Lithium hydroxide, monohydrate → HCID 90333956, compound

Participants

Reaction Steps

To a suspension of compound methyl 5-(11-fluoro-6H-pyrido[2′,3′:5,6][1,3]oxazino[3,4-a]indol-2-yl)-3-(methylcarbamoyl)-6-(N-methylmethylsulfonamido)benzofuran-2-carboxylate (540 mg, 0.93 mmol) in 1,4-dioxane/H2O (6 mL/1 mL) was added LiOH.H2O (196 mg, 4.67 mmol). The mixture was stirred at RT overnight. Then it was concentrated in vacuo, diluted with water, acidized with HCl(aq. 2 M) and extracted with EtOAc. The organic layer was washed with brine, dried over Na2SO4 and concentrated give the product of compound 5-(11-fluoro-6H-pyrido[2′,3′:5,6][1,3]oxazino[3,4-a]indol-2-yl)-3-(methylcarbamoyl)-6-(N-methylmethylsulfonamido)benzofuran-2-carboxylic acid (500 mg, yield: 95%). It was used for the next step without further purification. 1H-NMR (DMSO-d6, 400 MHz) δ 9.21 (br s, 1H), 8.17 (s, 1H), 8.11 (s, 1H), 7.69 (d, J=8.4 Hz, 1H), 7.54˜7.58 (m, 1H), 7.49 (d, J=8.4 Hz, 1H), 7.28˜7.11 (m, 2H), 7.07 (s, 1H), 6.95˜6.88 (m, 1H), 6.25 (s, 2H), 3.28 (s., 3H), 2.95 (s, 3H), 2.83 (d, J=4.4 Hz, 3H). MS (M+H)+: 565.

Provenance & Evidence