2,7-Naphthyridin-1(2H)-one, 3,4-dihydro-6-(trimethylstannyl)- → HCID 70654976, compound

Participants

Reaction Steps

A solution of 4-(5-amino-6-bromopyrazin-2-yl)-N-cyclopropylbenzenesulfonamide (150 mg, 0.41 mmol), 6-(trimethylstannyl)-3,4-dihydro-2,7-naphthyridin-1(2H)-one (150 mg, 0.48 mmol) and Pd(PPh3)4 (23 mg, 0.02 mmol) in dioxane (2 mL) was heated in the microwave 20 min at 150° C. At completion, the reaction mixture was purified by reverse phase preparatory HPLC to provide 4-(5-amino-6-(8-oxo-5,6,7,8-tetrahydro-2,7-naphthyridin-3-yl)pyrazin-2-yl)-N-cyclopropylbenzenesulfonamide (8 mg, 5% yield) as an orange solid after lyophilization. 1H NMR (400 MHz, DMSO-d6) δ ppm 9.02 (s, 1H), 8.87 (s, 1H), 8.59 (s, 1H), 8.35 (d, J=8.5 Hz, 2H), 8.17 (br. s., 1H), 7.84-7.99 (m, 3H), 3.51 (t, 2H), (t, J=6.3 Hz, 2H), 0.29-0.57 (m, 4 H); MS (EI) m/z=437.5 [M+1]+.

Provenance & Evidence