Citric Acid → HCID 86641356, compound

Participants

Reaction Steps

4-[(tert-Butoxycarbonyl)amino]-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]-2,7-dihydro-6-thia-1,2,3,5-tetraazabenzo[cd]azulen-8-carboxylic acid (50 mg) was dissolved in tetrahydrofuran (1 ml) under cooling in an ice bath. N-Methylmorpholine (13 μl) and ethyl chloroformate (12 μl) were added, followed by stirring for two hours. Subsequently, sodium borohydride (12 mg) and methanol (1 ml) were added to the reaction solution, and the mixture was stirred for three hours while gradually returning to room temperature. A 10% citric acid solution was added to the reaction solution, followed by extraction with ethyl acetate. The resulting organic layer was sequentially washed with a saturated sodium bicarbonate solution and brine and dried over anhydrous sodium sulfate. The solvent was evaporated, and the resulting residue was purified by silica gel column chromatography (chloroform-methanol) to obtain the title compound as an oil (35 mg, 72%).

Provenance & Evidence