Trifluoroacetic acid → HCID 86703310, compound

Participants

Reaction Steps

To a solution of tert-butyl {2-[1-(6-cyanopyridin-2-ylmethyl)-2-cyclopropyl-2-oxoethyl]-5-methoxyphenyl}carbamate (290 mg) in acetonitrile/dichloromethane (2.3 mL/2.3 mL) was added trifluoroacetic acid (2.3 mL) under ice-cooling, and the mixture was stirred at room temperature for 2 days. The reaction mixture was concentrated under reduced pressure. The residue was dissolved in ethyl acetate and the resulting mixture was washed with a saturated aqueous sodium hydrogen carbonate solution. The organic layer was separated, washed with water and saturated brine successively, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluting solvent: ethyl acetate-hexane) to obtain the title compound (189 mg). 1H-NMR (CDCl3) δ ppm: 0.67-0.76 (2H, m), 0.92-1.02 (2H, m), 1.95-2.08 (1H, m), 3.82 (3H, s), 4.35 (2H, s), 6.71 (1H, dd, J=2.3, 8.5 Hz), 6.80 (1H, d, J=2.3 Hz), 7.18-7.29 (2H, m), 7.46-7.52 (1H, m), 7.55-7.68 (2H, m).

Provenance & Evidence