Sodium Iodide → HCID 178485252, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 5-(11-fluoro-6H-pyrido[2′,3′:5,6][1,3]oxazino[3,4-a]indol-2-yl)-2-(2-methoxypyridin-3-yl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide (45 mg, 0.07 mmol) and NaI (54 mg, 0.36 mmol) in HOAc (1 mL) was stirred at 100° C. under N2 for 5 h. After the reaction, it was extracted with EtOAc (10 mL×3) and Na2CO3 (a.q., 5 mL). The organic layer was washed with brine (5 mL×3), dried over aq. Na2SO4 and concentrated. The residue was purified by prep-HPLC to give 5-(11-fluoro-6H-pyrido[2′,3′:5,6][1,3]oxazino[3,4-a]indol-2-yl)-2-(2-hydroxypyridin-3-yl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide (10 mg, yield: 23%). 1H-NMR (CDCl3, 400 MHz) δ 8.20 (s, 1H), 8.11 (s, 1H), 7.97 (d, J=5.2 Hz, 1H), 7.96 (s, 1H), 7.66 (d, J=1.2 Hz, 1H), 7.55 (m, 2H), 7.23 (s, 2H), 7.14 (d, J=8.4 Hz, 1H), 6.85 (s, 1H), 6.60 (t, J=6.8 Hz, 1H), 6.01 (s, 2H), 5.30 (s, 1H), 3.41 (s, 3H), 2.96 (d, J=4.8 Hz, 3H), 2.70 (s, 3H). MS (M+H)+: 614.

Provenance & Evidence