Melatonin → HCID 24750191, compound

Participants

Reaction Steps

A solution of nitrile 4f (1.16 mmol), prepared according to the method previously described for the preparation of 4a, but starting with N-(3-bromophenyl)-aniline (3f) [yield (4f): 37%; oil; 1H-NMR (CDCl3): δ 4.50 (s, 2H), 6.87 (m, 1H), 7.08-7.46 (m, 8H)] in dry THF (6 mL), was hydrogenated according to the procedure previously described for the preparation of 5a to provide the title compound 5f. The crude product was purified by flash-chromatography on silica gel (dichloromethane/acetone, 95:5 as eluent). Yield (5f): 20%; 1H-NMR (CDCl3): δ 1.90 (s, 3H), 3.48 (m, 2H), 3.85 (m, 2H), 6.03 (brs, 1H), 6.81-7.41 (m, 9H).

Provenance & Evidence