Tetrabutylammonium Fluoride → HCID 22235789, compound

Participants

Reaction Conditions

Reaction Steps

To a 0° C. solution of triisopropylsilyl 4-{2′-[(1-{[(cyanomethyl)amino]carbonyl}-cyclohexyl)sulfanyl][1,1′-biphenyl]-4yl}-1-piperazinecarboxylate (35 mg, 0.055 mmol) in THF (8 mL) was added TBAF (1 M in THF, 0.08 mL). The solution was stirred at 0° C. for 20 min, then partitioned between EtOAc and saturated aq. NaHCO3. The organic phase was washed with water and brine, then dried over MgSO4 and concentrated and placed under vacuum for 6 h to give N-(cyanomethyl)-1-{[4′-(1-piperazinyl)[1,1 ′-biphenyl]-2-yl]sulfanyl}cyclohexanecarboxamide. MS (+APCI) m/z 435 (M+1, 40), 351 (100), 318 (45).

Provenance & Evidence