ethyl 6-(bromomethyl)pyridine-3-carboxylate

Base Information

• Chemical Name: ethyl 6-(bromomethyl)pyridine-3-carboxylate
• CAS No.: 178264-57-8
• Molecular Formula: C9H10BrNO2
• Molecular Weight: 244.08500
• Hs Code.: 2933399090
• Mol file: 178264-57-8.mol

Synonyms:Ethyl-6-(bromomethyl)pyridine-3-carboxylate;6-Bromomethyl-nicotinic acid ethyl ester;ETHYL 6-(BROMOMETHYL)NICOTINATE;

Chemical Property of ethyl 6-(bromomethyl)pyridine-3-carboxylate

Chemical Property:

• Boiling Point: 299.9±30.0 °C(Predicted)
• PKA: 1.51±0.22(Predicted)
• PSA: 39.19000
• Density: 1.465±0.06 g/cm3(Predicted)
• LogP: 2.15320
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

6-Bromomethyl-nicotinicacidethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ethyl 6-(bromomethyl)pyridine-3-carboxylate

There total 3 articles about ethyl 6-(bromomethyl)pyridine-3-carboxylate 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: 93.0%

ethyl 6-methylnicotinate (21684-59-3) → ethyl 6-(bromomethyl)-nicotinate (178264-57-8)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; hexane;

Reference yield:

diethyl ether (60-29-7,927820-24-4) + carbon tetrabromide (558-13-4) + TOP (4731-53-7) + ethyl 6-(hydroxy-methyl)-pyrid-3-yl-carboxylate (35005-81-3) → ethyl 6-(bromomethyl)-nicotinate (178264-57-8)

Guidance literature:

Reference yield:

6-methylnicotinic acid (3222-47-7) → ethyl 6-(bromomethyl)-nicotinate (178264-57-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / 4 h / Molecular sieve; Reflux

2: dibenzoyl peroxide; N-Bromosuccinimide / tetrachloromethane / 18 h

With N-Bromosuccinimide; sulfuric acid; dibenzoyl peroxide; In tetrachloromethane;

DOI:10.1039/d1md00175b

upstream raw materials:

ethyl 6-methylnicotinate

diethyl ether

carbon tetrabromide

TOP

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