3-Bromo-1-phenylpropane-1,2-dione → [6-(1-Hydroxy-1-methylethyl)imidazo[1,2-a]pyridin-2-yl](phenyl)methanone hydrobromide

Participants

Reaction Conditions

Reaction Steps

To a solution of 0.2 g of 2-(6-aminopyridin-3-yl)propan-2-ol in 10 mL of diglyme is added a solution of 0.358 g of 3-bromo-1-phenylpropane-1,2-dione in 5 mL of THF. The reaction mixture is stirred for 15 hours at 4° C. and then concentrated to dryness under reduced pressure. The residue is chromatographed on a column of silica, eluting with dichloromethane and then with a 98/2 mixture of dichloromethane and methanol. The fractions containing the expected product are combined and concentrated to dryness to give 60 mg of [6-(1-hydroxy-1-methylethyl)imidazo[1,2-a]pyridin-2-yl](phenyl)methanone hydrobromide (1:1) in the form of a straw-yellow solid.

Provenance & Evidence