1-Methyl-5-(pyridin-2-yl)pyrrolidin-2-one

Base Information

• Chemical Name: 1-Methyl-5-(pyridin-2-yl)pyrrolidin-2-one
• CAS No.: 147732-31-8
• Molecular Formula: C₁₀H₁₂N₂O
• Molecular Weight: 176.218
• Hs Code.: 2922390090
• DSSTox Substance ID: DTXSID00274300
• ChEMBL ID: CHEMBL3126029
• Mol file: 147732-31-8.mol

Synonyms:147732-31-8;1-methyl-5-(pyridin-2-yl)pyrrolidin-2-one;(+/-)-ortho-Cotinine;(+/-)-O-Cotinine;1-methyl-5-pyridin-2-ylpyrrolidin-2-one;2-Pyrrolidinone, 1-methyl-5-(2-pyridinyl)-;(R,S)-ortho-Cotinine;SCHEMBL8013321;CHEMBL3126029;DTXSID00274300;MFCD01320387;AKOS027384634;1-methyl-5-(2-pyridyl)-pyrrolidinone;1-Methyl-5-(2-pyridyl)-2-pyrrolidinone;CS-0446963;FT-0665187;J-008404

Chemical Property of 1-Methyl-5-(pyridin-2-yl)pyrrolidin-2-one

Chemical Property:

• Vapor Pressure: 3.43E-05mmHg at 25°C
• Refractive Index: 1.555
• Boiling Point: 120-135°C
• Flash Point: 167.9°C
• PSA: 33.20000
• Density: 1.146g/cm³
• LogP: 1.31280
• Storage Temp.: Amber Vial, Refrigerator
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 176.094963011
• Heavy Atom Count: 13
• Complexity: 205

Purity/Quality:

98%Min ^*data from raw suppliers

(+/-)-ortho-Cotinine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C(CCC1=O)C2=CC=CC=N2
• Uses: (+/-)-ortho-Cotinine is a metabolite of nicotine in humans. It is used for internal standardization for routine biomonitoring of nicotine metabolites A metabolite of Nicotine in humans. Used for internal standardization for routine biomonitoring of nicotine metabolites.

Technology Process of 1-Methyl-5-(pyridin-2-yl)pyrrolidin-2-one

There total 3 articles about 1-Methyl-5-(pyridin-2-yl)pyrrolidin-2-one 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: 70.0%

2-bromo-pyridine (109-04-6) + 1-methyl-pyrrolidin-2-one (872-50-4,26138-58-9) → 1-methyl-5-(pyridine-2-yl)pyrrolidin-2-one (147732-31-8)

Guidance literature:

With bis(acetylacetonate)nickel(II); 5,5'-dimethyl-2,2'-bipyridine; (4-methoxyphenyl)(4-(trifluoromethyl)phenyl)methanone; sodium carbonate; In benzene; at 20 ℃; for 72h; regioselective reaction; Schlenk technique; Inert atmosphere; Irradiation;

DOI:10.1021/jacs.8b07405

Reference yield: 70.0%

→ 1-methyl-5-(pyridine-2-yl)pyrrolidin-2-one (147732-31-8)

Guidance literature:

With bis(acetylacetonate)nickel(II); 5,5'-dimethyl-2,2'-bipyridine; (4-methoxyphenyl)(4-(trifluoromethyl)phenyl)methanone; sodium carbonate; In benzene; at 20 ℃; for 96h; Schlenk technique;

Reference yield:

2-chloropyridine (109-09-1) + 1-methyl-pyrrolidin-2-one (872-50-4,26138-58-9) → 1-methyl-5-(pyridine-2-yl)pyrrolidin-2-one (147732-31-8)

Guidance literature:

With 2,6-dimethylpyridine; [2,2]bipyridinyl; nickel(II) bromide dimethoxyethane; at 30 ℃; for 48h; regioselective reaction; Inert atmosphere; Irradiation;

DOI:10.1021/acscatal.0c05694

upstream raw materials:

2-bromo-pyridine

1-methyl-pyrrolidin-2-one

2-chloropyridine

Refernces

• 1、 -. "PHOTOCATALYST SYSTEM AND USE THEREOF IN A PHOTOCATALYTIC PROCESS". Page/Page column 33; 40-42. . Retrieved 2019/06/13.