Tetrahydrofuran → HCID 67416078, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 1,6-dichloro-9-fluorobenzo[c]-1,6-naphthyridine (20 mg, 0.075 mmol) in THF (2 mL) and 2.0 M Na2CO3 (500 μL) were added [1-(tert-butoxycarbonyl)-1H-indol-3-yl]boronic acid (23.5 mg, 0.09 mmol). The solution was degassed by bubbling N2 for 5 min heated to 150° C. for 1 hr in a microwave reactor. The reaction solution was extracted with EtOAc and water, the organic layers were dried with MgSO4, filtered, and concentrated by rotary evaporation. Silcia gel column chromatography with 100% CH2Cl2 to 25% MeOH provided the 9-fluoro-6-(1H-indol-3-yl)benzo[c]-1,6-naphthyridin-1(2H)-one. LRMS (ESI) calc'd for (C20H13FN3O) [M+H]+, 330.1; found 330.1

Provenance & Evidence