Ammonia → HCID 58932538, compound

Participants

Reaction Steps

A mixture of 1′-(3-aminopropyl)-5′-bromospiro[1,3-dioxane-2,3′-indol]-2′(1′H)-one (1.89 g, 5.54 mmol) in 2M EtOH.NH3 (150 mL) was heated in a steel pressure vessel at 135° C. for 46 hr. After cooling to room temperature the reaction was concentrated. The crude product was purified on Biotage KP silica gel eluting with 85/15 Pet ether/acetone to give the title compound (0.84 g, 66% ). A portion was dried in vacuo at 50° C. to give the analytically pure sample. Anal: Calc'd for C14H15BrN2O2: C, 52.03; H, 4.68; N, 8.67. Found: C, 52.10; H, 4.63; N 8.46. IR: consistent, NMR (300 Mz, DMSO-d6): consistent. MS: (ESI+) m/z 323 [M+H], 1 Br pattern observed. m.p.: 145-149° C.

Provenance & Evidence