HCID 66658966, compound → HCID 24849785, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 3-amino-6-(2,4-dichloro-phenyl)-imidazo[1,2-a]pyridine-7-carbonitrile (517 mg, 1.71 mmol) in anhydrous THF (10 mL) was cooled to 0° C. (ice bath), treated with a 1M BH3 solution in THF (8.5 mL, 8.5 mmol) and stirred at 40° C. for 1 h. The reaction mixture was cooled to 0° C. (ice bath), quenched by the cautious addition of MeOH until gas evolution ceased and concentrated to dryness. The residue was suspended into a 2M HCl solution in water, stirred at RT for 10 min and evaporated to dryness. The resulting HCl salt was suspended into a 2M NaOH solution in water then extracted with DCM and AcOEt. The combined organic fractions were dried over Na2SO41 filtered, and evaporated under vacuum to give the crude 7-aminomethyl-6-(2,4-dichloro-phenyl)-imidazo[1,2-a]pyridin-3-ylamine (277 mg). HPLC: AtRet=0.81.

Provenance & Evidence