Methyl 5-(chloromethyl)nicotinate

Base Information

• Chemical Name: Methyl 5-(chloromethyl)nicotinate
• CAS No.: 562074-61-7
• Molecular Formula: C8H8ClNO2
• Molecular Weight: 185.60800
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID90570944
• Wikidata: Q82458520
• Mol file: 562074-61-7.mol

Synonyms:Methyl 5-(chloromethyl)nicotinate;562074-61-7;METHYL 5-(CHLOROMETHYL)PYRIDINE-3-CARBOXYLATE;Methyl5-(chloromethyl)nicotinate;SCHEMBL6466932;DTXSID90570944;AB60042;EN300-45004

Chemical Property of Methyl 5-(chloromethyl)nicotinate

Chemical Property:

• PSA: 39.19000
• LogP: 1.60700
• Storage Temp.: 2-8°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 185.0243562
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

98%min ^*data from raw suppliers

Methyl5-(chloromethyl)nicotinate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CN=CC(=C1)CCl

Technology Process of Methyl 5-(chloromethyl)nicotinate

There total 2 articles about Methyl 5-(chloromethyl)nicotinate 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:

methyl 5-(hydroxymethyl)pyridine-3-carboxylate (129747-52-0) → methyl 5-(chloromethyl)pyridine-3-carboxylate (562074-61-7)

Guidance literature:

With thionyl chloride; In dichloromethane; at 20 ℃; for 3h;

Reference yield:

(5-bromopyridin-3-yl)methanol (37669-64-0) → methyl 5-(chloromethyl)pyridine-3-carboxylate (562074-61-7)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 16 h / 80 °C / 15201 Torr

2: thionyl chloride / dichloromethane / 3 h / 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; thionyl chloride; triethylamine; In dichloromethane;

Reference yield:

N-Cyanotri-n-butylammonium (45154-69-6) + methyl 5-(chloromethyl)pyridine-3-carboxylate (562074-61-7) → methyl 5-(cyanomethyl)pyridine-3-carboxylate (878741-69-6)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 3h;

upstream raw materials:

methyl 5-(hydroxymethyl)pyridine-3-carboxylate

(5-bromopyridin-3-yl)methanol

Downstream raw materials:

methyl 5-(cyanomethyl)pyridine-3-carboxylate

Refernces