Acetic Acid → HCID 68863070, compound

Participants

Reaction Steps

To a solution of {3-[(R)-3-(2,2-diphenyl-ethylamino)-2-methyl-propoxy]-phenyl}-acetic acid methyl ester (100 mg, 240 μmol) in methanol (1 mL) was added acetic acid (10% by volume) followed by 4-isopropyl-benzaldehyde (106 mg, 719 μmol) and sodium cyanoborohydride (44.5 mg, 719 μmol). After the resulting mixture was stirred for 18 h at RT, water was added to the reaction mixture. The solution was made basic by the addition of sodium hydroxide and heated for 30 min. The sample concentrated and was purified by preparative HPLC (TMC CombiPrep PDS, 75×30 mm, 25 mL/min, acetonitrile: H2O, UV detection at 254 nm) to give the title compound as a solid (49.9 mg, 39%). MS (ESI) 535 (M+H)+.

Provenance & Evidence