Dasatinib iMpurity

Base Information

• Chemical Name: Dasatinib iMpurity
• CAS No.: 1184919-23-0
• Molecular Weight: 453.56
• Mol file: 1184919-23-0.mol

Synonyms:Dasatinib iMpurity;Deschlorodasatinib

Chemical Property of Dasatinib iMpurity

Chemical Property:

• PKA: 11.87±0.70(Predicted)
• Density: 1.356±0.06 g/cm3(Predicted)
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Ethanol (Slightly)

Purity/Quality:

98%min ^*data from raw suppliers

Deschlorodasatinib ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Deschloro-dasatinib, is the impurity of Dasatinib (D193600), which is a new, oral, small-molecule Tyrosine Kinase Inhibitor (TKI) for the treatment of CML. It is also an Antineoplastic. Deschloro-dasatinib, is the impurity of Dasatinib (D193600), which is a new, oral, small-molecule Tyrosine Kinase Inhibitor (TKI) for the treatment of CML. It is also an Antineoplastic. It is a COVID19-related research product.

Technology Process of Dasatinib iMpurity

There total 4 articles about Dasatinib iMpurity 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: 77.9%

1-(2-hydroxyethyl)piperazine (103-76-4) + N-(2-methylphenyl)-2-[(6-chloro-2-methyl-4-pyrimidinyl)-amino]-5-thiazolecarboxamide → N-(2-methylphenyl)-2-[[6-[4-(2-hydroxyethyl)-1-piperazinyl]-2-methyl-4-pyrimidinyl]amino]-5-thiazolecarboxamide (1184919-23-0)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 80 ℃; for 4h;

DOI:10.1002/ardp.201600010

Reference yield:

(E)-N-(2-methylphenyl)-3-ethoxyacrylamide (1323138-76-6) → N-(2-methylphenyl)-2-[[6-[4-(2-hydroxyethyl)-1-piperazinyl]-2-methyl-4-pyrimidinyl]amino]-5-thiazolecarboxamide (1184919-23-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N-Bromosuccinimide; water / 1,4-dioxane / 1 h / 0 - 10 °C

1.2: 2 h / 70 °C

2.1: sodium t-butanolate / tetrahydrofuran / 2.5 h / -15 °C

3.1: triethylamine / N,N-dimethyl-formamide / 4 h / 80 °C

With N-Bromosuccinimide; water; triethylamine; sodium t-butanolate; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1002/ardp.201600010

Reference yield:

2-amino-N-(2-methylphenyl)thiazole-5-carboxamide (1184914-03-1) → N-(2-methylphenyl)-2-[[6-[4-(2-hydroxyethyl)-1-piperazinyl]-2-methyl-4-pyrimidinyl]amino]-5-thiazolecarboxamide (1184919-23-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium t-butanolate / tetrahydrofuran / 2.5 h / -15 °C

2: triethylamine / N,N-dimethyl-formamide / 4 h / 80 °C

With triethylamine; sodium t-butanolate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1002/ardp.201600010

upstream raw materials:

(E)-N-(2-methylphenyl)-3-ethoxyacrylamide

2-amino-N-(2-methylphenyl)thiazole-5-carboxamide

1-(2-hydroxyethyl)piperazine

Refernces

• 1、 Chai, Xing-Xing,Cai, Zhi-Ping,Yang, Mian-Tian,Zhou, Ying,Fu, Ying-Jun,Xiong, Yuan-Zhen. "2-Aminoxazole and 2-Aminothiazole Dasatinib Derivatives as Potent Inhibitors of Chronic Myeloid Leukemia K562 Cells". . p. 523 - 531. Retrieved 2016/08/10.