Ammonium Hydroxide → HCID 57431655, compound

Participants

Reaction Steps

Heat a mixture of N-[6-cyano-9-(3-fluorobenzyl)-2,3,4,9-tetrahydro-1H-carbazol-3-yl]isobutyramide (example 51) (0.500 g, 1.28 mmol) and thiosemicarbazide (0.129 g, 1.41 mmol) in trifluoroacetic acid (5 ml) at 70° C. under nitrogen for 18 h. Pour the mixture onto dilute NH4OH solution and collect 0.510 g of the resultant precipitate by filtration. Azetrope the precipitate with absolute EtOH and purify by silica chromatography eluting with 0.05% NH4OH in EtOAc to give 0.10 g of a white solid. MS (ES): m/z 464 (M+1); HPLC: Rt=1.89 min, (100%); m.p.=251-254° C.

Provenance & Evidence