Dichloromethane → HCID 67052505, compound

Participants

Reaction Steps

A solution of tert-butyl 2-[4-amino-7-(benzyloxy)-2-(chloromethyl)-1H-imidazo[4,5-c]quinolin-1-yl]ethylcarbamate (2.70 g, 5.60 mmol) in DMF (10 mL) was added to a stirred solution of N-hydroxyphthalimide (1.10 g, 6.72 mmol) and triethylamine (1.56 mL, 11.2 mmol) in DMF (10 mL) at room temperature. A solid formed after 10 minutes. After 1.5 hours, dichloromethane (50 mL) was added and the solid was isolated by filtration, washed with dichloromethane followed by diethyl ether, and dried under vacuum to yield 3.15 g of tert-butyl 2-(4-amino-7-(benzyloxy)-2-{[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)oxy]methyl}-1H-imidazo[4,5-c]quinolin-1-yl)ethylcarbamate as an off-white solid.

Provenance & Evidence