N-(4-Cyano-3-trifluoromethyl-phenyl)-2-hydroxy-2-methyl-3-(pyrimidin-2-ylsulfanyl)-propionamide

Base Information

• Chemical Name: N-(4-Cyano-3-trifluoromethyl-phenyl)-2-hydroxy-2-methyl-3-(pyrimidin-2-ylsulfanyl)-propionamide
• CAS No.: 90356-88-0
• Molecular Formula: C₁₆H₁₃F₃N₄O₂S
• Molecular Weight: 382.366

Synonyms:N-(4-Cyano-3-trifluoromethyl-phenyl)-2-hydroxy-2-methyl-3-(pyrimidin-2-ylsulfanyl)-propionamide

Chemical Property of N-(4-Cyano-3-trifluoromethyl-phenyl)-2-hydroxy-2-methyl-3-(pyrimidin-2-ylsulfanyl)-propionamide

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Technology Process of N-(4-Cyano-3-trifluoromethyl-phenyl)-2-hydroxy-2-methyl-3-(pyrimidin-2-ylsulfanyl)-propionamide

There total 3 articles about N-(4-Cyano-3-trifluoromethyl-phenyl)-2-hydroxy-2-methyl-3-(pyrimidin-2-ylsulfanyl)-propionamide 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:

N-[4-cyano-3-(trifluoromethyl)phenyl]-2-methylacrylamide (90357-53-2) → N-(4-Cyano-3-trifluoromethyl-phenyl)-2-hydroxy-2-methyl-3-(pyrimidin-2-ylsulfanyl)-propionamide (90356-88-0)

Guidance literature:

Multi-step reaction with 2 steps

1: m-chloroperbenzoic acid, 2,6-di-tert-butyl-4-methylphenol / 1,1,1-trichloro-ethane / 6 h / Heating

2: 1.) NaH / 1.) THF, 0 deg C, 15 min, 2.) room temperature, 16 h

With 2,6-di-tert-butyl-4-methyl-phenol; sodium hydride; 3-chloro-benzenecarboperoxoic acid; In 1,1,1-trichloroethane;

DOI:10.1021/jm00400a011

Reference yield:

4-amino-2-trifluoromethylbenzonitrile (654-70-6) → N-(4-Cyano-3-trifluoromethyl-phenyl)-2-hydroxy-2-methyl-3-(pyrimidin-2-ylsulfanyl)-propionamide (90356-88-0)

Guidance literature:

Multi-step reaction with 3 steps

1: N,N-dimethylacetamide / 4 h / Ambient temperature

2: m-chloroperbenzoic acid, 2,6-di-tert-butyl-4-methylphenol / 1,1,1-trichloro-ethane / 6 h / Heating

3: 1.) NaH / 1.) THF, 0 deg C, 15 min, 2.) room temperature, 16 h

With N,N-dimethyl acetamide; 2,6-di-tert-butyl-4-methyl-phenol; sodium hydride; 3-chloro-benzenecarboperoxoic acid; In 1,1,1-trichloroethane;

DOI:10.1021/jm00400a011

Reference yield:

N-[4-cyano-3-(trifluoromethyl)phenyl]-2-methyloxirane-2-carboxamide (90357-51-0) + 2-sulfanylpyrimidine (131242-36-9) → N-(4-Cyano-3-trifluoromethyl-phenyl)-2-hydroxy-2-methyl-3-(pyrimidin-2-ylsulfanyl)-propionamide (90356-88-0)

Guidance literature:

With sodium hydride; Multistep reaction; 1.) THF, 0 deg C, 15 min, 2.) room temperature, 16 h;

DOI:10.1021/jm00400a011

upstream raw materials:

N-[4-cyano-3-(trifluoromethyl)phenyl]-2-methyloxirane-2-carboxamide

2-sulfanylpyrimidine

4-amino-2-trifluoromethylbenzonitrile

N-[4-cyano-3-(trifluoromethyl)phenyl]-2-methylacrylamide

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