3-Methyl-5-(1-methylpyrrolidin-2-yl)pyridine

Base Information

• Chemical Name: 3-Methyl-5-(1-methylpyrrolidin-2-yl)pyridine
• CAS No.: 82111-06-6
• Molecular Formula: C₁₁H₁₆N₂
• Molecular Weight: 176.261
• ChEMBL ID: CHEMBL364003
• DSSTox Substance ID: DTXSID30404991
• Nikkaji Number: J2.892.855F
• Mol file: 82111-06-6.mol

Synonyms:82111-06-6;3-methyl-5-(1-methylpyrrolidin-2-yl)pyridine;3-METHYL-5-(1-METHYL-2-PYRROLIDINYL)PYRIDINE;Pyridine,3-methyl-5-(1-methyl-2-pyrrolidinyl)-;CHEMBL364003;rac-5-Methylnicotine;(+/-)-5-Methylnicotine;SCHEMBL159159;DTXSID30404991;BDBM50475399;AKOS030255807

Chemical Property of 3-Methyl-5-(1-methylpyrrolidin-2-yl)pyridine

Chemical Property:

• PSA: 16.13000
• LogP: 2.09460
• Storage Temp.: Refrigerator
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 176.131348519
• Heavy Atom Count: 13
• Complexity: 170

Purity/Quality:

99% ^*data from raw suppliers

rac-5-Methylnicotine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CN=C1)C2CCCN2C
• Uses: rac-5-Methylnicotine is a tobacco alkaloid as a Nicotine analog (N412420). rac-5-Methylnicotine is used as an insecticide.

Technology Process of 3-Methyl-5-(1-methylpyrrolidin-2-yl)pyridine

There total 5 articles about 3-Methyl-5-(1-methylpyrrolidin-2-yl)pyridine 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: 59.0%

tert-butyl 2-(5-methylpyridin-3-yl)pyrrolidine-1-carboxylate (1253523-00-0) → (+/-)-5-Methylnicotine (82111-06-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; Reflux;

DOI:10.1021/ol101783c

Reference yield:

5-cyano-3-methylpyridine (42885-14-3) → (+/-)-5-Methylnicotine (82111-06-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) H₂O, conc.H₂SO₄ / 1.) 130 deg C, 18h, 2.) 65 deg C, 8h

With sulfuric acid; water;

DOI:10.1021/jo00328a010

Reference yield:

5-methylnicotinic acid methyl ester (29681-45-6) → (+/-)-5-Methylnicotine (82111-06-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent

DOI:10.1021/ac00124a022

upstream raw materials:

N-trimethylsilyl-pyrrolidin-2-one

5-methylnicotinic acid methyl ester

formaldehyd

5-methylmyosmine