy-propyl)-1-methyl-3-(1-phenyl-ethyl)-thiourea 
• 83266-08-4 3-methyl-2-phenylperhydro-1,3-oxazine 
• 138609-41-3 3-methyl-2-(4-chlorophenyl)tetrahydro-1,3-oxazine 
• 112403-53-9 3-amino>-1-propanol 
• 24127-46-6 (3-Hydroxy-propyl)-methyl-prop-2-inyl-amin 
• 13677-23-1 3-<3-Phenyl-1-methyl-thioureido>-propanol-(1) 
• 21759-67-1 3-methyl-2-(4-nitro-phenyl)-[1,3]oxazinane 
• 70415-59-7 N-methyl-N-nitroso-3-hydroxypropylamine 
• 22089-17-4 2--3-methyl-2H-1,3,2-oxazaphosphorinan-1-oxid 
• 614734-69-9 benzo[b]thiophene-2-carboxylic acid (2-benzylsulfanyl-phenyl)-(3-methylamino-propyl)-amide 

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