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Basic Information
CAS No.: 302964-08-5
Name: N-(2-Chloro-6-methylphenyl)-2-[(6-chloro-2-methyl-4-pyrimidinyl)amino]-5-thiazolecarboxamide
Article Data: 26
Molecular Structure:
Molecular Structure of 302964-08-5 (N-(2-Chloro-6-methylphenyl)-2-[(6-chloro-2-methyl-4-pyrimidinyl)amino]-5-thiazolecarboxamide)
Formula: C16H13Cl2N5OS
Molecular Weight: 394.284
Synonyms: 2-[(6-Chloro-2-methylpyrimidin-4-yl)amino]-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide;
Density: 1.516 g/cm3
Melting Point: 333-335°C
PSA: 108.04000
LogP: 4.99860
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Synthetic route
834888-64-1

N-(4-methoxybenzyl)-2-(6-chloro-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

302964-08-5

2-(6-chloro-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide

Conditions
ConditionsYield
With trifluorormethanesulfonic acid; trifluoroacetic acid In dichloromethane at 20℃; for 3h;99%
With trifluorormethanesulfonic acid; trifluoroacetic acid In dichloromethane at 20℃; for 3h;99%
With trifluorormethanesulfonic acid; trifluoroacetic acid In dichloromethane at 20℃; for 9h; Inert atmosphere;97.6%
With trifluorormethanesulfonic acid; trifluoroacetic acid Inert atmosphere;97%
1780-26-3

2,4-dichloro-2-methylpyrimidine

302964-24-5

2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

302964-08-5

2-(6-chloro-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide

Conditions
ConditionsYield
With potassium hydride In tetrahydrofuran at -25 - -10℃; for 4h; Reagent/catalyst; Temperature;98.7%
Stage #1: 2,4-dichloro-2-methylpyrimidine; 2-amino-N-(2-chloro-6-methylphenyl)-1.3-thiazole-5-carboxamide In tetrahydrofuran at 5 - 20℃; for 0.75h;
Stage #2: With sodium t-butanolate In tetrahydrofuran at 5 - 10℃; for 2.25h;		97%
Stage #1: 2,4-dichloro-2-methylpyrimidine; 2-amino-N-(2-chloro-6-methylphenyl)-1.3-thiazole-5-carboxamide With sodium t-butanolate In tetrahydrofuran at 10 - 20℃;
Stage #2: With hydrogenchloride In tetrahydrofuran; water at 0 - 5℃; for 2h; pH=2 - 3; Temperature; Reagent/catalyst;		94%

N-(2-methylphenyl)-2-[(6-chloro-2-methyl-4-pyrimidinyl)-amino]-5-thiazolecarboxamide

302964-08-5

2-(6-chloro-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide

Conditions
ConditionsYield
With N-chloro-succinimide; palladium dichloride In acetonitrile at 100℃; for 12h;96.8%

N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide

126827-01-8

N-(6-chloro-2-methylpyrimidin-4-yl)hydroxylamine

302964-08-5

2-(6-chloro-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide

Conditions
ConditionsYield
With sodium methylate In N,N-dimethyl-formamide at 100℃; for 5h; Temperature;95%
6307-67-1

2-chloro-N-(2-chloro-6-methylphenyl)acetamide

C9H12ClN5S

302964-08-5

2-(6-chloro-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide

Conditions
ConditionsYield
In methanol for 24h; Solvent; Reflux;74%
77296-31-2

1-(6-chloro-2-methylpyrimidin-4-yl)thiourea

302964-08-5

2-(6-chloro-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide

Conditions
ConditionsYield
Stage #1: (E)-N-(2-chloro-6-methylphenyl)-3-ethoxyacrylamide With N-Bromosuccinimide In tetrahydrofuran; water at 0 - 22℃; for 3h;
Stage #2: 1-(6-chloro-2-methylpyrimidin-4-yl)thiourea In tetrahydrofuran; water for 2h; Heating / reflux;		71%
Multi-step reaction with 2 steps
1: ethanol / 4 h
2: methanol / 24 h / Reflux
View Scheme
1749-68-4

4-amino-6-chloro-2-methylpyrimidine

302964-07-4

2-bromo-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

302964-08-5

2-(6-chloro-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide

Conditions
ConditionsYield
With sodium hydride
40398-01-4

2-chloro-6-methylphenyl isocyanate

302964-08-5

2-(6-chloro-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 - -75 °C
1.2: 86 percent / tetrahydrofuran; hexane / 2 h / -78 °C
2.1: NaH / dimethylformamide / 0.5 h
2.2: 95 percent / Bu4NI / dimethylformamide / 16 h / 20 °C
3.1: NaH / tetrahydrofuran / 0.5 h / 0 °C
3.2: 83 percent / tetrahydrofuran / 4 h / Heating
4.1: 99 percent / CF3CO2H; CF3SO3H / CH2Cl2 / 3 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C
1.2: 86 percent / tetrahydrofuran; hexane / 2 h / -78 °C
2.1: NaH / dimethylformamide / 0.5 h / 20 °C
2.2: 95 percent / tetrabutylammonium iodide / dimethylformamide / 16 h / 20 °C
3.1: NaH / tetrahydrofuran / 0.5 h / 0 °C
3.2: 83 percent / tetrahydrofuran / 4 h / Heating
4.1: 99 percent / TFA; triflic acid / CH2Cl2 / 3 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 °C / Inert atmosphere
2.1: caesium carbonate / acetone / 10 h / Reflux; Inert atmosphere
3.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere
3.2: 4 h / Reflux; Inert atmosphere
4.1: trifluorormethanesulfonic acid; trifluoroacetic acid / dichloromethane / 9 h / 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 4 steps
1.1: n-butyllithium / tetrahydrofuran / -78 °C / Inert atmosphere
1.2: Inert atmosphere
2.1: sodium hydride / tetrahydrofuran / Inert atmosphere
3.1: sodium hydride / tetrahydrofuran / Inert atmosphere
4.1: trifluorormethanesulfonic acid; trifluoroacetic acid / Inert atmosphere
View Scheme
302964-11-0

2-chloro-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

302964-08-5

2-(6-chloro-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: NaH / dimethylformamide / 0.5 h
1.2: 95 percent / Bu4NI / dimethylformamide / 16 h / 20 °C
2.1: NaH / tetrahydrofuran / 0.5 h / 0 °C
2.2: 83 percent / tetrahydrofuran / 4 h / Heating
3.1: 99 percent / CF3CO2H; CF3SO3H / CH2Cl2 / 3 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: NaH / dimethylformamide / 0.5 h / 20 °C
1.2: 95 percent / tetrabutylammonium iodide / dimethylformamide / 16 h / 20 °C
2.1: NaH / tetrahydrofuran / 0.5 h / 0 °C
2.2: 83 percent / tetrahydrofuran / 4 h / Heating
3.1: 99 percent / TFA; triflic acid / CH2Cl2 / 3 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: caesium carbonate / acetone / 10 h / Reflux; Inert atmosphere
2.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere
2.2: 4 h / Reflux; Inert atmosphere
3.1: trifluorormethanesulfonic acid; trifluoroacetic acid / dichloromethane / 9 h / 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: sodium hydride / tetrahydrofuran / Inert atmosphere
2: sodium hydride / tetrahydrofuran / Inert atmosphere
3: trifluorormethanesulfonic acid; trifluoroacetic acid / Inert atmosphere
View Scheme
834888-63-0

N-(4-methoxybenzyl)-2-chloro-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

302964-08-5

2-(6-chloro-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: NaH / tetrahydrofuran / 0.5 h / 0 °C
1.2: 83 percent / tetrahydrofuran / 4 h / Heating
2.1: 99 percent / CF3CO2H; CF3SO3H / CH2Cl2 / 3 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: NaH / tetrahydrofuran / 0.5 h / 0 °C
1.2: 83 percent / tetrahydrofuran / 4 h / Heating
2.1: 99 percent / TFA; triflic acid / CH2Cl2 / 3 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere
1.2: 4 h / Reflux; Inert atmosphere
2.1: trifluorormethanesulfonic acid; trifluoroacetic acid / dichloromethane / 9 h / 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: sodium hydride / tetrahydrofuran / Inert atmosphere
2: trifluorormethanesulfonic acid; trifluoroacetic acid / Inert atmosphere
View Scheme
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    Min.Order: 1 Gram

    FOB Price:  USD $ 1.0-2.0

    Huarong Industrial Group Limited established since 2006 , has been actively developing specialty products for Finished Dosages, APIs, Intermediates, and Fine chemicals markets in North America, Europe, Korea, Japan, Mid-East and all over the World.

    Hangzhou Huarong Pharm Co., Ltd. established since 2009 , has been always focusing on supplying products and services to our clients in the field of small molecule drug. Huarong

  •  Hangzhou Huarong Pharm Co., Ltd.

     China (Mainland)  |  Contact Details

    Business Type:Trading Company

    Tel:+86-571-86758373

    Address:Room1101, Hakim International Building, Gongshu District, Hangzhou, Zhejiang Province, China.

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  • N-(2-Chloro-6-methylphenyl)-2-[(6-chloro-2-methyl-4-pyrimidinyl)amino]-5-thiazolecarboxamide

  • Casno:

    302964-08-5

    N-(2-Chloro-6-methylphenyl)-2-[(6-chloro-2-methyl-4-pyrimidinyl)amino]-5-thiazolecarboxamide

    Min.Order: 1 Kilogram

    FOB Price:  USD $ 0.0-0.0

    HANGZHOU THINK CHEMICAL CO., LTD. (THINKCHEM) is an integrative corporation of trade, research and contract manufacture. With about ten years of business experiences on the marketing & distribution, thinkchem specializes in exp

    HANGZHOU THINK CHEMICAL CO., LTD. (THINKCHEM) is an integrative corporation of trade, research and contract manufacture. With about ten years of business experiences on the marketi

  •  Hangzhou Think Chemical Co. Ltd

     China (Mainland)  |  Contact Details

    Business Type:Other

    Tel:86-571-89986307/81956191/81956084/81956192

    Address:Room 501-502, Tower E, Yuanjian Building, Yuanyang International Center, Hangzhou-310011, China

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  • 2-(6-CHLORO-2-METHYLPYRIMIDIN-4-YLAMINO)-N-(2-CHLORO-6-METHYL

  • Casno:

    302964-08-5

    2-(6-CHLORO-2-METHYLPYRIMIDIN-4-YLAMINO)-N-(2-CHLORO-6-METHYL

    Min.Order: 1 Kilogram

    FOB Price:  USD $ 18.0-20.0

    factory?direct?saleAppearance:White Powder Storage:Store In Dry, Cool And Ventilated Place Package:25kg/drum, also according to the clients requirement Application:It is widely used as a thickener, emulsifier and stabilizer Transportation:By Sea Or B

    Founded in 2008, East Chemsources Limited is a professional manufacturer of supplier in food and beverage, pharmaceuticals, cosmetics and other industries. pharmaceutical field in

  •  EAST CHEMSOURCES LIMITED

     China (Mainland)  |  Contact Details

    Business Type:Trading Company

    Tel:15053231572

    Address:No.1581-12,Jinshui Road, Licang, Qingdao,China

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Specification

The N-(2-Chloro-6-methylphenyl)-2-[(6-chloro-2-methyl-4-pyrimidinyl)amino]-5-thiazolecarboxamide, with the CAS registry number 302964-08-5, is also known as 5-Thiazolecarboxamide, N-(2-chloro-6-methylphenyl)-2-[(6-chloro-2-methyl-4-pyrimidinyl)amino]-. It belongs to the product categories of Dasatinib; Heterocycles; Intermediates & Fine Chemicals; Pharmaceuticals; Sulfur & Selenium Compounds. This chemical's molecular formula is C16H13Cl2N5OS and molecular weight is 394.28. Its systematic name is called N-(2-chloro-6-methylphenyl)-2-[(6-chloro-2-methylpyrimidin-4-yl)amino]-1,3-thiazole-5-carboxamide. This chemical can be used as dasatinib intermediate and protein tyrosine kinase inhibitor.

Physical properties of N-(2-Chloro-6-methylphenyl)-2-[(6-chloro-2-methyl-4-pyrimidinyl)amino]-5-thiazolecarboxamide: (1)ACD/LogP: 2.46; (2)ACD/LogD (pH 5.5): 2.46; (3)ACD/LogD (pH 7.4): 2.46; (4)ACD/BCF (pH 5.5): 43.58; (5)ACD/BCF (pH 7.4): 43.57; (6)ACD/KOC (pH 5.5): 518.8; (7)ACD/KOC (pH 7.4): 518.65; (8)#H bond acceptors: 6; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 2; (11)Index of Refraction: 1.716; (12)Molar Refractivity: 102.3 cm3; (13)Molar Volume: 259.9 cm3; (14)Surface Tension: 70.3 dyne/cm; (15)Density: 1.516 g/cm3.

You can still convert the following datas into molecular structure:
(1)SMILES: Clc1cccc(c1NC(=O)c2sc(nc2)Nc3nc(nc(Cl)c3)C)C
(2)InChI: InChI=1/C16H13Cl2N5OS/c1-8-4-3-5-10(17)14(8)23-15(24)11-7-19-16(25-11)22-13-6-12(18)20-9(2)21-13/h3-7H,1-2H3,(H,23,24)(H,19,20,21,22)
(3)InChIKey: LMXUWARKUIELGT-UHFFFAOYAU