N-(4-{[5-cyano-6-methyl-2-(methylthio)-4-pyrimidinyl]amino}phenyl)-1-pyrrolidinecarboxamide

Base Information

• Chemical Name: N-(4-{[5-cyano-6-methyl-2-(methylthio)-4-pyrimidinyl]amino}phenyl)-1-pyrrolidinecarboxamide
• CAS No.: 1208170-32-4
• Molecular Formula: C₁₈H₂₀N₆OS
• Molecular Weight: 368.462
• Mol file: 1208170-32-4.mol

Synonyms:N-(4-{[5-cyano-6-methyl-2-(methylthio)-4-pyrimidinyl]amino}phenyl)-1-pyrrolidinecarboxamide

Chemical Property of N-(4-{[5-cyano-6-methyl-2-(methylthio)-4-pyrimidinyl]amino}phenyl)-1-pyrrolidinecarboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(4-{[5-cyano-6-methyl-2-(methylthio)-4-pyrimidinyl]amino}phenyl)-1-pyrrolidinecarboxamide

There total 4 articles about N-(4-{[5-cyano-6-methyl-2-(methylthio)-4-pyrimidinyl]amino}phenyl)-1-pyrrolidinecarboxamide 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: 92.0%

Pyrrolidine-1-carboxylic acid (4-amino-phenyl)-amide (851651-90-6) + 4-chloro-6-methyl-2-(methylthio)-pyrimidine-5-carbonitrile (1208170-17-5) → N-(4-{[5-cyano-6-methyl-2-(methylthio)-4-pyrimidinyl]amino}phenyl)-1-pyrrolidinecarboxamide (1208170-32-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 75 ℃;

DOI:10.1016/j.tetlet.2019.151312

Reference yield:

(1-ethoxyethylidene)malononitrile (5417-82-3) → N-(4-{[5-cyano-6-methyl-2-(methylthio)-4-pyrimidinyl]amino}phenyl)-1-pyrrolidinecarboxamide (1208170-32-4)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium methylate / methanol / 0 - 20 °C

2: magnesium sulfate; copper dichloride; tert.-butylnitrite / acetonitrile / 3 h / 80 °C

3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 75 °C

With tert.-butylnitrite; sodium methylate; magnesium sulfate; N-ethyl-N,N-diisopropylamine; copper dichloride; In methanol; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.tetlet.2019.151312

Reference yield:

4-amino-6-methyl-2-(methylthio)pyrimidine-5-carbonitrile (89853-27-0) → N-(4-{[5-cyano-6-methyl-2-(methylthio)-4-pyrimidinyl]amino}phenyl)-1-pyrrolidinecarboxamide (1208170-32-4)

Guidance literature:

Multi-step reaction with 2 steps

1: magnesium sulfate; copper dichloride; tert.-butylnitrite / acetonitrile / 3 h / 80 °C

2: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 75 °C

With tert.-butylnitrite; magnesium sulfate; N-ethyl-N,N-diisopropylamine; copper dichloride; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.tetlet.2019.151312

upstream raw materials:

Pyrrolidine-1-carboxylic acid (4-amino-phenyl)-amide

4-chloro-6-methyl-2-(methylthio)-pyrimidine-5-carbonitrile

(1-ethoxyethylidene)malononitrile

4-amino-6-methyl-2-(methylthio)pyrimidine-5-carbonitrile