ChemicalBook > CAS DataBase List > N-(2-Chloro-6-methylphenyl)-2-[(6-chloro-2-methyl-4-pyrimidinyl)amino]-5-thiazolecarboxamide

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

Product Name
N-(2-Chloro-6-methylphenyl)-2-[(6-chloro-2-methyl-4-pyrimidinyl)amino]-5-thiazolecarboxamide
CAS No.
302964-08-5
Chemical Name
N-(2-Chloro-6-methylphenyl)-2-[(6-chloro-2-methyl-4-pyrimidinyl)amino]-5-thiazolecarboxamide
Synonyms
Dasatinib Int N-1;CAY10697;2-((6-ChL;)amino)-N-(2-chL;dasatinib Dichloro;Dasatinib Impurity M;Dasatinib EP Impurity-D;Dasatinib Intermediate 1;Dasatinib Dichloro Impurity;2-(6-Chloro-2-MethylpyriMidin-4-ylaMino)-N-(2-chloro-6-Methyl
CBNumber
CB51473109
Molecular Formula
C16H13Cl2N5OS
Formula Weight
394.28
MOL File
302964-08-5.mol
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N-(2-Chloro-6-methylphenyl)-2-[(6-chloro-2-methyl-4-pyrimidinyl)amino]-5-thiazolecarboxamide Property

Melting point:
333-335°C
Boiling point:
566.95° C (Predicted)
Density 
1.516±0.06 g/cm3(Predicted)
refractive index 
n20D 1.72 (Predicted)
storage temp. 
Inert atmosphere,2-8°C
solubility 
DMSO (Slightly)
form 
Solid
pka
10.92±0.70(Predicted)
color 
Pale Yellow
Water Solubility 
Slightly soluble in water
InChI
InChI=1S/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)
InChIKey
LMXUWARKUIELGT-UHFFFAOYSA-N
SMILES
S1C(C(NC2=C(C)C=CC=C2Cl)=O)=CN=C1NC1C=C(Cl)N=C(C)N=1
CAS DataBase Reference
302964-08-5(CAS DataBase Reference)
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Safety

HS Code 
2933399990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TCI Chemical
Product number
C3675
Product name
2-[(6-Chloro-2-methylpyrimidin-4-yl)amino]-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide
Packaging
1G
Price
$43
Updated
2025/07/31
TCI Chemical
Product number
C3675
Product name
2-[(6-Chloro-2-methylpyrimidin-4-yl)amino]-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide
Packaging
5G
Price
$122
Updated
2025/07/31
Cayman Chemical
Product number
17806
Product name
CAY10697
Purity
≥98%
Packaging
50mg
Price
$56
Updated
2024/03/01
Cayman Chemical
Product number
17806
Product name
CAY10697
Purity
≥98%
Packaging
100mg
Price
$105
Updated
2024/03/01
Cayman Chemical
Product number
17806
Product name
CAY10697
Purity
≥98%
Packaging
250mg
Price
$241
Updated
2024/03/01
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N-(2-Chloro-6-methylphenyl)-2-[(6-chloro-2-methyl-4-pyrimidinyl)amino]-5-thiazolecarboxamide Chemical Properties,Usage,Production

Description

N-(2-Chloro-6-methylphenyl)-2-[(6-chloro-2-methyl-4-pyrimidinyl)amino]-5-thiazolecarboxamide is a pharmaceutical intermediate compound used as a synthetic intermediate for dasatinib. Dasatinib is a targeted anticancer drug used to treat chronic myeloid leukaemia (CML) and Philadelphia chromosome-positive acute lymphoblastic leukaemia (ALL). It is also a receptor and non-receptor Tyk (tyrosine kinase) inhibitor, which plays an important role in certain cancers and fibrotic diseases.

Chemical Properties

Pale Yellow Solid

Uses

Dasatinib intermediate. A protein tyrosine kinase inhibitor.

Synthesis

1780-26-3

302964-24-5

302964-08-5

General procedure for the synthesis of N-(2-chloro-6-methylphenyl)-2-[(6-chloro-2-methyl-4-pyrimidinyl)amino]-5-thiazolecarboxamide from 4,6-dichloro-2-methylpyrimidine and 2-amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide: To 80 mL of tetrahydrofuran, cooled to -25 °C, was added 8.73 g of potassium hydride (30 wt%, 65.38 mmol) and stirred for 10 minutes; 5.00 g of 2-amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide was slowly added and the temperature was maintained at -25 °C; followed by the addition of 3.65 g of 4,6-dichloro-2-methylpyrimidine to a tetrahydrofuran solution (7 mL), the temperature was maintained stable and the reaction mixture was stirred for 4 hours at -10 °C. After completion of the reaction, 1 M hydrochloric acid was slowly added to quench the reaction, pH was adjusted to 6, the temperature was controlled at 0-5 °C for 2 h. Crystallization was carried out by centrifugation and washed with tetrahydrofuran. The crude product was obtained as 7.27 g in 98.7% yield and 99.95% purity (HPLC) with a maximum single heterogeneous content of 0.03%.

References

[1] Patent: CN104788445, 2017, B. Location in patent: Paragraph 0016; 0026; 0027; 0029; 0031; 0033; 0035; 0037
[2] Science China Chemistry, 2014, vol. 57, # 6, p. 823 - 832
[3] Synthetic Communications, 2017, vol. 47, # 17, p. 1610 - 1621
[4] Patent: WO2005/77945, 2005, A2. Location in patent: Page/Page column 51-52
[5] Arkivoc, 2010, vol. 2010, # 6, p. 32 - 38

N-(2-Chloro-6-methylphenyl)-2-[(6-chloro-2-methyl-4-pyrimidinyl)amino]-5-thiazolecarboxamide Preparation Products And Raw materials

Raw materials

Preparation Products

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

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View Lastest Price from N-(2-Chloro-6-methylphenyl)-2-[(6-chloro-2-methyl-4-pyrimidinyl)amino]-5-thiazolecarboxamide manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
N-(2-chloro-6-methylphenyl)-2-[(6-chloro-2-methylpyrimidin-4-yl)amino] 302964-08-5
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-02-03
Baoji Guokang Healthchem Co., Ltd.
Product
N-(2-Chloro-6-methylphenyl)-2-[(6-chloro-2-methyl-4-pyrimidinyl)amino]-5-thiazolecarboxamide 302964-08-5
Price
US $1350.00/Kg/Bag
Min. Order
1KG
Purity
99%
Supply Ability
100kg
Release date
2021-06-05
Nanjing Fred Technology Co., Ltd
Product
2-(6-chloro-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-meth-ylphenyl)thiazole-5-carboxami-de 302964-08-5
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1 ton
Release date
2023-12-20

302964-08-5, N-(2-Chloro-6-methylphenyl)-2-[(6-chloro-2-methyl-4-pyrimidinyl)amino]-5-thiazolecarboxamideRelated Search:

Paraquat dichloride 2-(2-Aminothiazol-4-yl)glyoxylic acid N,N-Dimethylformamide Methylparaben Kresoxim-methyl Benzamide Methanol Acetonitrile Methyl acrylate Basic Violet 1 Chlorantraniliprole (E)-3-Ethoxyacryloyl chloride Formamide N-(2-cyanophenyl)picolinaMide Methyl Ammonium hexafluorophosphate Hexamethylphosphoramide Hexafluorobisphenol A

  • Dasatinib Int N-1
  • N-(2-Chloro-6-methylphenyl)-2-[(6-chloro-2-methyl-4-yrimidinyl)amino]-5-thiazolecarboxamide
  • N-(2-chloro-6-methylphenyl)-2-[(6-chloro-2-methylpyrimidin-4-yl)amino]
  • dasatinib Dichloro
  • 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide 95%
  • CAY10697
  • N-(2-Chloro-6-methyl-phenyl)-2-[(6-chloro-2-methyl-pyrimidin-4-yl)amino]thiazole-5-carboxamide
  • N-(2-CHLORO-6-METHYLPHENYL)-2-[(6-CHLORO-2-METHYL-4-PYRIMIDINYL)AMINO]-5-THIAZOLECARBOXAMIDE
  • 2-(6-Chloro-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide
  • 5-Thiazolecarboxamide, N-(2-chloro-6-methylphenyl)-2-[(6-chloro-2-methyl-4-pyrimidinyl)amino]-
  • Dasatinib Intermediate 1
  • 2-(6-Chloro-2-MethylpyriMidin-4-ylaMino)-N-(2-chloro-6-Methyl
  • 2-[(6-chloro-2-MethylpyriMidin-4-yl)aMino]-N-(2-chloro-6-Methylphenyl)-1,3-thiazole-5-carboxaMide
  • 2-[(6-Chloro-2-methyl-4-pyrimidyl)amino]-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide
  • N-(2-chloro-6-methylphenyl)-2-[(6-chloro-2-methylpyrimidin-4-yl)amino]-1,3-thiazole-5-carboxamide
  • Dasatinib Dichloro Impurity
  • )amino)-N-(2-chL
  • 2-((6-ChL
  • N- (2-chloro-6-methylphenyl) -2-[(6-chloro-2-methyl-4-pyrimidinyl) amino] -5-thiazole-formamide
  • Dasatinib Impurity M
  • N-(2-Chloro-6-methylphenyl)-2-[(6-chloro-2-methyl-4-pyrimidi...
  • N - (2-chloro-6-methylphenyl) -2- [(6-chloro-2-methyl-4-pyrimidinyl) amino] -5-thiazolamide
  • N-(2-Chloro-6-methylphenyl)-2-[(6-chloro-2-methyl-4-pyrimidinyl)ami]-5-thiazolecarboxamide
  • 2-(6-Chloro-2-methyl-pyrimidin-4-ylamino)-thiazole-5-carboxylic acid (2-chloro-6-methyl-phenyl)-amide
  • N-(2-Chloro-6-Methylphenyl)-2-[(6-chloro-2-Methyl-4-pyriMidinyl)aMino]-5-thiazolecarboxaMi
  • Dasatinib EP Impurity-D
  • N-(2-Chloro-6-methylphenyl)-2-[(6-chloro-2-methyl-4-pyrimidinyl)amino]-5-thiazolecarboxamide : 2-[(6-Chloro-2-methylpyrimidin-4-yl)amino]-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide
  • 302964-08-5
  • 2964-08-5
  • 964-08-5
  • Dasatinib
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Sulfur & Selenium Compounds