Sulfuric Acid → HCID 58949528, compound

Participants

Reaction Steps

A mixture of N-(4-(2-cyanothieno[3,2-b]pyridin-7-yloxy)-3-fluorophenyl)-2-(4-fluorophenyl)-3-oxo-2,3-dihydropyridazine-4-carboxamide (Example 173, Step B, 10 mg, 0.02 mmol) and H2SO4 (0.53 mL, 9.97 mmol) was stirred at room temperature for 17 hours. The reaction mixture was quenched with ice. The mixture was treated with 2N NaOH, extracted with CH2Cl2 (500 mL) and DMF (40 mL), dried over MgSO4, and concentrated to afford the desired product which was rinsed with Et2O. LRMS (APCI pos) m/e 520.3 (M+1). 1H-NMR (400 MHz, DMSO-d6) δ 11.72 (s, 1H), 8.59 (d, 1H), 8.38 (d, 1H), 8.27 (m, 2H), 8.06 (d, 1H), 7.69 (m, 2H), 7.57 (m, 2H), 7.42 (t, 2H), 6.79 (d, 1H); 19F NMR (376 MHz, CDCl3/CD3OD) δ −112.9, −128.3.

Provenance & Evidence