Triethylsilane → HCID 118566586, compound

Participants

Reaction Steps

To a solution of 6-chloro-2-cyclopent-1-enyl-quinoline-5-carboxylic acid (4,4-difluoro-cyclo hexyl methyl)-amide (110.00 mg, 0.25 mmol, 1.00 eq) in methanol (15 mL, 136.36 V) was added palladium on carbon (10% w/w) (20 mg, 0.02 mmol, 0.08 eq) under argon atmosphere. Triethylsilane (0.40 mL, 2.49 mmol, 10 eq) was added to the reaction mixture and stirred for 30 min. The reaction mixture was filtered through a Celite bed and the filtrate was concentrated to provide a crude product which was purified by preparative HPLC to afford the title compound (18 mg, 0.04 mmol, 17.5%) as a white solid. 1H NMR (400 MHz, DMSO-d6): δ 8.80 (t, J=5.80 Hz, 1H), 7.94-8.01 (m, 2H), 7.75 (d, J=9.01 Hz, 1H), 7.58 (d, J=8.72 Hz, 1H), 3.39-3.40 (m, 1H), 3.27 (t, J=6.21 Hz, 2H), 2.02-2.11 (m, 4H), 1.64-1.86 (m, 11H), 1.27-1.33 (m, 2H). m/z: 407 [M+H]+

Provenance & Evidence