Ethyl 3-(bromomethyl)isonicotinate

Base Information

• Chemical Name: Ethyl 3-(bromomethyl)isonicotinate
• CAS No.: 301666-68-2
• Molecular Formula: C₉H₁₀BrNO₂
• Molecular Weight: 244.088
• DSSTox Substance ID: DTXSID60524474
• Wikidata: Q82391358
• Mol file: 301666-68-2.mol

Synonyms:301666-68-2;Ethyl 3-(bromomethyl)isonicotinate;Ethyl 3-(bromomethyl)pyridine-4-carboxylate;3-(Bromomethyl)-pyridine-4-carboxylic acid ethyl ester;ethyl 3-bromomethylisonicotinate;SCHEMBL5864466;DTXSID60524474;Ethyl3-(bromomethyl)isonicotinate

Chemical Property of Ethyl 3-(bromomethyl)isonicotinate

Chemical Property:

• PSA: 39.19000
• LogP: 2.15320
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 242.98949
• Heavy Atom Count: 13
• Complexity: 175

Purity/Quality:

95% ^*data from raw suppliers

Ethyl3-(bromomethyl)isonicotinate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(C=NC=C1)CBr

Technology Process of Ethyl 3-(bromomethyl)isonicotinate

There total 3 articles about Ethyl 3-(bromomethyl)isonicotinate 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: 30.0%

3-methylisonicotinic acid ethyl ester (58997-11-8) → ethyl 3-bromomethylpyridine-4-carboxylate (301666-68-2)

Guidance literature:

acid catalysed bromination;

Reference yield:

3,4-Lutidin (583-58-4) → ethyl 3-bromomethylpyridine-4-carboxylate (301666-68-2)

Guidance literature:

Multi-step reaction with 3 steps

1: selenium dioxide / diphenyl ether / 1.) 155 deg C, 0.5 h , 2.) 185 deg C, 0.5 h

2: 62 percent / hydrogen chloride (gas) / 4 h / Heating

3: 30 percent / acid catalysed bromination

With hydrogenchloride; selenium(IV) oxide; In diphenylether;

Reference yield:

3-methyl-isonicotinic acid (4021-12-9) → ethyl 3-bromomethylpyridine-4-carboxylate (301666-68-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 62 percent / hydrogen chloride (gas) / 4 h / Heating

2: 30 percent / acid catalysed bromination

With hydrogenchloride;

upstream raw materials:

3-methylisonicotinic acid ethyl ester

3,4-Lutidin

3-methyl-isonicotinic acid

Refernces

• 1、 -. "NITROGEN-CONTAINING HETEROCYCLIC COMPOUNDS AND BENAMIDE COMPOUNDS AND DRUGS CONTAINING THE SAME". Example 104. . Retrieved 2010/01/31.