HCID 67346507, compound → N-(3-fluoro-4-(2-(4-oxocyclohex-1-enyl)thieno[3,2-b]pyridin-7-yloxy)phenyl)-2-(4-fluorophenyl)-3-oxo-2,3-dihydropyridazine-4-carboxamide

Participants

Reaction Steps

A round-bottomed flask was charged with N-(4-(2-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)thieno[3,2-b]pyridin-7-yloxy)-3-fluorophenyl)-2-(4-fluorophenyl)-3-oxo-2,3-dihydropyridazine-4-carboxamide (153 mg, 0.249-mmol) and CF3COOH (10 mL). The reaction mixture was stirred at room temperature until the starting material had been consumed (overnight). Then the solvent was removed and the residue was purified by silica gel chromatography (dichloromethane/7 M NH3 in MeOH from 50/1 to 10/1, v/v) to give product (40.8 mg, 28.7%). LRMS (APCI pos): >99% purity, 254 nm, m/e 571 (M+1). 1H NMR (400 MHz, CDCl3) δ 11.84 (s, 1H), 8.45 (d, 1H), 8.41 (d, 1H), 8.24 (d, 1H), 7.96 (d, 1H), 7.58-7.62 (m, 2H), 7.40 (m, 1H), 7.20-7.28 (m, 4H), 6.51 (d, 1H), 6.42 (m, 1H), 3.14 (m, 2H), 3.02 (m, 2H), 2.71 (m, 2H).

Provenance & Evidence