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

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 Information

HS Code 

2933399990

6-BROMO-2-METHYLIMIDAZO[1,2-A]PYRIDINE Usage And Synthesis

Synthesis

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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