Potassium Hydroxide → HCID 9806603, compound

Participants

Reaction Steps

A solution of the compound of Example 5 (0.59 g, 1.1 mmol) in EtOH (5 ml), THF (2 ml) and water (2 ml) was treated with KOH (1M aqueous solution, 1.62 ml, 1.62 mmol) and the reaction stirred for 2.5 h. The mixture was concentrated in vacuo and acidified to pH1 with 10% hydrochloric acid, to give a white precipitate which was isolated by filtration and washed with water, triturated with boiling MeOH and washed with Et2O to give the title compound as a white solid (300 mg, 54%). δH (DMSO d6) 10.65 (1H, s, NH), 9.04 (1H, s, NH), 7.6-7.46 (5H, m, Ar—H), 7.28-7.16 (3H, m, Ar—H), 6.65 (2H, d, J 8.4 Hz, Ar—H), 3.74 (1H, m, CHCH2), 3.68 (6H, s, OMe), 3.30 (1H, m, CHCHAHB) and 3.06 (1H, m, CHCHAHB). m/z (ESI, 60V) 517, 519 (MH+).

Provenance & Evidence