(R,S)-1-Methyl-3-nicotinoylpyrrolidone

Base Information

• Chemical Name: (R,S)-1-Methyl-3-nicotinoylpyrrolidone
• CAS No.: 125630-28-6
• Molecular Formula: C11H12N2O2
• Molecular Weight: 204.228
• DSSTox Substance ID: DTXSID20398991
• Mol file: 125630-28-6.mol

Synonyms:(R,S)-1-METHYL-3-NICOTINOYLPYRROLIDONE;125630-28-6;1-methyl-3-(pyridine-3-carbonyl)pyrrolidin-2-one;1-methyl-3-nicotinoyl-2-pyrrolidone;(R,S)-1-Methyl-3-nicotinoylpyrrolidone-d4;(R,S)-1-Methyl-3-nicotinoylpyrrolidone-d3;2-Pyrrolidinone, 1-methyl-3-(3-pyridinylcarbonyl)-;1-Methyl-3-nicotinoyl-2-pyrrolidinone;SCHEMBL6964086;SCVLPUZALILIEN-UHFFFAOYSA-;DTXSID20398991;SCVLPUZALILIEN-UHFFFAOYSA-N;MFCD00454717;AKOS024359743;SY283927;FT-0671994;FT-0671995;FT-0672111;(R,S)-1-methyl-3-nicotinoylpyrrolidone, AldrichCPR;InChI=1/C11H12N2O2/c1-13-6-4-9(11(13)15)10(14)8-3-2-5-12-7-8/h2-3,5,7,9H,4,6H2,1H3

Chemical Property of (R,S)-1-Methyl-3-nicotinoylpyrrolidone

Chemical Property:

• Melting Point: 52-54oC
• Boiling Point: 152-154 °C(Press: 0.02-0.03 Torr)
• PKA: 12.72±0.20(Predicted)
• PSA: 50.27000
• Density: 1.226±0.06 g/cm3(Predicted)
• LogP: 0.68050
• Storage Temp.: -20°C Freezer
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 204.089877630
• Heavy Atom Count: 15
• Complexity: 278

Purity/Quality:

97% ^*data from raw suppliers

(R,S)-1-Methyl-3-nicotinoylpyrrolidone ^*data from reagent suppliers

Safty Information:

• Statements: 43
• Safety Statements: 36/37

MSDS Files:

Useful:

• Canonical SMILES: CN1CCC(C1=O)C(=O)C2=CN=CC=C2

Technology Process of (R,S)-1-Methyl-3-nicotinoylpyrrolidone

There total 5 articles about (R,S)-1-Methyl-3-nicotinoylpyrrolidone 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: 81.0%

1-methyl-pyrrolidin-2-one (872-50-4,26138-58-9) + 3-pyridinecarboxylic acid ethyl ester (614-18-6) → 1-methyl-3-nicotinoyl-2-pyrrolidone (125630-28-6)

Guidance literature:

With sodium hydride; In toluene; mineral oil; for 30h; Reflux;

Reference yield:

1-methyl-pyrrolidin-2-one (872-50-4,26138-58-9) + methyl 3-pyridinecarboxylate (93-60-7) → 1-methyl-3-nicotinoyl-2-pyrrolidone (125630-28-6)

Guidance literature:

1-methyl-pyrrolidin-2-one; With sodium hydride; In toluene; at 25 ℃; for 0.25h;

methyl 3-pyridinecarboxylate; In toluene; at 90 ℃; for 2h;

Reference yield:

nicotinic acid (59-67-6) → 1-methyl-3-nicotinoyl-2-pyrrolidone (125630-28-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / 4 h / 85 °C

2: sodium hydride / toluene; mineral oil / 30 h / Reflux

With sulfuric acid; sodium hydride; In toluene; mineral oil;

upstream raw materials:

1-methyl-pyrrolidin-2-one

3-pyridinecarboxylic acid ethyl ester

nicotinic acid

methyl 3-pyridinecarboxylate

Downstream raw materials:

4-(methylamino)-1-(3'-pyridyl)-1-butanone dihydrochloride

3-(1-methyl-pyrrolidin-2-yl)-pyridine