Methyl iodide → HCID 70664709, compound

Reaction equation

[CH:1]1([NH:6][C:7]2[C:8]([C:21]3[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=3)=[N:9][C:10]3[C:15]([N:16]=2)=[CH:14][C:13]([C:17]([O:19][CH3:20])=[O:18])=[CH:12][CH:11]=3)[CH2:5][CH2:4][CH2:3][CH2:2]1.[H-].[Na+].I[CH3:31]>O1CCCC1>[CH:1]1([N:6]([CH3:31])[C:7]2[C:8]([C:21]3[CH:22]=[CH:23][C:24]([F:27])=[CH:25][CH:26]=3)=[N:9][C:10]3[C:15]([N:16]=2)=[CH:14][C:13]([C:17]([O:19][CH3:20])=[O:18])=[CH:12][CH:11]=3)[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

Procedure

To a solution of methyl 3-(cyclopentylamino)-2-(4-fluorophenyl)quinoxaline-6-carboxylate (200 mg, 0.55 mmol) in tetrahydrofuran (15 mL) was added sodium hydride (96 mg, 4.00 mmol) at 0° C. After stirring for 1 h at room temperature, iodomethane (141.94 mg, 1.00 mmol) was added at 0° C. and the reaction mixture was stirred overnight. The reaction was then quenched by the addition of water (3 mL), extracted with dichloromethane (3×15 mL), and the organic layers combined, dried over anhydrous magnesium sulfate, and concentrated in vacuo to give methyl 3-(cyclopentyl(methyl)amino)-2-(4-fluorophenyl)quinoxaline-6-carboxylate as a yellow oil (120 mg, crude).