Product Name

  • Name

    5-(pyridin-4-yl)thiazol-2-aMine

  • EINECS
  • CAS No. 40353-55-7
  • Article Data6
  • CAS DataBase
  • Density 1.333 g/cm3
  • Solubility
  • Melting Point
  • Formula C8H7N3S
  • Boiling Point 378.931 °C at 760 mmHg
  • Molecular Weight 177.23
  • Flash Point 182.971 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 40353-55-7 (5-(pyridin-4-yl)thiazol-2-aMine)
  • Hazard Symbols
  • Synonyms 5-(Pyridin-4-yl)-1,3-thiazol-2-amine;5-(4-Pyridinyl)-2-thiazolamine;
  • PSA 80.77000
  • LogP 1.71740

Synthetic route

4-(bromoacetyl)pyridine
6221-13-2

4-(bromoacetyl)pyridine

thiourea
17356-08-0

thiourea

5-pyridin-4-yl-thiazol-2-ylamine
40353-55-7

5-pyridin-4-yl-thiazol-2-ylamine

Conditions
ConditionsYield
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

2,2-dimethyl-N-(5-pyridin-4-yl-thiazol-2-yl)propionamide

5-pyridin-4-yl-thiazol-2-ylamine
40353-55-7

5-pyridin-4-yl-thiazol-2-ylamine

Conditions
ConditionsYield
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

N-tert-butoxycarbonyl-L-phenylalanine

trifluoroacetic acid
76-05-1

trifluoroacetic acid

5-pyridin-4-yl-thiazol-2-ylamine
40353-55-7

5-pyridin-4-yl-thiazol-2-ylamine

C22H24N4O3S*C2HF3O2

C22H24N4O3S*C2HF3O2

Conditions
ConditionsYield
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;
...Expand
5-pyridin-4-yl-thiazol-2-ylamine
40353-55-7

5-pyridin-4-yl-thiazol-2-ylamine

(S)-3-phenyl-N-(5-(pyridin-4-yl)thiazol-2-yl)-2-((thiazol-5-ylmethyl)amino)propanamide trifluoroacetate

(S)-3-phenyl-N-(5-(pyridin-4-yl)thiazol-2-yl)-2-((thiazol-5-ylmethyl)amino)propanamide trifluoroacetate

Conditions
ConditionsYield
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

5-pyridin-4-yl-thiazol-2-ylamine

C17H16N4OS

C17H16N4OS

Conditions
ConditionsYield
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

3,4-dichlorophenylisocyanate

5-pyridin-4-yl-thiazol-2-ylamine
40353-55-7

5-pyridin-4-yl-thiazol-2-ylamine

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

1-(3,4-dichlorophenyl)-3-(5-(pyridin-4-yl)thiazol-2-yl)urea

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 90℃; for 1h;
4-(benzenesulfonyl)-2,6-dichloropyridine

4-(benzenesulfonyl)-2,6-dichloropyridine

5-pyridin-4-yl-thiazol-2-ylamine
40353-55-7

5-pyridin-4-yl-thiazol-2-ylamine

(4-benzenesulfonyl-6-chloropyridin-2-yl)-(5-pyridin-4-ylthiazol-2-yl)amine

(4-benzenesulfonyl-6-chloropyridin-2-yl)-(5-pyridin-4-ylthiazol-2-yl)amine

Conditions
ConditionsYield
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

4-(benzenesulfonyl)-2,6-dichloropyridine

5-pyridin-4-yl-thiazol-2-ylamine
40353-55-7

5-pyridin-4-yl-thiazol-2-ylamine

4-benzenesulfonyl-N-(2-methanesulfonylethyl)-N'-(5-pyridin-4-ylthiazol-2-yl)pyridine-2,6-diamine

4-benzenesulfonyl-N-(2-methanesulfonylethyl)-N'-(5-pyridin-4-ylthiazol-2-yl)pyridine-2,6-diamine

Conditions
ConditionsYield
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

5-pyridin-4-yl-thiazol-2-ylamine

[6-(4-ethyl-piperazin-1-yl)-2-methyl-pyrimidin-4-yl]-(5-pyridin-4-yl-thiazol-2-yl)amine hydrochloride

[6-(4-ethyl-piperazin-1-yl)-2-methyl-pyrimidin-4-yl]-(5-pyridin-4-yl-thiazol-2-yl)amine hydrochloride

Conditions
ConditionsYield
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

2,4-dichloro-2-methylpyrimidine

5-pyridin-4-yl-thiazol-2-ylamine
40353-55-7

5-pyridin-4-yl-thiazol-2-ylamine

(6-chloro-2-methyl-pyrimidin-4-yl)-(5-pyridin-4-yl-thiazol-2-yl)amine

(6-chloro-2-methyl-pyrimidin-4-yl)-(5-pyridin-4-yl-thiazol-2-yl)amine

Conditions
ConditionsYield
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

4,6-dichloropyrimidine

5-pyridin-4-yl-thiazol-2-ylamine
40353-55-7

5-pyridin-4-yl-thiazol-2-ylamine

C12H8ClN5S

C12H8ClN5S

Conditions
ConditionsYield
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

5-pyridin-4-yl-thiazol-2-ylamine

[6-(4-ethylpiperazin-1-yl)-2-methylpyrimidin-4-yl](5-pyridin-4-yl-thiazol-2-yl)amine hydrochloride

[6-(4-ethylpiperazin-1-yl)-2-methylpyrimidin-4-yl](5-pyridin-4-yl-thiazol-2-yl)amine hydrochloride

Conditions
ConditionsYield
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

5-pyridin-4-yl-thiazol-2-ylamine

[6-(4-ethylpiperazin-1-yl)pyrimidin-4-yl](5-pyridin-4-yl-thiazol-2-yl)amine hydrochloride

[6-(4-ethylpiperazin-1-yl)pyrimidin-4-yl](5-pyridin-4-yl-thiazol-2-yl)amine hydrochloride

Conditions
ConditionsYield
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

5-pyridin-4-yl-thiazol-2-ylamine

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

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

Conditions
ConditionsYield
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

5-pyridin-4-yl-thiazol-2-ylamine

2-{4-[2-methyl-6-(5-pyridin-4-ylthiazol-2-ylamino)pyrimidin-4-yl]piperazin-1-yl}ethanol hydrochloride

2-{4-[2-methyl-6-(5-pyridin-4-ylthiazol-2-ylamino)pyrimidin-4-yl]piperazin-1-yl}ethanol hydrochloride

Conditions
ConditionsYield
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

5-pyridin-4-yl-thiazol-2-ylamine

[6-(4-dimethylaminopiperidin-1-yl)-2-methylpyrimidin-4-yl](5-pyridin-4-yl-thiazol-2-yl)amine hydrochloride

[6-(4-dimethylaminopiperidin-1-yl)-2-methylpyrimidin-4-yl](5-pyridin-4-yl-thiazol-2-yl)amine hydrochloride

Conditions
ConditionsYield
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

5-pyridin-4-yl-thiazol-2-ylamine

[2-methyl-6-(2-morpholin-4-ylethoxy)pyrimidin-4-yl](5-pyridin-4-yl-thiazol-2-yl)amine hydrochloride

[2-methyl-6-(2-morpholin-4-ylethoxy)pyrimidin-4-yl](5-pyridin-4-yl-thiazol-2-yl)amine hydrochloride

Conditions
ConditionsYield
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

5-pyridin-4-yl-thiazol-2-ylamine

[6-(4-ethyl-piperazin-1-yl)-2-methyl-pyrimidin-4-yl]-(5-pyridin-4-yl-thiazol-2-yl)amine

[6-(4-ethyl-piperazin-1-yl)-2-methyl-pyrimidin-4-yl]-(5-pyridin-4-yl-thiazol-2-yl)amine

Conditions
ConditionsYield
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

5-pyridin-4-yl-thiazol-2-ylamine

C18H21N7S

C18H21N7S

Conditions
ConditionsYield
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

5-pyridin-4-yl-thiazol-2-ylamine

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

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

Conditions
ConditionsYield
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

5-pyridin-4-yl-thiazol-2-ylamine

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

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

Conditions
ConditionsYield
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

5-pyridin-4-yl-thiazol-2-ylamine

[6-(4-dimethylamino-piperidin-1-yl)-2-methyl-pyrimidin-4-yl]-(5-pyridin-4-yl-thiazol-2-yl)amine

[6-(4-dimethylamino-piperidin-1-yl)-2-methyl-pyrimidin-4-yl]-(5-pyridin-4-yl-thiazol-2-yl)amine

Conditions
ConditionsYield
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

5-pyridin-4-yl-thiazol-2-ylamine

C19H22N6O2S

C19H22N6O2S

Conditions
ConditionsYield
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

2-Thiazolamine,5-(4-pyridinyl)- Specification

The 2-Thiazolamine,5-(4-pyridinyl)- is an organic compound with the formula C8H7N3S. The systematic name of this chemical is 2-Thiazolamine, 5-(4-pyridinyl)-. With the CAS registry number 40353-55-7, it is also named as 5-(Pyridin-4-yl)-1,3-thiazol-2-amine. Besides, its molecular weight is 177.2263.

The physical properties of 2-Thiazolamine,5-(4-pyridinyl)- are: (1)ACD/LogP: 0.21; (2)ACD/LogD (pH 5.5): 0.205; (3)ACD/LogD (pH 7.4): 0.21; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 30.662; (7)ACD/KOC (pH 7.4): 30.997; (8)#H bond acceptors: 3; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 1; (11)Polar Surface Area: 80.04 Å2; (12)Index of Refraction: 1.67; (13)Molar Refractivity: 49.648 cm3; (14)Molar Volume: 132.925 cm3; (15)Polarizability: 19.682×10-24 cm3; (16)Surface Tension: 65.339 dyne/cm; (17)Density: 1.333 g/cm3; (18)Flash Point: 182.971 °C; (19)Enthalpy of Vaporization: 62.689 kJ/mol; (20)Boiling Point: 378.931 °C at 760 mmHg.

You can still convert the following datas into molecular structure:
(1)SMILES: c1cnccc1c2cnc(s2)N
(2)InChI: InChI=1/C8H7N3S/c9-8-11-5-7(12-8)6-1-3-10-4-2-6/h1-5H,(H2,9,11)
(3)InChIKey: UQQWEGWMBDAOET-UHFFFAOYAQ
(4)Std. InChI: InChI=1S/C8H7N3S/c9-8-11-5-7(12-8)6-1-3-10-4-2-6/h1-5H,(H2,9,11)
(5)Std. InChIKey: UQQWEGWMBDAOET-UHFFFAOYSA-N

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