3-(Chloromethyl)-5-methylpyridine

Base Information

• Chemical Name: 3-(Chloromethyl)-5-methylpyridine
• CAS No.: 158876-83-6
• Molecular Formula: C₇H₈ClN
• Molecular Weight: 141.6
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID50474853
• Nikkaji Number: J2.572.309K
• Wikidata: Q72454273
• Mol file: 158876-83-6.mol

Synonyms:3-(CHLOROMETHYL)-5-METHYLPYRIDINE;158876-83-6;Pyridine, 3-(chloromethyl)-5-methyl- (9CI);PYRIDINE, 3-(CHLOROMETHYL)-5-METHYL-;MFCD09998368;100708-98-3;3-Choromethyl-5-Methylpyridine HCl;3-(chloromethyl)-5-methyl-pyridine;SCHEMBL1522673;3-chloromethyl-5-methylpyridine;DTXSID50474853;3(Chloromethyl)-5-Methylpyridine;DZZYVVUYEDSKBU-UHFFFAOYSA-N;BCP27580;AKOS006385748;AB55820;Pyridine,3-(chloromethyl)-5-methyl-(9ci);FT-0651508;EN300-142060;W-204385

Chemical Property of 3-(Chloromethyl)-5-methylpyridine

Chemical Property:

• Vapor Pressure: 0.091mmHg at 25°C
• Refractive Index: 1.527
• Boiling Point: 232.233ºC at 760 mmHg
• PKA: 4.75±0.20(Predicted)
• Flash Point: 116.576ºC
• PSA: 12.89000
• Density: 1.118g/cm3
• LogP: 2.12880
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 141.0345270
• Heavy Atom Count: 9
• Complexity: 85

Purity/Quality:

99% ^*data from raw suppliers

3-(Chloromethyl)-5-methylpyridine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CN=C1)CCl

Technology Process of 3-(Chloromethyl)-5-methylpyridine

There total 2 articles about 3-(Chloromethyl)-5-methylpyridine 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:

3,5-Lutidine (591-22-0) → 5-methyl-pyridin-3-ylmethyl chloride (158876-83-6)

Guidance literature:

With N-chloro-succinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; for 18h; Heating;

DOI:10.1021/jm9800797

Reference yield:

3,5-Lutidine (591-22-0) → 3,5-bis(chloromethyl)pyridine (41711-38-0) + 5-methyl-pyridin-3-ylmethyl chloride (158876-83-6)

Guidance literature:

With N-chloro-succinimide;

DOI:10.1016/j.tetlet.2006.07.007

Reference yield:

5-methyl-pyridin-3-ylmethyl chloride (158876-83-6) → 1-(1-{2-Methoxy-4-[1-(5-methyl-1-oxy-pyridin-3-ylmethyl)-piperidin-4-yloxy]-benzoyl}-piperidin-4-yl)-1,4-dihydro-benzo[d][1,3]oxazin-2-one

Guidance literature:

Multi-step reaction with 2 steps

1: mCPBA / CHCl₃ / 2 h / Ambient temperature

2: 43 percent / DIEA / dimethylformamide / 48 h / 50 °C

With N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In chloroform; N,N-dimethyl-formamide;

DOI:10.1021/jm9800797

upstream raw materials:

3,5-Lutidine

Refernces

• 1、 Bell, Ian M.,Erb, Jill M.,Freidinger, Roger M.,Gallicchio, Steven N.,Guare, James P.,Guidotti, Maribeth T.,Halpin, Rita A.,Hobbs, Doug W.,Homnick, Carl F.,Kuo, Michelle S.,Lis, Edward V.,Mathre, David J.,Michelson, Stuart R.,Pawluczy, Joseph M.,Pettibone, Douglas J.,Reiss, Duane R.,Vickers, Stanley,Williams, Peter D.,Woyden, Carla J.. "Development of orally active oxytocin antagonists: Studies on 1-(1-{4- [1-(2-methyl-1-oxidopyridin-3-ylmethyl)piperidin-4-yloxy].2methoxybenzoyl}- 4-yl)-1,4-dihydrobenz[d][1,3]oxazin-2-one (L-372,662) and related pyridines". . p. 2146 - 2163. Retrieved 2007/10/03.