HCID 86728259, compound → HCID 86728258, compound

Participants

Reaction Steps

To a solution of 5-(6-(2-(benzyloxy)ethyl)-11-fluoro-6H-pyrido[2′,3′:5,6][1,3]oxazino[3,4-a]indol-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide (85 mg, 0.11 mmol) in MeOH (3 mL) was added Pd/C (30 mg, 10%) under H2 protection The mixture was stirred at room temperature overnight. The it was filtered to remove Pd/C, the filtrate was concentrated in vacuo, the resulting residue was purified using prep-TLC (dichloromethane:MeOH=20:1) to provide 5-(11-fluoro-6-(2-hydroxyethyl)-6H-pyrido[2′,3′:5,6][1,3]oxazino[3,4-a]indol-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide (60 mg, yield: 85%). And after SFC separation, two enantiomers were obtained. Column: Chiralpak AD-3 50*4.6 mm I.D., 3 um Mobile phase: 60% ethanol (0.05% DEA) in CO2 Flow rate: 3 mL/min Wavelength: 220 nm. Compound 99: RT=0.529 min, Compound 100: RT=1.909 min

Provenance & Evidence