HCID 178470407, compound → HCID 178470408, compound

Participants

Reaction Steps

Palladium on charcoal (100 mg, 5%Pd) was added to a solution of 2-Benzyloxy-6a-methyl-4b,5,6,6a,8,10,10a,10b,11,12-decahydro-7,8-diaza-pentaleno[2,1-a]phenanthrene-9-carboxylic acid ethyl ester (913 mg, 2.0 mmol, CAB03049) in THF (30 mL) and ethanol (30 mL). The resulting mixture was stirred under a hydrogen-atmosphere (balloon) for 72 hours, filtered through a 3 cm layer of celite and concentrated under reduced pressure. The residue was crystallised from acetone/cyclohexane. Yield: 602 mg (82%) pale yellow crystals. 1H-NMR (DMSO-d6, 400 MHz), δ: 0.92 (s, 3H, —CH3), 1.12-2.84 (m, 16H), 4.14-4.40 (m, 2H, OCH2CH3), 6.45 (d, J=2.3 Hz, 1H), 6.50 (dd, J=8.6, 2.3 Hz, 1H), 7.05,(d, J=8.6 Hz, 1H), 9.01 (s, 1H, —OH), 13.07 (s, 1H, NH). LRMS (FAB+): 367.2 (100, [M+H]+). HRMS (FAB+): 367.203796 C22H27N2O3 requires 367.202168

Provenance & Evidence