Sodium Hydroxide → HCID 136128873, compound

Participants

Reaction Steps

To a stirred solution of methyl 14-(8-bromo-7-(phenylsulfonyloxy)quinolin-2-yl)-5,12,18-trioxo-13-oxa-4,11,17-triazatricos-1-yn-23-oate (20 mg, 0.026 mmol) in MeOH (500 uL), were added 0.4 N NaOH (500 uL), and the reaction mixture was stirred for 4 h at room temperature. Methanol was removed in vacuo, and remaining mixture was loaded onto a TOYOPEARL SuperQ-650M packed column pre-washed with 0.2 N NaOH. After washing the column with CH3CN/H2O (1:1) twice, the loaded compound was eluted with AcOH/CH3CN/H2O (5:50:45). After remove the CH3CN in vacuo, the remaining mixture was lyophilized overnight to dryness. The residue was dissolved in MeOH/CH3Cl, transferred to a new vial and evaporated to give a yellow gum (15 mg, 0.024 mmol, 92%) and was used for next step without further purification. MS-ESI (m/z): [M+H]+ calculated for C28H36BrN4O7, 619.2 (79Br) and 621.2 (81Br); found 619.3 (79Br) and 621.3 (81Br).

Provenance & Evidence