4-(Bromoacetyl)pyridine hydrobromide Chemical Properties

Melting point:

194 °C

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

form 

powder

color 

Off-white

Water Solubility 

Soluble in water.

CAS DataBase Reference

5349-17-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-22

Safety Statements 

26-36/37/39-37/39

Hazard Note 

Irritant

HazardClass 

8

HS Code 

2933399990

4-(Bromoacetyl)pyridine hydrobromide Usage And Synthesis

Uses

Design and synthesis of potent, selective, and orally bioavailable tetrasubstituted imidazole inhibitors of p38 mitogen-activated protein kinase 4-(Bromoacetyl)pyridine hydrobromide was used to prepare 2-Phenyl-4-(4-pyridyl)imidazole.

Synthesis

General procedure for the synthesis of 4-(bromoacetyl)pyridine hydrobromide from 4-acetylpyridine: 558 g of batch master batch was added to a reaction flask, followed by the addition of 42 g of ethyl acetate, and 121.1 g of 4-acetylpyridine was added slowly with stirring, keeping the reaction temperature at 20~30 °C and stirring well. N-bromosuccinimide (NBS) 186.9 g was added in batches, followed by slow warming to 65~75 °C. The progress of the reaction was monitored by thin layer chromatography (TLC) until the feedstock was fully reacted. After completion of the reaction, the reaction mixture was cooled to 0~10°C to allow complete crystallization of the product. The crystals were collected by filtration, washed and pulped with 650 g of deionized water, filtered again, and dried to give 275.6 g of 4-(bromoacetyl)pyridine hydrobromide as a white solid in 98.1% molar yield.

References

[1] Patent: WO2005/73225, 2005, A1. Location in patent: Page/Page column 49-50
[2] Patent: CN106632001, 2017, A. Location in patent: Paragraph 0026; 0027; 0028; 0029
[3] Journal of Medicinal Chemistry, 2010, vol. 53, # 2, p. 787 - 797
[4] Patent: WO2009/158393, 2009, A1. Location in patent: Page/Page column 51
[5] Patent: US2007/142415, 2007, A1. Location in patent: Page/Page column 17

4-(Bromoacetyl)pyridine hydrobromide(5349-17-7)Related Product Information

• Pyridine
• 2,6-Diacetylpyridine
• L-PICEIN
• 3-Acetylpyridine
• 4-Acetylpyridine
• Pyridine hydrobromide
• 2-Acetylpyridine
• Pyridinium tribromide
• Scopolamine hydrobromide
• Pyridine hydrochloride
• 1-Hexadecylpyridinium bromide
• pyridinium Chlorochromate
• Bromine
• 2-(BROMOACETYL)PYRIDINE HYDROBROMIDE,2-(2-BROMOACETYL)PYRIDINE HYDROBROMIDE
• 3-(BROMOACETYL)PYRIDINE HYDROBROMIDE,3-(2-Bromoacetyl)-pyridine hydrobromide
• 2-BROMO-1-PYRIDIN-4-YLETHANONE
• 4-(2-BROMOETHYL)-PYRIDINE
• 4-(Bromoacetyl)pyridine hydrobromide