Potassium Phosphate, Tribasic → 2-(2-methyl-3-phenylquinoxalin-5-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one

関与物質

反応条件

反応手順

A solution of 5-bromo-2-methyl-3-phenylquinoxaline (87.5 mg, 0.292 mmol), 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one (Example 609; 216 mg, 0.585 mmol), K3PO4 (186 mg, 0.877 mmol), XPhos (Strem Chemicals, Inc.; 13.94 mg, 0.029 mmol), and Pd2dba3 (Aldrich; 13.39 mg, 0.015 mmol) in a mixture of 1,4-dioxane (2.0 mL) and water (0.400 mL) was stirred under argon at 100° C. for 45 min. The reaction mixture was then concentrated onto silica gel and chromatographically purified (silica gel, 0-100% EtOAc/hexanes, then 0-10% MeOH/DCM) to provide 2-(2-methyl-3-phenylquinoxalin-5-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one (32.8 mg, 0.093 mmol, 32% yield) as a yellow solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 11.81 (1H, br. s.), 8.06 (1H, dd, J=7.2, 1.4 Hz), 7.77-7.91 (4H, m), 7.53-7.64 (3H, m), 7.26 (1H, d, J=2.2 Hz), 7.00 (1H, s), 3.40 (2H, td, J=6.8, 2.4 Hz), 2.84 (2H, t, J=6.8 Hz), 2.75 (3H, s). m/z (ESI, +ve) 355.0 (M+H)+.

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