2-((2S,4S)-1-(4-(2,3-dimethylphenoxy)phenyl)-4-(trifluoromethyl)pyrrolidin-2-yl)acetonitrile

Base Information

• Chemical Name: 2-((2S,4S)-1-(4-(2,3-dimethylphenoxy)phenyl)-4-(trifluoromethyl)pyrrolidin-2-yl)acetonitrile
• CAS No.: 1283146-23-5
• Molecular Formula: C₂₁H₂₁F₃N₂O
• Molecular Weight: 374.406
• Mol file: 1283146-23-5.mol

Synonyms:2-((2S,4S)-1-(4-(2,3-dimethylphenoxy)phenyl)-4-(trifluoromethyl)pyrrolidin-2-yl)acetonitrile

Chemical Property of 2-((2S,4S)-1-(4-(2,3-dimethylphenoxy)phenyl)-4-(trifluoromethyl)pyrrolidin-2-yl)acetonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-((2S,4S)-1-(4-(2,3-dimethylphenoxy)phenyl)-4-(trifluoromethyl)pyrrolidin-2-yl)acetonitrile

There total 9 articles about 2-((2S,4S)-1-(4-(2,3-dimethylphenoxy)phenyl)-4-(trifluoromethyl)pyrrolidin-2-yl)acetonitrile 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:

(2S,4S)-tert-butyl 2-(hydroxymethyl)-4-(trifluoromethyl)pyrrolidine-1-carboxylate (470482-40-7) → 2-((2S,4S)-1-(4-(2,3-dimethylphenoxy)phenyl)-4-(trifluoromethyl)pyrrolidin-2-yl)acetonitrile (1283146-23-5)

Guidance literature:

Multi-step reaction with 4 steps

1: hydrogenchloride / 1,4-dioxane / 1 h / 20 °C / Inert atmosphere

2: copper(l) iodide; sodium hydroxide / isopropyl alcohol / 90 °C / Inert atmosphere; Sealed tube

3: triethylamine / dichloromethane / 1 h / 0 °C

4: dimethyl sulfoxide / 50 °C

With hydrogenchloride; copper(l) iodide; triethylamine; sodium hydroxide; In 1,4-dioxane; dichloromethane; dimethyl sulfoxide; isopropyl alcohol;

DOI:10.1021/acs.jmedchem.6b01559

Reference yield:

((2S,4S)-4-(trifluoromethyl)pyrrolidin-2-yl)methanol hydrochloride (1283146-07-5) → 2-((2S,4S)-1-(4-(2,3-dimethylphenoxy)phenyl)-4-(trifluoromethyl)pyrrolidin-2-yl)acetonitrile (1283146-23-5)

Guidance literature:

Multi-step reaction with 3 steps

1: copper(l) iodide; sodium hydroxide / isopropyl alcohol / 90 °C / Inert atmosphere; Sealed tube

2: triethylamine / dichloromethane / 1 h / 0 °C

3: dimethyl sulfoxide / 50 °C

With copper(l) iodide; triethylamine; sodium hydroxide; In dichloromethane; dimethyl sulfoxide; isopropyl alcohol;

DOI:10.1021/acs.jmedchem.6b01559

Reference yield:

((2S,4S)-1-(4-(2,3-dimethylphenoxy)phenyl)-4-(trifluoromethyl)pyrrolidin-2-yl)methanol (1283146-22-4) → 2-((2S,4S)-1-(4-(2,3-dimethylphenoxy)phenyl)-4-(trifluoromethyl)pyrrolidin-2-yl)acetonitrile (1283146-23-5)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 1 h / 0 °C

2: dimethyl sulfoxide / 50 °C

With triethylamine; In dichloromethane; dimethyl sulfoxide;

DOI:10.1021/acs.jmedchem.6b01559

upstream raw materials:

(2S,4S)-tert-butyl 2-(hydroxymethyl)-4-(trifluoromethyl)pyrrolidine-1-carboxylate

((2S,4S)-4-(trifluoromethyl)pyrrolidin-2-yl)methanol hydrochloride

4-iodophenylboronic acid

2,3-Dimethylphenol

Downstream raw materials:

2-((2S,4S)-1-(4-(2,3-dimethylphenoxy)phenyl)-4-(trifluoromethyl)pyrrolidin-2-yl)acetic acid trifluoroacetic acid salt