ChemicalBook--->CAS DataBase List--->5349-17-7

5349-17-7

5349-17-7 Structure

5349-17-7 Structure
IdentificationMore
[Name]

4-(Bromoacetyl)pyridine hydrobromide
[CAS]

5349-17-7
[Synonyms]

2-BROMO-1-(4-PYRIDINYL)-1-ETHANONE HYDROBROMIDE
2-BROMO-1-PYRDIN-4-YLETHAN-1-ONE HYDROBROMIDE
4-(2-BROMO-ACETYL)-PYRIDINIUM, BROMIDE
4-(BROMOACETYL)PYRIDINE HYDROBROMIDE
BUTTPARK 37\12-45
2-Bromo-1-pyridin-4-ylethanone hydrobromide
2-Bromo-1-pyrdin-3-ylethan-1-one hydrobromide
2-Bromo-1-(pyridin-4-yl)ethan-1-one hydrobromide
4-( Bromoacetyl)pyridine
ETHANONE,2-BROMO-1-(4-PYRIDINYL)-,HYDROBROMIDE
[EINECS(EC#)]

621-664-3
[Molecular Formula]

C7H7Br2NO
[MDL Number]

MFCD02681893
[Molecular Weight]

280.94
[MOL File]

5349-17-7.mol
Chemical PropertiesBack Directory
[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 DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)
GHS05
[Signal word ]

Warning
[Hazard statements ]

H314-H318
[Precautionary statements ]

P280-P303+P361+P353-P305+P351+P338-P310
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S37/39:Wear suitable gloves and eye/face protection .
[Hazard Note ]

Irritant
[HazardClass ]

8
[HS Code ]

2933399990
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Acetic acid-->Bromine-->Hydrogen bromide-->4-Acetylpyridine-->3-Acetylpyridine-->N-Bromosuccinimide-->Ethyl acetate
Hazard InformationBack Directory
[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]

4-Acetylpyridine

1122-54-9

4-(Bromoacetyl)pyridine hydrobromide

5349-17-7

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
Spectrum DetailBack Directory
[Spectrum Detail]

4-(Bromoacetyl)pyridine hydrobromide(5349-17-7)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

2-bromo-1-(4-pyridinyl)-1-ethanone hydrobromide(5349-17-7)
[Sigma Aldrich]

5349-17-7(sigmaaldrich)
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