(S)-PYRROLIDINE-2-CARBONITRILE

Base Information

• Chemical Name: (S)-PYRROLIDINE-2-CARBONITRILE
• CAS No.: 204387-53-1
• Molecular Formula: C5H8N2
• Molecular Weight: 96.1319
• Hs Code.: 2933990090
• Mol file: 204387-53-1.mol

Synonyms:(2S)-PYRROLIDINE-2-CARBONITRILE;

Chemical Property of (S)-PYRROLIDINE-2-CARBONITRILE

Chemical Property:

• Boiling Point: 208.9±33.0 °C(Predicted)
• PKA: 7.06±0.10(Predicted)
• PSA: 35.82000
• Density: 1.01±0.1 g/cm3(Predicted)
• LogP: 0.59078
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

99%, ^*data from raw suppliers

(2S)-2-Pyrrolidinecarbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (2S)-2-Pyrrolidinecarbonitrile is used to prepare glutamic acid derivatives as potent dipeptidyl peptidase inhibitors.

Technology Process of (S)-PYRROLIDINE-2-CARBONITRILE

There total 15 articles about (S)-PYRROLIDINE-2-CARBONITRILE 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: 97.0%

tert-butyl (2S)-2-cyanopyrrolidine-1-carboxylate (228244-04-0) → (2S)-pyrrolidine-2-carbonitrile (204387-53-1)

Guidance literature:

With methanesulfonic acid; In dichloromethane; for 2h; Reflux;

Reference yield: 89.2%

trimethylsilyl cyanide (7677-24-9) + C13H12N2O4 → (2S)-pyrrolidine-2-carbonitrile (204387-53-1)

Guidance literature:

With silver(I) bromide; tris(2-phenylpyridine)ruthenium; In N,N-dimethyl-formamide; at 100 ℃; Temperature; Inert atmosphere;

Reference yield: 80.5%

L-prolinamide (7531-52-4) → (2S)-pyrrolidine-2-carbonitrile (204387-53-1)

Guidance literature:

With 1,3,5-trichloro-2,4,6-triazine; In N,N-dimethyl-d₆-formamide; at 0 - 10 ℃; for 2h; Solvent;

upstream raw materials:

(S)-tert-butyl 2-carbamoylpyrrolidine-1-carboxylate

L-prolinamide

tert-butyl (2S)-2-cyanopyrrolidine-1-carboxylate

L-proline

Downstream raw materials:

N-{4-[(2S)-2-Amino-3-oxo-3-[(2S)-2-cyano-1-pyrrolidinyl]-propyl]-phenyl}-N'-nitroguanidine Hydrochloride

vildagliptin

(S)-1-(2-chloroacetyl)pyrrolidine-2-carbonitrile

(S)-2-Aminomethylpyrrolidin

Refernces

• 1、 -. "Synthesis method of vildagliptin". Paragraph 0031; 0035; 0038; 0042; 0045; 0049. . Retrieved 2020/09/12.
• 2、 -. "Preparation method for vildagliptin". Paragraph 0025-0026; 0028; 0029; 0031. . Retrieved 2019/10/01.