HCID 11179912, compound → HCID 11373744, compound

Participants

Reaction Steps

To a solution of 1-[(R)-4-(6-Benzyloxyindol-1-yl)-1-(tert-butyldimethylsilyloxy)-2-butyl]imidazole-4-carboxamide (975 mg, 1.88 mmol) in cyclohexene (10 ml) and ethanol (20 ml) was added 20% palladium hydroxide on carbon (488 mg). The resulting mixture was stirred at reflux for 1 hour. After cooling to room temperature, the mixture was filtered through Celite and washed with ethanol. The filtrate was concentrated in vacuo and then the residue was purified by silica gel (20 g) chromatography eluted with chloroform/methanol (100:1 to 50:1) to give 1-[(R)-1-(tert-butyldimethylsilyloxy)-4-(6-hydroxyindol-1-yl)-2-butyl]imidazole-4-carboxamide (772 mg, 95.8%) as a colorless solid.

Provenance & Evidence