Piperidine → HCID 49833164, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of methanesulfonic acid 2-[5-(benzothiazol-2-yloxy)-1H-indol-3-yl]-ethyl ester (100 mg, 0.26 mmol) in MeCN (3 mL) was added piperidine (0.03 mL, 0.31 mmol) and the reaction mixture was heated (80° C., 2 h). The reaction mixture was cooled (rt), filtered and purified by basic reverse phase HPLC to provide the title compound as a white solid (47.2 mg, 49%). MS (ESI): mass calcd. for C22H23N3OS, 377.5; m/z found, 378.3 [M+H]+. 1H NMR (500 MHz, CDCl3): 8.08 (s, 1H), 7.77 (d, J=7.6, 1H), 7.65 (d, J=8.0, 1H), 7.59 (d, J=2.3, 1H), 7.43-7.36 (m, 2H), 7.26 (s, 1H), 7.18 (dd, J=8.7, 2.3, 1H), 7.14 (s, 1H), 3.02-2.90 (m, 2H), 2.71-2.63 (m, 2H), 2.51 (s, 4H), 1.63 (dd, J=11.3, 5.6, 4H), 1.47 (s, 2H).

Provenance & Evidence