Sodium Cyanide → HCID 86610916, compound

Participants

Reaction Steps

A solution of 32 mg (0.0394 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}-N,N,N-trimethylmethanaminium iodide (step B) and 41.7 mg (0.8505 mmol) sodium cyanide in 95% ethanol (5 mL) was refluxed for 6 hr. The reaction mixture was cooled to RT and the solvent removed under vacuum. The residue was purified by prep TLC on silica gel eluting with methylene chloride/methanol (9/1). The UV active band (Rf˜0.4) was isolated to afford the title compound as a glassy yellow solid. 1H-NMR (CD3OD): δ: 1.45 (d, 3H, 6.5 Hz), 2.43 (br. s, 2H), 2.79 (br. s, 2H), 3.4-4.55 (m, 8H), 4.79 (q, 1H, 6.5 Hz), 6.99 (t, 2H, 8.5 Hz), 7.20 (m, 2H), 7.72 (s, 2H), 7.83 (s, 1H)ppm. MS: 541.0 (MH+) observed.

Provenance & Evidence