p-Toluenesulfonic acid → HCID 15337218, compound

Participants

Reaction Steps

A mixture of 7-chloro-3-tert-butoxycarbonylmethyl-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylic acid methyl ester (54 mg, 0.148 mmol) and p-toluenesulfonic acid (3 mg) in toluene (1 mL) was refluxed for 1 h, diluted with ethyl acetate, washed with water and brine, dried over MgSO4, and concentrated to give 52 mg of the title compound (quant): 1H NMR (DMSO-d6) δ12.17 (bs, 1H), 11.60 (s, 1H), 7.17 (s, 1H), 6.84 (s, 1H), 3.88 (s, 3H), 3.77 (m, 1H), 2.94 (mt, 1H, J=13.9 Hz), 2.80 (md, 1H, J=17.2 Hz), 2.56 (dd, 1H, J=15.2, 4.3 Hz), 2.37 (dd, 1H, J=15.2, 10.6 Hz), 2.11 (md, 1H, J=12.5 Hz), 1.88 (m, H).

Provenance & Evidence