Methanol → (R)-2-(5-Amino-1-oxoisoquinolin-2(1H)-yl)-4-methylpentyl acetate

Participants

Reaction Steps

Into a round bottom flask was combined (R)-4-methyl-2-(5-nitro-1-oxoisoquinolin-2(1H)-yl)pentyl acetate (3.00 g, 0.00903 mol), palladium on C (0.1 g, 0.0009 mol), and methanol (170 mL, 4.1 mol). The reaction mixture was stirred under hydrogen at room temperature and was monitored for progress. At 40 minutes, the reaction was completed by the absence of any starting material in the LC-MS analysis. The mixture was filtered twice using a DryDisk system to remove the catalyst. Volatiles were removed under vacuum and the mixture was purified by column chromatography using an ethyl acetate:hexanes (0-100%) gradient. The combined pure fractions were reduced in vacuo to yield the title compound as a yellow oil.

Provenance & Evidence