Acetic Acid → HCID 44365771, compound

Participants

Reaction Steps

To a stirred solution of morpholine-4-carboxylic acid 3-(2-[benzyloxycarbonyl-[4-(4-benzyloxy-phenyl)butyl]amino]-ethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl ester (20 mg in a mixture of 2 mL tetrahydrofuran and 0.5 mL methanol) was added 16.8 mg of 10% palladium on carbon catalyst followed by acetic acid (0.010 mL of a 30% solution in water). The reaction flask was fitted with a hydrogen balloon, evacuated and recharged with hydrogen (3 times) and stirred at room temperature. After 1.5 hours the reaction was flushed with nitrogen, filtered over diatomaceous earth and concentrated in vacuo. Purification by flash chromatography (methylene chloride:methanol:ammonium hydroxide, 90:7:1) gave the title compound (12 mg). m/e=542 (M+H)

Provenance & Evidence