Bromoacetonitrile → HCID 67130985, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (7-fluoro-2-methoxy-quinolin-8-yl)-acetic acid methyl ester (1.0 g, 4.0 mmol; prepared as in WO 2007/081597) in THF (10 mL) cooled to −78° C. was added LiHMDS (1M, 4.43 mL, 1.2 eq.) dropwise over 15 min. The resulting orange mixture was stirred at −78° C. for 2 h. Bromoacetonitrile (1.5 eq.) was added dropwise over 20 min and stirring was continued at −78° C. for an additional 2 h. The reaction was quenched with water and extracted with EA (3×). The combined org. phases were washed with brine, dried over MgSO4, filtered and concentrated. The residue was purified by CC (Hept/EA 2:1 to 1:1) to afford the title intermediate as a colourless solid (953 mg, 82% yield). MS (ESI, m/z): 289.4 [M+H+].

Provenance & Evidence