Phenyl isocyanate → N-phenyl-1-o-tolyl-8,9-dihydro-3H-pyrazolo[3,4-c][2,7]naphthyridine-7(6H)-carboxamide

Participants

Reaction Steps

To the crude 1-o-tolyl-6,7,8,9-tetrahydro-3H-pyrazolo[3,4-c][2,7]naphthyridine hydrochloride salt obtained from step 2 was added anhydrous tetrahydrofuran (1.5 mL) and triethylamine (50 μL) followed by 400 mM solution of phenyl isocyanate (0.25 mL) in tetrahydrofuran. The reaction mixture was shaken at room temperature for 6 hours. The solvent was then removed under reduced pressure and the crude product was purified using reverse phase HPLC to give the pure desired product, N-phenyl-1-o-tolyl-8,9-dihydro-3H-pyrazolo[3,4-c][2,7]naphthyridine-7(6H)-carboxamide. LCMS [M+H]: 384.

Provenance & Evidence