ChemicalBook--->CAS DataBase List--->4044-99-9

4044-99-9

4044-99-9 Structure

4044-99-9 Structure
IdentificationBack Directory
[Name]

6-BROMO-2-METHYLIMIDAZO[1,2-A]PYRIDINE
[CAS]

4044-99-9
[Synonyms]

6-BROMO-2-METHYLIMIDAZO[1,2-A]PYRIDINE
IMidazo[1,2-a]pyridine, 6-broMo-2-Methyl-
[Molecular Formula]

C8H7BrN2
[MDL Number]

MFCD09800594
[MOL File]

4044-99-9.mol
[Molecular Weight]

211.06
Chemical PropertiesBack Directory
[Melting point ]

101.0-101.5 °C
[density ]

1.60±0.1 g/cm3(Predicted)
[storage temp. ]

Store at room temperature
[pka]

5.47±0.10(Predicted)
[Appearance]

Off-white to yellow Solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[HS Code ]

2933399990
Spectrum DetailBack Directory
[Spectrum Detail]

6-BROMO-2-METHYLIMIDAZO[1,2-A]PYRIDINE(4044-99-9)1HNMR
Hazard InformationBack Directory
[Synthesis]

2-Amino-5-bromopyridine

1072-97-5

Chloroacetone

78-95-5

6-BROMO-2-METHYLIMIDAZO[1,2-A]PYRIDINE

4044-99-9

General procedure for the synthesis of 6-bromo-2-methylimidazo[1,2-a]pyridine from 2-amino-5-bromopyridine and chloroacetone: 2-amino-5-bromopyridine (6.2 g) was dissolved in ethanol (60 mL), followed by chloroacetone (5.7 mL). The reaction mixture was heated to 90 °C and refluxed for 16 hours under stirring conditions. Upon completion of the reaction, the mixture was cooled and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (Biotage, 100 g) using a gradient elution of dichloromethane with methanol (2-15%) to yield 6-bromo-2-methylimidazo[1,2-a]pyridine (6.1 g, 80.6% yield) as a yellow solid.1H NMR (500 MHz, CD3OD) δ 9.03 (s, 1H),. 8.02 (m, 1H), 7.93 (s, 1H), 7.79 (d, J=9.4Hz, 1H), 2.56 (d, J=1.0Hz, 3H).

[References]

[1] Patent: WO2015/86498, 2015, A1. Location in patent: Page/Page column 94
[2] Patent: WO2015/86506, 2015, A1. Location in patent: Page/Page column 99
[3] Patent: WO2015/86512, 2015, A1. Location in patent: Page/Page column 97
[4] Patent: US2010/204214, 2010, A1. Location in patent: Page/Page column 112
[5] Patent: WO2014/9295, 2014, A1. Location in patent: Page/Page column 115
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