Ammonia → 1H-Indole-5-carboxylic acid(4r)-(1-azatricyclo[3.3.1.13,7]dec-4-yl)-amide hydrochloride

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Reaction Steps

Prepared from (4s)-1-azatricyclo[3.3.1.13,7]dec-4-ylamine hydrochloride and indole-5-carboxylic acid (Aldrich) according to methods A and C; yield 27 mg, 0.08 mmol (37%): 1H NMR (300 MHz, methanol-d4) δ 1.97 (d, J=13 Hz, 2H), 2.21 (s, 1H), 2.37 (d, J=14 Hz, 2H), 2.49 (s, 2H), 3.58 (s, 2H), 3.69 (s, 4H), 4.42 (s, 1H), 6.57 (dd, J=3, 1 Hz, 1H), 7.34 (d, J=3 Hz, 1H), 7.45 (d, J=8 Hz, 1H), 7.64 (dd, J=9, 2 Hz, 1H), 8.10-8.17 (m, 2H); MS (DCI/NH3) m/z 296 (M+H)+; Anal. C18H21N3O.HCl.0.5H2O: C, H, N.

Provenance & Evidence