Sodium Hydroxide → HCID 19761442, compound

Participants

Reaction Steps

Sodium cyanoborohydride (19.30 g) was added portionwise to a solution of 20.50 g 2-(2-aminophenyl)-5-methoxy-1H-indole in 1500 ml acetic acid at 15° C. The resulting solution was stirred at room temperature for one day. The reaction mixture was diluted and made basic by addition of 50% NaOH in ice. The mixture was extracted with ethyl acetate, and the extracts were washed with saturated NaCl solution and dried (MgSO4). Concentration yielded 20.56 g solid. Purification of a 10 g portion by HPLC yielded 2.33 g solid, m.p. 94°-98° C. (dec.).

Provenance & Evidence