Ammonium formate → (4R,9aR)-6-Amino-4-methyl-3,4,9,9a-tetrahydro-1H-2,4a,5-triaza-fluorene-2-carboxylic acid tert-butyl ester

Participants

Reaction Steps

To a solution of 0.23 g (0.49 mmol) (4R,9aR)-6-(benzhydrylidene-amino)-4-methyl-3,4,9,9a-tetrahydro-1H-2,4a,5-triaza-fluorene-2-carboxylic acid tert-butyl ester in 2.5 ml methanol were added 0.46 g (7.4 mmol) ammonium formate and 104 mg (0.05 mmol) 5% palladium on charcoal and the suspension was stirred for 1 h at 60 deg C. The cooled reaction mixture was filtered through a short bed of dicalite speed plus, extracted with 10% aqueous sodium bicarbonate, brine, dried over magnesium sulfate, filtered and evaporated. The residue was purified by chromatography on silica gel (0.032–0.063 mm) to yield the product as a colorless oil (58.9%).

Provenance & Evidence