2-Pyrrolidinecarboxamide,4,4-difluoro-,(2S)-(9CI)

Base Information

• Chemical Name: 2-Pyrrolidinecarboxamide,4,4-difluoro-,(2S)-(9CI)
• CAS No.: 719267-96-6
• Molecular Formula: C5H8F2N2O
• Molecular Weight: 150.13
• Mol file: 719267-96-6.mol

Synonyms:(2S)-4,4-Difluoroprolinamide;

Chemical Property of 2-Pyrrolidinecarboxamide,4,4-difluoro-,(2S)-(9CI)

Chemical Property:

• Boiling Point: 303.799 °C at 760 mmHg
• Flash Point: 137.533 °C
• PSA: 55.12000
• Density: 1.328 g/cm³
• LogP: 0.49800

Purity/Quality:

99% ^*data from raw suppliers

4,4-Difluoro-L-prolinamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4,4-Difluoro-L-prolinamide is used in the synthesis of a series of 2-cyanopyrrolidines, which are the most potent of Dipeptidyl peptidase IV (DPP-IV) inhibitors.

Technology Process of 2-Pyrrolidinecarboxamide,4,4-difluoro-,(2S)-(9CI)

There total 2 articles about 2-Pyrrolidinecarboxamide,4,4-difluoro-,(2S)-(9CI) 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:

(S)-2-carbamoyl-4,4-difluoropyrrolidine-1-carboxylic acid tert-butyl ester (426844-50-0) → (2S)-4,4-difluoro-2-pyrrolidinecarboxamide hydrochloride (719267-96-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 4h;

Reference yield:

1-(tert-butoxycarbonyl)-4,4-difluoro-L-proline (203866-15-3) → (2S)-4,4-difluoro-2-pyrrolidinecarboxamide hydrochloride (719267-96-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine; pivaloyl chloride / dichloromethane / 0.17 h / -15 °C

1.2: 1 h / 0 °C

2.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

With pivaloyl chloride; triethylamine; trifluoroacetic acid; In dichloromethane;

Reference yield:

ethyl 6-(bromomethyl)-4-(2-chloro-4-fluorophenyl)-2-(thiazol-2-yl)-1,4-dihydropyrimidine- 5-carboxylate + (2S)-4,4-difluoro-2-pyrrolidinecarboxamide hydrochloride (719267-96-6) → C22H21ClF3N5O3S

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In 1,2-dichloro-ethane; at 20 ℃; for 24h;

upstream raw materials:

(S)-2-carbamoyl-4,4-difluoropyrrolidine-1-carboxylic acid tert-butyl ester

1-(tert-butoxycarbonyl)-4,4-difluoro-L-proline

Downstream raw materials:

C₁₄H₁₃F₂N₃O₂

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