Diisobutylaluminumhydride → HCID 25206018, compound

Participants

Reaction Steps

Diisobutylaluminium hydride (1 ml, 1.0 mmol, 1 M solution in dichloromethane) was added dropwise to a solution of 4-{[3-(3,4-dimethoxy-phenyl)-imidazo[1,2-a]pyrazin-8-ylamino]-methyl}-benzoic acid methyl ester (0.10 g, 0.24 mmol) in dichloromethane (1 mL) at ambient temperature. The reaction mixture was stirred for 1 hour then diluted with dichloromethane (50 ml) and washed with 1 M aqueous potassium sodium tartarate solution (30 mL) and water (30 mL). The organic layer was dried with magnesium sulphate, filtered and concentrated in vaccuo. The crude material was purified by column chromatography using 1:1 dichloromethane:ethyl acetate as eluent. The product, (4-{[3-(3,4-Dimethoxy-phenyl)-imidazo[1,2-a]pyrazin-8-ylamino]-methyl}-phenyl)-methanol, is obtained as a white solid (35 mg, 37%) (LC-MS m/z 391 [M+H]+).

Provenance & Evidence