(Diethylamino)sulfur trifluoride → HCID 21101720, compound

Participants

Reaction Steps

To a stirred solution of 4-(7-chloro-4-quinolinyl)-N-(4-hydroxycyclohexyl)-1-piperazinecarboxamide (100 mg) in CH2Cl2 at −78° C. was added DAST (100 mg). The reaction was warmed to rt overnight, and quenched with NaOH (sat.). The reaction mixture was extracted with EtOAc, and dried. Concentration in vacuo followed by flash chromatography with CH2Cl2-MeOH afforded the title product. 1H NMR (DSMO-d6) 61.03 (m, 1H), 1.4 (m, 1H), 1.7 (m, 1H), 1.9 (m, 1H), 2.05 (m, 1H), 2.1 (m, 1H), 3.1 (br. s, 4H), 3.6 (br. s, 4H), 3.65 (m, 1H), 5.6 (m, 2H), 6.4 (d, 1H), 7.0 (d, 1H), 7.6 (m, 1H), 8.0 (s, 1H), 8.1 (d, 1H), 8.7 (d, 1H).

Provenance & Evidence