(S)-N-Methylpyrrolidine-2-carboxamide hydrochloride

Base Information

• Chemical Name: (S)-N-Methylpyrrolidine-2-carboxamide hydrochloride
• CAS No.: 33208-98-9
• Molecular Formula: C6H12 N2 O . Cl H
• Molecular Weight: 164.635
• Hs Code.: 2933990090
• European Community (EC) Number: 854-179-2
• Mol file: 33208-98-9.mol

Synonyms:33208-98-9;H-Pro-nhch3 hcl;(S)-N-Methylpyrrolidine-2-carboxamide hydrochloride;H-Pro-NHMe HCl;(S)-Pyrrolidine-2-carboxylic acid methylamide hydrochloride;n-methyl-l-prolinamide hydrochloride;L-Proline methyl amide hydrochloride;(2S)-N-methylpyrrolidine-2-carboxamide hydrochloride;(2S)-N-methylpyrrolidine-2-carboxamide;hydrochloride;H-Pro-NHMe.HCl;(S)-N-Methyl-2-pyrrolidinecarboxamide HCl;H-Pro-NHMe hydrochloride;CS-WAA0154;SCHEMBL1465143;proline methylamide hydrochloride;PRQAIVKHRVEJPG-JEDNCBNOSA-N;MFCD00153461;H-Pro-NHCH3 hydrochloride, AldrichCPR;BS-28141;CS-0035109;EN300-7635907;(S)-N-METHYLPYRROLIDINE-2-CARBOXAMIDE HCL;J-019085;(S)-Pyrrolidine-2-carboxylic acid amide hydrochloride

Chemical Property of (S)-N-Methylpyrrolidine-2-carboxamide hydrochloride

Chemical Property:

• PSA: 41.13000
• LogP: 1.00610
• Storage Temp.: Store at 0-5°C
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 164.0716407
• Heavy Atom Count: 10
• Complexity: 114

Purity/Quality:

NLT 98% ^*data from raw suppliers

L-Proline methyl amide hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC(=O)C1CCCN1.Cl
• Isomeric SMILES: CNC(=O)[C@@H]1CCCN1.Cl

Technology Process of (S)-N-Methylpyrrolidine-2-carboxamide hydrochloride

There total 6 articles about (S)-N-Methylpyrrolidine-2-carboxamide hydrochloride 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: 98.0%

tert-butyl (2S)-2-(methylcarbamoyl)pyrrolidine-1-carboxylate (88815-87-6,74360-79-5) → pyrrolidine-2-carboxylic acid methylamide hydrochloride (33208-98-9)

Guidance literature:

With hydrogenchloride; In methanol; at 20 ℃; for 1h;

DOI:10.1021/ol048771l

Reference yield: 29.4%

methylamine (74-89-5) + L-prolinamide (7531-52-4) → pyrrolidine-2-carboxylic acid methylamide hydrochloride (33208-98-9)

Guidance literature:

With potassium carbonate; In ethanol;

DOI:10.1007/BF00763618

Reference yield:

1-(tert-butoxycarbonyl)-L-proline (15761-39-4,59433-50-0) → pyrrolidine-2-carboxylic acid methylamide hydrochloride (33208-98-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.5 h / 20 °C

1.2: 16 h / 20 °C

2.1: hydrogenchloride / 1,4-dioxane; water / 1 h / 20 °C

With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; water; N,N-dimethyl-formamide;

DOI:10.1002/anie.201915744

upstream raw materials:

tert-butyl (2S)-2-(methylcarbamoyl)pyrrolidine-1-carboxylate

methylamine

L-prolinamide

1-(tert-butoxycarbonyl)-L-proline

Downstream raw materials:

L-proline methylamide

Piv-L-Ser(OBn)-L-Pro-NHMe

Boc-L-Ser(OBn)-L-Pro-NHMe

[(S)-1-Benzyl-2-((S)-2-methylcarbamoyl-pyrrolidin-1-yl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

Refernces

• 1、 Nilsson, Mikael,H?m?l?inen, Markku,Ivarsson, Maria,Gottfries, Johan,Xue, Yafeng,Hansson, Sebastian,Isaksson, Roland,Fex, Tomas. "Compounds binding to the S2-S3 pockets of thrombin". experimental part. p. 2708 - 2715. Retrieved 2010/01/16.
• 2、 Yonezawa,Jingu,Katakai. "First successful synthesis of acryloyl-L-prolylamide derivatives". . p. 1239 - 1246. Retrieved 2007/10/02.