1-[3-(thiomorpholin-4-ylcarbonyl)-5-(trifluoromethyl)phenyl]pyrrolidin-3-ol

Base Information

• Chemical Name: 1-[3-(thiomorpholin-4-ylcarbonyl)-5-(trifluoromethyl)phenyl]pyrrolidin-3-ol
• CAS No.: 1198181-31-5
• Molecular Formula: C₁₆H₁₉F₃N₂O₂S
• Molecular Weight: 360.4
• Mol file: 1198181-31-5.mol

Synonyms:1-[3-(thiomorpholin-4-ylcarbonyl)-5-(trifluoromethyl)phenyl]pyrrolidin-3-ol

Chemical Property of 1-[3-(thiomorpholin-4-ylcarbonyl)-5-(trifluoromethyl)phenyl]pyrrolidin-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[3-(thiomorpholin-4-ylcarbonyl)-5-(trifluoromethyl)phenyl]pyrrolidin-3-ol

There total 2 articles about 1-[3-(thiomorpholin-4-ylcarbonyl)-5-(trifluoromethyl)phenyl]pyrrolidin-3-ol 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: 100.0%

pyrrolidin-3-ol (40499-83-0) + 4-{[3-bromo-5-(trifluoromethyl)phenyl]carbonyl}thiomorpholine (1198181-29-1) → 1-[3-(thiomorpholin-4-ylcarbonyl)-5-(trifluoromethyl)phenyl]pyrrolidin-3-ol (1198181-31-5)

Guidance literature:

With caesium carbonate; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In toluene; at 90 ℃; for 16h; Inert atmosphere;

Reference yield:

3-bromo-5-(trifluoromethyl)benzoic acid (328-67-6) → 1-[3-(thiomorpholin-4-ylcarbonyl)-5-(trifluoromethyl)phenyl]pyrrolidin-3-ol (1198181-31-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / acetonitrile / 16 h / 20 °C

2: caesium carbonate / palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 16 h / 90 °C / Inert atmosphere

With benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In toluene; acetonitrile;

Reference yield: 45.0%

1-[3-(thiomorpholin-4-ylcarbonyl)-5-(trifluoromethyl)phenyl]pyrrolidin-3-ol (1198181-31-5) + sodium monochloroacetic acid (3926-62-3) → ({1-[3-(thiomorpholin-4-ylcarbonyl)-5-(trifluoromethyl)phenyl]pyrrolidin-3-yl}oxy)acetic acid (1198180-49-2)

Guidance literature:

1-[3-(thiomorpholin-4-ylcarbonyl)-5-(trifluoromethyl)phenyl]pyrrolidin-3-ol; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 60 ℃;

sodium monochloroacetic acid; With tetrabutylammomium bromide; In N,N-dimethyl-formamide; mineral oil; at 60 - 80 ℃; for 3h;

With hydrogenchloride; In water;

upstream raw materials:

pyrrolidin-3-ol

4-{[3-bromo-5-(trifluoromethyl)phenyl]carbonyl}thiomorpholine

3-bromo-5-(trifluoromethyl)benzoic acid

Downstream raw materials:

({1-[3-(thiomorpholin-4-ylcarbonyl)-5-(trifluoromethyl)phenyl]pyrrolidin-3-yl}oxy)acetic acid