(S)-7-benzyloxy-4-(3-ethoxy-pyrrolidin-1-yl)-2-methyl-quinoline hydrochloride → (S)-4-(3-ethoxy-pyrrolidin-1-yl)-2-methyl-quinolin-7-ol hydrochloride

Participants

Reaction Steps

A solution of 93 mg (0.23 mmol) of (S)-7-Benzyloxy-4-(3-ethoxy-pyrrolidin-1-yl)-2-methyl-quinoline hydrochloride, product of example 28, dissolved in 7 ml of MeOH was treated with 48 mg of palladium on charcoal (10%) and then hydrogenated at RT for 1.5 h until HPLC analysis indicated the completion of the reaction. The catalyst was filtered off, washed with water, and the solution was concentrated in vacuo. The residue was triturated with n hexane/diethyl ether, the solid obtained was filtered off by suction and dried in a high vacuum to give 67 mg (90%) of (S)-4-(3-ethoxy-pyrrolidin-1-yl)-2-methyl-quinolin-7-ol hydrochloride as an off-white solid. ISP mass spectrum, m/e: 273.3 (M+1 calculated for C16H20N2O2: 273).

Provenance & Evidence