Acetonitrile → HCID 69477576, compound

Participants

Reaction Conditions

Reaction Steps

A solution of acetonitrile (1.46, 28 mmol) in tetrahydrofuran (180 mL) was treated with n-butyl lithium (1.6 M solution in hexane, 14 mL, 22.2 mmol) at −78° C. for 10 minutes. A solution of EXAMPLE 56B (7.8 g, 18.6 mmol) in 40 mL of tetrahydrofuran was added and the mixture stirred at −78° C. for 1 hour and at ambient temperature for 1 hour. After quenching with water, the mixture was acidified with 2N hydrochloric acid to a pH of 3. The mixture was partitioned between ethyl acetate and brine and the organic phase washed with water and concentrated. The residue was purified by flash chromatography on silica gel using 30% ethyl acetate in hexane to give 7.7 g (96%) of the title compound. MS (DCI): m/z 429 (M+H)+.

Provenance & Evidence