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214701-49-2

214701-49-2 Structure

214701-49-2 Structure
IdentificationBack Directory
[Name]

1-(5-BROMO-PYRIDIN-2-YL)-ETHANONE
[CAS]

214701-49-2
[Synonyms]

5-Bromo-2-acetopyridine
5-BROMO-2-ACETYLPYRIDINE
2-Acetyl-5-bromopyridine
2-Acetyl-5-bromopyridine 98%
1-(5-Bromo-2-pyridyl)ethanone
1-(5-bromo-2-pyridinyl)ethanone
1-(5-Bromopyridine-2-yl)ethanone
1-(5-BROMO-PYRIDIN-2-YL)-ETHANONE
1-(5-Bromopyridin-2-yl)ethan-1-one
Ethanone, 1-(5-broMo-2-pyridinyl)-
1-(5-BROMO-PYRIDIN-2-YL)-ETHANONE ISO 9001:2015 REACH
1-(5-Bromopyridin-2-yl)ethan-1-one, 5-Bromo-2-ethanoylpyridine
[EINECS(EC#)]

696-558-3
[Molecular Formula]

C7H6BrNO
[MDL Number]

MFCD04974523
[MOL File]

214701-49-2.mol
[Molecular Weight]

200.03
Chemical PropertiesBack Directory
[Melting point ]

112 °C
[Boiling point ]

257.2±25.0 °C(Predicted)
[density ]

1.534±0.06 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,Room Temperature
[solubility ]

Chloroform (Sparingly), Methanol (Sparingly)
[form ]

Solid
[pka]

0?+-.0.10(Predicted)
[color ]

White to Off-White
[InChI]

InChI=1S/C7H6BrNO/c1-5(10)7-3-2-6(8)4-9-7/h2-4H,1H3
[InChIKey]

IDZRAUUUHXQGKC-UHFFFAOYSA-N
[SMILES]

C(=O)(C1=NC=C(Br)C=C1)C
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302+H312+H332-H315-H319-H335
[Precautionary statements ]

P280-P271
[HS Code ]

2933399990
Hazard InformationBack Directory
[Uses]

1-(5-Bromo-2-pyridyl)ethanone is a reagent used to synthesize substituted pyridin-3-yl)phenyloxazolidinones as antibacterial agents with reduced activity against monoamine oxidase A.
[Synthesis]

2,5-Dibromopyridine

624-28-2

N,N-Dimethylacetamide

127-19-5

1-(5-BROMO-PYRIDIN-2-YL)-ETHANONE

214701-49-2

2,5-Dibromopyridine (I-1-1) 8 g (33.7 mmol) was stirred with 337 mL of toluene at -40 °C in a nitrogen atmosphere. After stirring for 40 min, 21.4 mL (1.02 eq.) of a hexane solution of 1.6 M n-butyllithium was added slowly and dropwise to the reaction system, followed by 9.38 mL (3.0 eq.) of N,N-dimethylacetamide (DMAc). The reaction mixture was stirred and gradually warmed to 20 °C. Upon completion of the reaction, the reaction was quenched by the addition of saturated aqueous ammonium chloride, followed by extraction and liquid-liquid separation. The organic phase was purified by silica gel column chromatography to afford the target product 2-acetyl-5-bromopyridine (Compound I-1-2) 6.74 g in 100% yield as a white solid.

[References]

[1] Patent: JP2016/56276, 2016, A. Location in patent: Paragraph 0111; 0112
[2] Tetrahedron, 2008, vol. 64, # 17, p. 3794 - 3801
[3] Dalton Transactions, 2011, vol. 40, # 29, p. 7534 - 7540
[4] Journal of the American Chemical Society, 2016, vol. 138, # 38, p. 12643 - 12647
[5] Patent: WO2015/27021, 2015, A1. Location in patent: Page/Page column 78
Spectrum DetailBack Directory
[Spectrum Detail]

1-(5-BROMO-PYRIDIN-2-YL)-ETHANONE(214701-49-2)1HNMR
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