4-Bromo-pyridine-2-carboxylic acid ethyl ester

Base Information

• Chemical Name: 4-Bromo-pyridine-2-carboxylic acid ethyl ester
• CAS No.: 62150-47-4
• Molecular Formula: C8H8BrNO2
• Molecular Weight: 230.061
• Hs Code.: 2933399090
• Mol file: 62150-47-4.mol

Synonyms:2-pyridinecarboxylic acid, 4-bromo-, ethyl ester;2-pyridinecarboxylic acid, 4-bromo-, ethyl ester;Ethyl 4-bromo-2-pyridinecarboxylate;

Chemical Property of 4-Bromo-pyridine-2-carboxylic acid ethyl ester

Chemical Property:

• Boiling Point: 299.3 °C at 760 mmHg
• PKA: -0.11±0.10(Predicted)
• Flash Point: 134.8 °C
• PSA: 39.19000
• Density: 1.501 g/cm³
• LogP: 2.02080
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

Ethyl4-Bromopicolinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Ethyl 4-Bromopicolinate is a useful compound for the development of inhibitors of murine adipose triglyceride lipase.

Technology Process of 4-Bromo-pyridine-2-carboxylic acid ethyl ester

There total 6 articles about 4-Bromo-pyridine-2-carboxylic acid ethyl ester 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: 86.0%

ethanol (64-17-5) + 4-bromo-2-picolinic acid (30766-03-1) → ethyl 4-bromopyridine-2-carboxylate (62150-47-4)

Guidance literature:

With sulfuric acid; at 20 - 70 ℃; for 12h;

DOI:10.1134/S1070363217030276

Reference yield: 82.0%

2-oxo-propionic acid ethyl ester (617-35-6) + 4-bromopyridine hydrochloride (19524-06-2) → ethyl 4-bromopyridine-2-carboxylate (62150-47-4)

Guidance literature:

2-oxo-propionic acid ethyl ester; With dihydrogen peroxide; at -20 - 0 ℃; for 0.5h; Large scale;

4-bromopyridine hydrochloride; In water; at 10 ℃; pH=8 - 9; Large scale;

With ferrous(II) sulfate heptahydrate; sulfuric acid; In dichloromethane; water; at 20 ℃; Large scale;

Reference yield:

4-bromo-2-cyanopyridine (62150-45-2) → ethyl 4-bromopyridine-2-carboxylate (62150-47-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide / water / Reflux

1.2: 0.33 h / 130 °C / pH 1 - 2

2.1: sulfuric acid / 3.5 h / Schlenk technique; Inert atmosphere; Reflux

With sulfuric acid; sodium hydroxide; In water;

DOI:10.1016/j.bmc.2020.115610

upstream raw materials:

ethanol

4-bromo-2-picolinic acid

2-oxo-propionic acid ethyl ester

4-bromopyridine hydrochloride

Downstream raw materials:

4-bromopicolinohydrazide

4-bromo-2-(hydroxymethyl)pyridine

4-bromopyridine-2-carboxamide

2-(4-bromopyridin-2-yl)propan-2-ol

Refernces

• 1、 -. "TGF-beta receptor inhibitor". Paragraph 0070-0071. . Retrieved 2021/04/28.
• 2、 -. "Synthesis method of 2-pyridylaldehyde derivative". Paragraph 0067-0071; 0076-0083. . Retrieved 2018/09/28.