Potassium Carbonate → HCID 11330403, compound

Participants

Reaction Steps

To a solution of 5.8 mg (0.0107 mmol) {2-[(3R,4S)-3-({(1R)-1-[3,5-Bis(trifluoromethyl)phenyl]ethyl}oxy)-4-(4-fluorophenyl)pyrrolidin-1-yl]-5-oxocyclopent-1-en-1-yl}acetonitrile (step C) in 5 drops DMSO was added 10 mg (0.072 mmol) potassium carbonate and 5 drops 30% aq. hydrogen peroxide. The reaction mixture was stirred at RT for 4 h, then the volatiles removed overnight using a nitrogen gas stream. The residue was purified by prep TLC on silica gel eluting with methylene chloride/methanol (9/1). The UV active band (˜Rf=0.7) was isolated to afford the title compound as a glassy clear solid. 1H-NMR (CD3OD): δ: 1.44 (d, 3H, 6.5 Hz), 2.43 (br. s, 2H), 2.76 (br. s, 2H), 3.3-4.45 (m, 8H), 4.77 (q, 1H, 6.5 Hz), 6.98 (t, 2H, 8.5 Hz), 7.18 (m, 2H), 7.72 (s, 2H), 7.83 (s, 1H)ppm. MS: 559.1 (M+H) observed.

Provenance & Evidence