N-(3,4-difluorophenyl)-3-methyl-5-[(5-vinylpyrazin-2-yl)amino]-1,2-thiazole-4-carboxamide

Base Information

• Chemical Name: N-(3,4-difluorophenyl)-3-methyl-5-[(5-vinylpyrazin-2-yl)amino]-1,2-thiazole-4-carboxamide
• CAS No.: 1621368-01-1
• Molecular Formula: C₁₇H₁₃F₂N₅OS
• Molecular Weight: 373.386
• Mol file: 1621368-01-1.mol

Synonyms:N-(3,4-difluorophenyl)-3-methyl-5-[(5-vinylpyrazin-2-yl)amino]-1,2-thiazole-4-carboxamide

Chemical Property of N-(3,4-difluorophenyl)-3-methyl-5-[(5-vinylpyrazin-2-yl)amino]-1,2-thiazole-4-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(3,4-difluorophenyl)-3-methyl-5-[(5-vinylpyrazin-2-yl)amino]-1,2-thiazole-4-carboxamide

There total 6 articles about N-(3,4-difluorophenyl)-3-methyl-5-[(5-vinylpyrazin-2-yl)amino]-1,2-thiazole-4-carboxamide 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: 18.0%

5-[(5-bromopyrazin-2-yl)amino]-N-(3,4-difluorophenyl)-3-methyl-1,2-thiazole-4-carboxamide (1621366-95-7) + 2,4,6-trivinylboroxin-pyridine → N-(3,4-difluorophenyl)-3-methyl-5-[(5-vinylpyrazin-2-yl)amino]-1,2-thiazole-4-carboxamide (1621368-01-1)

Guidance literature:

With palladium diacetate; potassium carbonate; DavePhos; In acetonitrile; at 150 ℃; for 2h; Microwave irradiation; Inert atmosphere;

Reference yield: 18.0%

5-[(5-bromopyrazin-2-yl)amino]-N-(3,4-difluorophenyl)-3-methyl-1,2-thiazole-4-carboxamide (1621366-95-7) + 2,4,6-trivinylcyclotriboroxane*pyridine complex → N-(3,4-difluorophenyl)-3-methyl-5-[(5-vinylpyrazin-2-yl)amino]-1,2-thiazole-4-carboxamide (1621368-01-1)

Guidance literature:

With palladium diacetate; potassium carbonate; DavePhos; In acetonitrile; at 150 ℃; for 2h; Inert atmosphere; Microwave irradiation;

Reference yield:

5-amino-3-methyl-1,2-thiazole-4-carboxylic acid (22131-51-7) → N-(3,4-difluorophenyl)-3-methyl-5-[(5-vinylpyrazin-2-yl)amino]-1,2-thiazole-4-carboxamide (1621368-01-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: thionyl chloride / 2 h / 100 °C

1.2: 20 °C

2.1: caesium carbonate; palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / N,N-dimethyl-formamide; 1,4-dioxane / 110 °C / Microwave irradiation; Inert atmosphere

3.1: palladium diacetate; DavePhos; potassium carbonate / acetonitrile / 2 h / 150 °C / Microwave irradiation; Inert atmosphere

With thionyl chloride; palladium diacetate; potassium carbonate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; DavePhos; In 1,4-dioxane; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

5-[(5-bromopyrazin-2-yl)amino]-N-(3,4-difluorophenyl)-3-methyl-1,2-thiazole-4-carboxamide

5-amino-3-methyl-1,2-thiazole-4-carboxylic acid

3,4-difluoroaniline

5-amino-N-(3,4-difluorophenyl)-3-methyl-1,2-thiazole-4-carboxamide

Downstream raw materials:

N-(3,4-difluorophenyl)-5-[(5-ethylpyrazin-2-yl)amino]-3-methyl-1,2-thiazole-4-carboxamide