Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → HCID 18398752, compound

Participants

Reaction Conditions

Reaction Steps

PPTS (95 mg) was added to a stirred solution of 1-tert-butoxycarbonyl-2-[3,5-bis(trifluoromethyl)phenyl]-3-[2-(tetrahydro-2H-pyran-2-yloxy)ethyl]-1H-indole (2.1 g) in ethanol (50 ml) and warmed to 50° C. for 3 h. The reaction mixture was allowed to cool to room temperature, poured into brine (80 ml) and extracted into diethyl ether. The organic layers were separated, dried over MgSO4, filtered and the solvent removed under reduced pressure to give a clear oil which crystallized on standing (1.67 g). 1H NMR (CDCl3) δ1.23 (s, 9H), 2.79 (t, 2H, J=7.2 Hz), 3.86 (m, 2H), 7.27 (t, 1H, J=7.0 Hz), 7.34 (t, 1H, J=7.0 Hz), 7.60 (d, 1H, J=10.0 Hz), 7.90 (s, 3H), 8.28 (d, 1H, J=10.0 Hz).

Provenance & Evidence