Dimethylformamide → HCID 67003511, compound

Participants

Reaction Conditions

Reaction Steps

A degassed mixture of ethyl N-(4-{(1S)-1-[(7-bromo-5-chloro-1-benzothien-3-yl)(4-chlorophenyl)methyl]butyl}benzoyl)-β-alaninate (0.128 g, 0.198 mmol), zinc cyanide (0.046 g, 0.40 mmol) and tetrakis(triphenylphosphine)palladium(0) (0.114 g, 0.099 mmol) in anhydrous DMF (2.9 mL) was heated at 80° C. for 2.5 hours. After cooling to room temperature, the solution was concentrated, then the residue was purified by silica gel chromatography eluting with 35% EtOAc/hexanes. The resulting material was further purified by preparative HPLC (Daicel AD-H chiral column, 2 cm×25 cm, 16% IPA/Heptane, 20 mL/min) to provide the title compound as a white solid. LC1: 4.12 min. (M+H)+ 593.

Provenance & Evidence