Trifluoroacetic acid → (1S,2S)-ethyl 2-(4-((1R)-7-fluoro-4-(3-methoxypyridin-2-yl)-2,3-dihydro-1H-inden-1-yloxy)phenyl)cyclopropanecarboxylate

Participants

Reaction Conditions

Reaction Steps

(1S,2S)-2-{4-[(R)-7-Fluoro-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-indan-1-yloxy]-phenyl}-cyclopropanecarboxylic acid ethyl ester (Intermediate 24, 46.6 mg) and 2-bromo-3-methoxypyridine (28.2 mg) are dissolved N,N-dimethylformamide (1 mL) and degassed with a flow of argon. Aqueous 2M cesium carbonate solution (0.1 mL), 1,1′-bis(di-tert-butylphosphino)ferrocene palladium dichloride (6.5 mg, 0.1 equiv.) are added and the mixture is heated at 80° C. for 2.5 hours under argon. The reaction mixture is acidified with 50% aq. TFA, filtered over basic aluminium oxide and the filter material is washed with N,N-dimethylformamide. The crude product is purified by reversed phase chromatography to give the title compound (Yield 12.0 mg).

Provenance & Evidence