HCID 67357986, compound → HCID 67359810, compound

Participants

Reaction Steps

A mixture of 8-chloro-9-ethoxycarbonylmethyl-2,3,4,9-tetrahydro-1H-carbazole-3-carboxylic acid benzyl ester (2.5 g, 5.9 mmol) and 10% palladium on activated charcoal (480 mg) in ethanol (200 ml) is stirred under a hydrogen atmosphere for 1 h. The catalyst is filtered off and washed with ethanol. The filtrate is concentrated to dryness to deliver Intermediate 1.3. tR (LC-5) 0.96 min; ESI-MS (positive ion): m/z 336.23 [M+H]+ (calcd 335.79 for C17H18NO4C1). 1H-NMR (DMSO-d6): 1.18 (t, J=7.0 Hz, 3H); 1.85 (m, 1H); 2.19 (m, 1H); 2.66 (m, 4H); 2.90 (m, 1H); 4.14 (q, J=7.0 Hz, 2H); 5.17 (s, 2H); 6.96 (t, J=7.6 Hz, 1H); 7.04 (d, J=7.3 Hz, 1H); 7.38 (d, J=7.6 Hz, 1H); 12.3 (br s, 1H).

Provenance & Evidence