(5-BroMo-iMidazo[1,2-a]pyridin-2-yl)-Methanol synthesis

Yield:881841-53-8 42%

Reaction Conditions:

with sodium tetrahydroborate in methanol at 0 - 20; for 4 h;

Steps:

23.B

To a stirred solution of 5-bromoimidazo[1 ,2-a]pyridine-2-carbaldehyde (1.42 g, 6.31 mmol) in methyl alcohol (30 mL) cooled to O⁰C was added sodium borohydride (286 mg, 7.57 mmol). The mixture was stirred at room temperature for 4 hours, quenched with water, and extracted with ethyl acetate. The organic layer was dried with magnesium sulfate and concentrated to give 0.6 g (42% yield) 5-bromoimidazo[1 ,2- a]pyridin-2-yl)methanol as an orange solid. ¹H-NMR (CDCI₃): δ 7.76 (s, 1 H), 7.55 (d, 1 H), 7.09 (m, 1 H), 7.03 (dd, 1 H), 4.87 (s, 2H); MS m/z 227 (M+1 ).

References:

WO2006/36816,2006,A2 Location in patent:Page/Page column 55