40353-55-7

Basic information

• Product Name: 5-(pyridin-4-yl)thiazol-2-aMine
• Synonyms: 5-(pyridin-4-yl)thiazol-2-aMine;5-(4-PYRIDINYL)-2-THIAZOLAMINE;[5-(Pyridin-4-yl)thiazol-2-yl]amine
• CAS NO: 40353-55-7
• Molecular Formula: C₈H₇N₃S
• Molecular Weight: 177.22628
• Mol File: 40353-55-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 378.931 °C at 760 mmHg
• Flash Point: 182.971 °C
• Appearance: /
• Density: 1.333 g/cm³
• Refractive Index: 1.67
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• CAS DataBase Reference: 5-(pyridin-4-yl)thiazol-2-aMine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(pyridin-4-yl)thiazol-2-aMine(40353-55-7)
• EPA Substance Registry System: 5-(pyridin-4-yl)thiazol-2-aMine(40353-55-7)

Safety Data

• Hazardous Substances Data: 40353-55-7(Hazardous Substances Data)

Usage

Description

5-(pyridin-4-yl)thiazol-2-amine is a chemical compound that falls under the category of organoheterocyclic compounds. It features a thiazol-2-amine group with an amine group substituted by a pyridine group, creating an aromatic pyridine ring connected to a thiazole ring. Although the specific physical properties such as melting point, boiling point, or density are not documented, this compound may have potential applications in the development of pharmacological products. Further information is required to confirm its uses and safety.

Uses

Used in Pharmaceutical Development:
5-(pyridin-4-yl)thiazol-2-amine is used as a chemical intermediate for the synthesis of various pharmaceutical compounds. Its unique structure, consisting of a pyridine ring linked to a thiazole ring, may contribute to the development of new drugs with specific therapeutic properties.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, 5-(pyridin-4-yl)thiazol-2-amine serves as a valuable research tool for studying the structure-activity relationships of potential drug candidates. Its presence in various organic compounds can provide insights into the design and optimization of novel therapeutic agents.
Used in Drug Discovery:
5-(pyridin-4-yl)thiazol-2-amine may be utilized in drug discovery processes to identify new lead compounds with potential therapeutic applications. Its unique chemical structure can be explored for its interactions with biological targets, leading to the development of innovative treatments for various diseases.
Used in Chemical Synthesis:
As an organoheterocyclic compound, 5-(pyridin-4-yl)thiazol-2-amine can be employed in various chemical synthesis processes. Its versatile structure allows for the formation of different derivatives, which can be further used in the synthesis of complex organic molecules with specific functions.
Used in Analytical Chemistry:
5-(pyridin-4-yl)thiazol-2-amine may also find applications in analytical chemistry as a reagent or a reference compound. Its unique properties can be utilized for the development of analytical methods, such as chromatography or spectroscopy, to study and characterize other organic compounds.

InChI:InChI=1/C8H7N3S/c9-8-11-5-7(12-8)6-1-3-10-4-2-6/h1-5H,(H2,9,11)

Synthetic route

4-(bromoacetyl)pyridine (6221-13-2) + thiourea (17356-08-0) → 5-pyridin-4-yl-thiazol-2-ylamine (40353-55-7)

Conditions	Yield
With triethylamine In ethanol at 60℃; for 20h;	86%
With triethylamine In ethanol at 60℃; for 20h;	86%

2,2-dimethyl-N-(5-pyridin-4-yl-thiazol-2-yl)propionamide (959986-23-3) → 5-pyridin-4-yl-thiazol-2-ylamine (40353-55-7)

Conditions	Yield
With hydrogenchloride for 4h; Reflux;
With hydrogenchloride In water for 2h; Reflux;
With hydrogenchloride In water for 2h; Reflux;

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + trifluoroacetic acid (76-05-1) + 5-pyridin-4-yl-thiazol-2-ylamine (40353-55-7) → C22H24N4O3S*C2HF3O2

Conditions	Yield
Stage #1: N-tert-butoxycarbonyl-L-phenylalanine; 5-pyridin-4-yl-thiazol-2-ylamine With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 50℃; for 6h; Stage #2: trifluoroacetic acid In water; acetonitrile for 0.75h;

5-pyridin-4-yl-thiazol-2-ylamine (40353-55-7) → (S)-3-phenyl-N-(5-(pyridin-4-yl)thiazol-2-yl)-2-((thiazol-5-ylmethyl)amino)propanamide trifluoroacetate

Conditions	Yield
Multi-step reaction with 3 steps 1.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 6 h / 50 °C 1.2: HPLC columh / 0.75 h 2.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C 3.1: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 12 h / 70 °C / Inert atmosphere 3.2: HPLC columh / 0.5 h View Scheme

5-pyridin-4-yl-thiazol-2-ylamine (40353-55-7) → C17H16N4OS

Conditions	Yield
Multi-step reaction with 2 steps 1.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 6 h / 50 °C 1.2: HPLC columh / 0.75 h 2.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C View Scheme

3,4-dichlorophenylisocyanate (102-36-3) + 5-pyridin-4-yl-thiazol-2-ylamine (40353-55-7) → 1-(3,4-dichlorophenyl)-3-(5-(pyridin-4-yl)thiazol-2-yl)urea (1459140-13-6)

Conditions	Yield
In N,N-dimethyl-formamide at 90℃; for 1h;

4-(benzenesulfonyl)-2,6-dichloropyridine + 5-pyridin-4-yl-thiazol-2-ylamine (40353-55-7) → (4-benzenesulfonyl-6-chloropyridin-2-yl)-(5-pyridin-4-ylthiazol-2-yl)amine

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); sodium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane at 120℃; for 1.5h; Inert atmosphere; Sealed tube;	70 mg

4-(benzenesulfonyl)-2,6-dichloropyridine + 5-pyridin-4-yl-thiazol-2-ylamine (40353-55-7) → 4-benzenesulfonyl-N-(2-methanesulfonylethyl)-N'-(5-pyridin-4-ylthiazol-2-yl)pyridine-2,6-diamine

Conditions

Yield

Multi-step reaction with 2 steps 1: sodium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium(0) / 1,4-dioxane / 1.5 h / 120 °C / Inert atmosphere; Sealed tube 2: sodium t-butanolate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; tris-(dibenzylideneacetone)dipalladium(0) / 1,2-dimethoxyethane / 24 h / 85 °C / Sealed tube View Scheme

5-pyridin-4-yl-thiazol-2-ylamine (40353-55-7) → [6-(4-ethyl-piperazin-1-yl)-2-methyl-pyrimidin-4-yl]-(5-pyridin-4-yl-thiazol-2-yl)amine hydrochloride

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium hydride / mineral oil / 1 h / 0 °C / Inert atmosphere 2: dimethyl sulfoxide / 1 h / 100 °C 3: hydrogenchloride / water / 0 °C View Scheme

2,4-dichloro-2-methylpyrimidine (1780-26-3) + 5-pyridin-4-yl-thiazol-2-ylamine (40353-55-7) → (6-chloro-2-methyl-pyrimidin-4-yl)-(5-pyridin-4-yl-thiazol-2-yl)amine

Conditions	Yield
With sodium hydride In mineral oil at 0℃; for 1h; Inert atmosphere;
With sodium hydride In 1-methyl-pyrrolidin-2-one; mineral oil at 0℃; for 1h; Inert atmosphere;

4,6-dichloropyrimidine (1193-21-1) + 5-pyridin-4-yl-thiazol-2-ylamine (40353-55-7) → C12H8ClN5S

Conditions	Yield
With sodium hydride In 1-methyl-pyrrolidin-2-one; mineral oil at 0℃; for 1h; Inert atmosphere;

5-pyridin-4-yl-thiazol-2-ylamine (40353-55-7) → [6-(4-ethylpiperazin-1-yl)-2-methylpyrimidin-4-yl](5-pyridin-4-yl-thiazol-2-yl)amine hydrochloride

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium hydride / 1-methyl-pyrrolidin-2-one; mineral oil / 1 h / 0 °C / Inert atmosphere 2: dimethyl sulfoxide / 1 h / 100 °C 3: hydrogenchloride / acetone / 0 °C View Scheme

5-pyridin-4-yl-thiazol-2-ylamine (40353-55-7) → [6-(4-ethylpiperazin-1-yl)pyrimidin-4-yl](5-pyridin-4-yl-thiazol-2-yl)amine hydrochloride

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium hydride / 1-methyl-pyrrolidin-2-one; mineral oil / 1 h / 0 °C / Inert atmosphere 2: dimethyl sulfoxide / 1 h / 100 °C 3: hydrogenchloride / acetone / 0 °C View Scheme

5-pyridin-4-yl-thiazol-2-ylamine (40353-55-7) → {6-[4-(2-fluoroethyl)piperazin-1-yl]-2-methylpyrimidin-4-yl}(5-pyridin-4-yl-thiazol-2-yl)amine hydrochloride

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium hydride / 1-methyl-pyrrolidin-2-one; mineral oil / 1 h / 0 °C / Inert atmosphere 2: dimethyl sulfoxide / 1 h / 100 °C 3: hydrogenchloride / acetone / 0 °C View Scheme

5-pyridin-4-yl-thiazol-2-ylamine (40353-55-7) → 2-{4-[2-methyl-6-(5-pyridin-4-ylthiazol-2-ylamino)pyrimidin-4-yl]piperazin-1-yl}ethanol hydrochloride

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium hydride / 1-methyl-pyrrolidin-2-one; mineral oil / 1 h / 0 °C / Inert atmosphere 2: dimethyl sulfoxide / 1 h / 100 °C 3: hydrogenchloride / acetone / 0 °C View Scheme

5-pyridin-4-yl-thiazol-2-ylamine (40353-55-7) → [6-(4-dimethylaminopiperidin-1-yl)-2-methylpyrimidin-4-yl](5-pyridin-4-yl-thiazol-2-yl)amine hydrochloride

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium hydride / 1-methyl-pyrrolidin-2-one; mineral oil / 1 h / 0 °C / Inert atmosphere 2: dimethyl sulfoxide / 1 h / 100 °C 3: hydrogenchloride / acetone / 0 °C View Scheme

5-pyridin-4-yl-thiazol-2-ylamine (40353-55-7) → [2-methyl-6-(2-morpholin-4-ylethoxy)pyrimidin-4-yl](5-pyridin-4-yl-thiazol-2-yl)amine hydrochloride

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium hydride / 1-methyl-pyrrolidin-2-one; mineral oil / 1 h / 0 °C / Inert atmosphere 2: potassium hydroxide / diethylene glycol dimethyl ether / 0.17 h / 100 - 160 °C / Inert atmosphere 3: hydrogenchloride / methanol / 0 °C View Scheme

5-pyridin-4-yl-thiazol-2-ylamine (40353-55-7) → [6-(4-ethyl-piperazin-1-yl)-2-methyl-pyrimidin-4-yl]-(5-pyridin-4-yl-thiazol-2-yl)amine

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydride / 1-methyl-pyrrolidin-2-one; mineral oil / 1 h / 0 °C / Inert atmosphere 2: dimethyl sulfoxide / 1 h / 100 °C View Scheme

5-pyridin-4-yl-thiazol-2-ylamine (40353-55-7) → C18H21N7S

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydride / 1-methyl-pyrrolidin-2-one; mineral oil / 1 h / 0 °C / Inert atmosphere 2: dimethyl sulfoxide / 1 h / 100 °C View Scheme

5-pyridin-4-yl-thiazol-2-ylamine (40353-55-7) → {6-[4-(2-fluoro-ethyl)piperazin-1-yl]-2-methyl-pyrimidin-4-yl}-(5-pyridin-4-yl-thiazol-2-yl)amine

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydride / 1-methyl-pyrrolidin-2-one; mineral oil / 1 h / 0 °C / Inert atmosphere 2: dimethyl sulfoxide / 1 h / 100 °C View Scheme

5-pyridin-4-yl-thiazol-2-ylamine (40353-55-7) → 2-{4-[2-methyl-6-(5-pyridin-4-yl-thiazol-2-ylamino)pyrimidin-4-yl]piperazin-1-yl}ethanol

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydride / 1-methyl-pyrrolidin-2-one; mineral oil / 1 h / 0 °C / Inert atmosphere 2: dimethyl sulfoxide / 1 h / 100 °C View Scheme

5-pyridin-4-yl-thiazol-2-ylamine (40353-55-7) → [6-(4-dimethylamino-piperidin-1-yl)-2-methyl-pyrimidin-4-yl]-(5-pyridin-4-yl-thiazol-2-yl)amine

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydride / 1-methyl-pyrrolidin-2-one; mineral oil / 1 h / 0 °C / Inert atmosphere 2: dimethyl sulfoxide / 1 h / 100 °C View Scheme

5-pyridin-4-yl-thiazol-2-ylamine (40353-55-7) → C19H22N6O2S

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydride / 1-methyl-pyrrolidin-2-one; mineral oil / 1 h / 0 °C / Inert atmosphere 2: potassium hydroxide / diethylene glycol dimethyl ether / 0.17 h / 100 - 160 °C / Inert atmosphere View Scheme

Upstream product

• 959986-23-3 2,2-dimethyl-N-(5-pyridin-4-yl-thiazol-2-yl)propionamide 
• 6221-13-2 4-(bromoacetyl)pyridine 
• 17356-08-0 thiourea 

Downstream Products

• 1459140-13-6 1-(3,4-dichlorophenyl)-3-(5-(pyridin-4-yl)thiazol-2-yl)urea 

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