Ethyl 2-(bromomethyl)nicotinate hydrobromide

Base Information

• Chemical Name: Ethyl 2-(bromomethyl)nicotinate hydrobromide
• CAS No.: 24737-70-0
• Molecular Formula: C9H10BrNO2.BrH
• Molecular Weight: 324.99700
• DSSTox Substance ID: DTXSID80697513
• Mol file: 24737-70-0.mol

Synonyms:24737-70-0;ETHYL 2-(BROMOMETHYL)NICOTINATE HYDROBROMIDE;2-Bromomethyl-nicotinic acid ethyl ester hydrobromide;ethyl 2-(bromomethyl)pyridine-3-carboxylate;hydrobromide;DTXSID80697513;MB09775;ETHYL2-(BROMOMETHYL)NICOTINATEHYDROBROMIDE;2-Bromomethylnicotinic acid ethyl ester hydrochloride;Ethyl 2-(bromomethyl)pyridine-3-carboxylate--hydrogen bromide (1/1)

Chemical Property of Ethyl 2-(bromomethyl)nicotinate hydrobromide

Chemical Property:

• PSA: 39.19000
• LogP: 3.11130
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 324.91360
• Heavy Atom Count: 14
• Complexity: 175

Purity/Quality:

95% ^*data from raw suppliers

ETHYL2-(BROMOMETHYL)NICOTINATEHYDROBROMIDE 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(N=CC=C1)CBr.Br

Technology Process of Ethyl 2-(bromomethyl)nicotinate hydrobromide

There total 4 articles about Ethyl 2-(bromomethyl)nicotinate hydrobromide 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: 100.0%

ethyl 2-(hydroxymethyl)nicotinate → 2-(bromomethyl)-3-(ethoxycarbonyl)pyridinium bromide (24737-70-0)

Guidance literature:

ethyl 2-(hydroxymethyl)nicotinate; With phosphorus tribromide; In dichloromethane; at 20 ℃; for 5h;

With hydrogen bromide; In dichloromethane;

DOI:10.1021/acs.jmedchem.8b00964

Reference yield:

ethyl 2-(acetoxymethyl)nicotinate (31181-70-1) → 2-(bromomethyl)-3-(ethoxycarbonyl)pyridinium bromide (24737-70-0)

Guidance literature:

Multi-step reaction with 2 steps

1: acetyl chloride / methanol / 16 h / 20 °C

2: phosphorus tribromide / dichloromethane / 5 h / 20 °C

With phosphorus tribromide; acetyl chloride; In methanol; dichloromethane;

DOI:10.1021/acs.jmedchem.8b00964

Reference yield:

ethyl 2-methyl nicotinate (1721-26-2) → 2-(bromomethyl)-3-(ethoxycarbonyl)pyridinium bromide (24737-70-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 16 h / 20 °C

2: Reflux

3: acetyl chloride / methanol / 16 h / 20 °C

4: phosphorus tribromide / dichloromethane / 5 h / 20 °C

With phosphorus tribromide; acetyl chloride; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane;

DOI:10.1021/acs.jmedchem.8b00964

upstream raw materials:

ethyl 2-(acetoxymethyl)nicotinate

ethyl 2-methyl nicotinate

3-(ethoxycarbonyl)-2-methylpyridine 1-oxide

Refernces