Ethyl 2-bromonicotinate

Base Information

• Chemical Name: Ethyl 2-bromonicotinate
• CAS No.: 53087-78-8
• Molecular Formula: C8H8BrNO2
• Molecular Weight: 230.0586
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID20362859
• Wikidata: Q72473297
• Mol file: 53087-78-8.mol

Synonyms:ethyl 2-bromonicotinate;53087-78-8;ethyl 2-bromopyridine-3-carboxylate;2-Bromonicotinic acid ethyl ester;2-bromonicotinic ethyl ester;ethyl2-bromonicotinate;2-BROMO-NICOTINIC ACID ETHYL ESTER;ETHYL 2-BROMO-3-PYRIDINECARBOXYLATE;SCHEMBL5401801;DTXSID20362859;2-BROMONICOTINICACIDETHYLESTER;MFCD04113825;AKOS002670107;DS-2167;FT-0646291;2-bromo-pyridine-3-carboxylic acid ethyl ester;A829394;J-520724

Chemical Property of Ethyl 2-bromonicotinate

Chemical Property:

• Vapor Pressure: 0.0065mmHg at 25°C
• Refractive Index: 1.544
• Boiling Point: 271.3 °C at 760 mmHg
• PKA: -1.14±0.10(Predicted)
• Flash Point: 117.9 °C
• PSA: 39.19000
• Density: 1.501 g/cm³
• LogP: 2.02080
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 228.97384
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl2-Bromonicotinate ^*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)Br

Technology Process of Ethyl 2-bromonicotinate

There total 4 articles about Ethyl 2-bromonicotinate 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: 94.0%

ethyl 2-cyanoacetate (105-56-6) + 3-dimethylaminoacrolein (927-63-9) → Ethyl 2-bromo-3-pyridinecarboxylate (53087-78-8)

Guidance literature:

ethyl 2-cyanoacetate; 3-dimethylaminoacrolein; With 1-dodecyl-3-methylimidazol-1-ium chloride; at 90 ℃; for 4h;

With hydrogen bromide;

Reference yield: 92.4%

C12H18N2O2 → Ethyl 2-bromo-3-pyridinecarboxylate (53087-78-8)

Guidance literature:

With hydrogen bromide; at 40 ℃; Microwave irradiation;

Reference yield:

ethyl 2-cyanoacetate (105-56-6) → Ethyl 2-bromo-3-pyridinecarboxylate (53087-78-8)

Guidance literature:

Multi-step reaction with 2 steps

1: titanium(IV) oxide; triethylbenzylammonium hydroxide / water / 0.4 h / 106 °C / 3750.38 Torr / High pressure; Inert atmosphere; Green chemistry; Industrial scale

2: hydrogen bromide / Green chemistry; Industrial scale

With hydrogen bromide; triethylbenzylammonium hydroxide; titanium(IV) oxide; In water;

upstream raw materials:

ethyl 2-cyanoacetate

3-dimethylaminoacrolein

Downstream raw materials:

ethyl 2-(phenylamino)pyridine-3-carboxylate

2-phenylpyridine-3-carboxylic acid ethyl ester

Refernces

• 1、 -. "A microwave synthesis 2 - halogenated nicotinate and intermediates thereof". . . Retrieved 2018/05/16.
• 2、 -. "Method using hydrothermal method to synthesize 2-halogeneated nicotinate and 2-halogeneated nicotinic acid". . . Retrieved 2017/11/01.