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

Base Information

• Chemical Name: N-(2-Chloro-6-methylphenyl)-2-[(6-chloro-2-methyl-4-pyrimidinyl)amino]-5-thiazolecarboxamide
• CAS No.: 302964-08-5
• Molecular Formula: C16H13Cl2N5OS
• Molecular Weight: 394.284
• Hs Code.: 2934100090
• Mol file: 302964-08-5.mol

Synonyms:2-[(6-Chloro-2-methylpyrimidin-4-yl)amino]-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide;

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

Chemical Property:

• Melting Point: 333-335°C
• Refractive Index: 1.716
• PKA: 10.92±0.70(Predicted)
• PSA: 108.04000
• Density: 1.516 g/cm³
• LogP: 4.99860
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly)

Purity/Quality:

98%min. ^*data from raw suppliers

N-(2-Chloro-6-methylphenyl)-2-[(6-chloro-2-methyl-4-pyrimidinyl)amino]-5-thiazolecarboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Dasatinib intermediate. A protein tyrosine kinase inhibitor. Dasatinib intermediate. A protein tyrosine kinase inhibitor

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

There total 24 articles about N-(2-Chloro-6-methylphenyl)-2-[(6-chloro-2-methyl-4-pyrimidinyl)amino]-5-thiazolecarboxamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

N-(4-methoxybenzyl)-2-(6-chloro-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide (834888-64-1) → 2-(6-chloro-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide (302964-08-5)

Guidance literature:

With trifluorormethanesulfonic acid; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1021/jm049486a

Reference yield: 98.7%

2,4-dichloro-2-methylpyrimidine (1780-26-3) + 2-amino-N-(2-chloro-6-methylphenyl)-1.3-thiazole-5-carboxamide (302964-24-5) → 2-(6-chloro-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide (302964-08-5)

Guidance literature:

With potassium hydride; In tetrahydrofuran; at -25 - -10 ℃; for 4h; Reagent/catalyst; Temperature;

Reference yield: 96.8%

N-(2-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 (302964-08-5)

Guidance literature:

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

upstream raw materials:

2,4-dichloro-2-methylpyrimidine

2-amino-N-(2-chloro-6-methylphenyl)-1.3-thiazole-5-carboxamide

4-amino-6-chloro-2-methylpyrimidine

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

Downstream raw materials:

C₂₂H₁₈Cl₂N₆OS

N-(2-chloro-6-methylphenyl)-2-((6-((4-chlorophenyl)amino)-2-methylpyrimidin-4-yl)amino)thiazole-5-carboxamide

2-((6-((3-chloro-4-fluorophenyl)amino)-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide

N-(2-chloro-6-methylphenyl)-2-((6-((4-fluorophenyl)amino)-2-methylpyrimidin-4-yl)amino)thiazole-5-carboxamide

Refernces

• 1、 -. "HALOGENATED-HETEROARYL AND OTHER HETEROCYCLIC KINASE INHIBITORS, AND USES THEREOF". . . Retrieved 2021/11/04.
• 2、 Buchappa,Sagar Vijay Kumar,Durga Prasad,Aparna. "Scalable and impurity-free process for dasatinib: Src and BCR-Abl inhibitor". . p. 1621 - 1628. Retrieved 2018/06/12.