PYRROLIDINE-2-CARBOXYLIC ACID (4-CHLORO-PHENYL)-AMIDE

Base Information

• Chemical Name: PYRROLIDINE-2-CARBOXYLIC ACID (4-CHLORO-PHENYL)-AMIDE
• CAS No.: 1161720-69-9
• Molecular Formula: C₁₁H₁₃ClN₂O
• Molecular Weight: 224.69
• Mol file: 1161720-69-9.mol

Synonyms:

Chemical Property of PYRROLIDINE-2-CARBOXYLIC ACID (4-CHLORO-PHENYL)-AMIDE

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of PYRROLIDINE-2-CARBOXYLIC ACID (4-CHLORO-PHENYL)-AMIDE

There total 3 articles about PYRROLIDINE-2-CARBOXYLIC ACID (4-CHLORO-PHENYL)-AMIDE 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:

tert-Butyl 2-(4-chlorophenylcarbamoyl)pyrrolidine-1-carboxylate (1219394-09-8) → N-(4-chlorophenyl)pyrrolidine-2-carboxamide (1161720-69-9)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1007/s00044-013-0681-6

Reference yield:

N-tert-butoxycarbonyl-proline (15761-39-4,59433-50-0) → N-(4-chlorophenyl)pyrrolidine-2-carboxamide (1161720-69-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine; chloroformic acid ethyl ester / tetrahydrofuran / 0.5 h / 0 °C

1.2: 18 h / 0 - 20 °C / Reflux

2.1: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C

With chloroformic acid ethyl ester; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1007/s00044-013-0681-6

Reference yield:

4-chloro-aniline (106-47-8) → N-(4-chlorophenyl)pyrrolidine-2-carboxamide (1161720-69-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine; chloroformic acid ethyl ester / tetrahydrofuran / 0.5 h / 0 °C

1.2: 18 h / 0 - 20 °C / Reflux

2.1: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C

With chloroformic acid ethyl ester; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1007/s00044-013-0681-6

upstream raw materials:

N-tert-butoxycarbonyl-proline

4-chloro-aniline

tert-Butyl 2-(4-chlorophenylcarbamoyl)pyrrolidine-1-carboxylate

Refernces

• 1、 Lin, Songwen,Wang, Na,Zhao, Shuo,Sun, Qi,Zhang, Weiwei,Ye, Jia,Cheng, Tieming,Li, Runtao. "Synthesis and analgesic evaluation of a series of proline-typed spiro cyclic quaternary ammoniums". . p. 862 - 869. Retrieved 2014/03/21.