N-Hydroxyphthalimide → 2-[3-(1H-imidazo[4,5-c][1,5]naphthyridin-1-yl)propoxy]-1H-isoindole-1,3(2H)-dione

Participants

Reaction Steps

Diisopropyl azodicarboxylate (1.01 mL, 6.05 mmol) was added dropwise to a stirred solution of 3-(1H-imidazo[4,5-c][1,5]naphthyridin-1-yl)propan-1-ol (1.15 g, 5.04 mmol), triphenylphosphine (1.59 g, 6.05 mmol), and N-hydroxyphthalimide (0.986 g, 6.05 mmol) in tetrahydrofuran (25 mL) at 0° C. The reaction was allowed to warrn to room temperature and was stirred overnight. The product was isolated by filtration and washed with a minimal amount of tetrahydrofuran to afford 1.47 g of 2-[3-(1H-imidazo[4,5-c][1,5]naphthyridin-1-yl)propoxy]-1H-isoindole-1,3(2H)-dione as a pale yellow solid.

Provenance & Evidence