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ChemicalBook--->CAS DataBase List--->30384-96-4

30384-96-4

30384-96-4 Structure

30384-96-4 Structure
IdentificationBack Directory
[Name]

6-BROMOIMIDAZO[1,2-A]PYRIDINE-3-CARBALDEHYDE
[CAS]

30384-96-4
[Synonyms]

6-Bromoimidazo[1,2-a]pyridine-3-carbaldehyde
6-BROMOIMIDAZO[1,2-A]PYRIDINE-3-CARBOXALDEHYDE
IMidazo[1,2-a]pyridine-3-carboxaldehyde, 6-broMo-
[Molecular Formula]

C8H5BrN2O
[MDL Number]

MFCD09864909
[MOL File]

30384-96-4.mol
[Molecular Weight]

225.04
Chemical PropertiesBack Directory
[storage temp. ]

under inert gas (nitrogen or Argon) at 2-8°C
[Appearance]

Light yellow to yellow Solid
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319
[Precautionary statements ]

P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330
[HS Code ]

2933399990
Spectrum DetailBack Directory
[Spectrum Detail]

6-BROMOIMIDAZO[1,2-A]PYRIDINE-3-CARBALDEHYDE(30384-96-4)1HNMR
Hazard InformationBack Directory
[Synthesis]

2-Amino-5-bromopyridine

1072-97-5

2-Bromomalonaldehyde

2065-75-0

6-BROMOIMIDAZO[1,2-A]PYRIDINE-3-CARBALDEHYDE

30384-96-4

Step 1: 2-Bromomalonaldehyde (5230 mg, 34.68 mmol) was added to an acetonitrile solution of 2-amino-5-bromopyridine (5000 mg, 28.90 mmol). The reaction mixture was heated to reflux for 2 hours. After completion of the reaction, the reaction was quenched with saturated sodium bicarbonate solution and extracted with ethyl acetate (EtOAc). The organic layer was washed with brine and dried over anhydrous sodium sulfate. The organic layer was concentrated under reduced pressure, and the resulting crude product was purified by silica gel column chromatography using gradient elution with ethyl acetate-petroleum ether to afford 6-bromoimidazo[1,2-a]pyridine-3-carbaldehyde. Yield: 53%; 1H NMR (DMSO-d6, 300 MHz): δ 9.94 (s, 1H), 9.50 (s, 1H), 8.54 (s, 1H), 7.86-7.85 (m, 2H); MS (m/z): 226 (M + 1)+.

[References]

[1] Patent: WO2011/55320, 2011, A1. Location in patent: Page/Page column 44
[2] Bioorganic and Medicinal Chemistry, 2007, vol. 15, # 17, p. 5837 - 5844
[3] Journal of Medicinal Chemistry, 2017, vol. 60, # 21, p. 8781 - 8800
[4] Chinese Chemical Letters, 2015, vol. 26, # 1, p. 118 - 120
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