反应详情

温度

105 °C

A mixture of Xphos (12 mg, 0.027 mmol), Pd2dba3 (12 mg, 0.013 mmol), K3PO4 (169 mg, 0.80 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 (609) (139 mg, 0.53 mmol) and 2-(tert-butylamino)-8-iodo-3-methylquinazolin-4(3H)-one (701) (95 mg, 0.27 mmol) in dioxane (2 mL), water (0.4 mL) in a sealed glass tube was heated in a Initiator microwave reactor (Personal Chemistry, Biotage AB, Inc.) at 105° C. for 30 min. It was partitioned between 15 mL of EtOAc and 2 mL of 0.5 N NaOH. The organic layer was separated and concentrated under reduced pressure. The crude material was purified on a silica gel column (eluted with a gradient of 1-10% MeOH in DCM) to afford 2-(tert-butylamino)-3-methyl-8-(4-oxo-4,5,6,7-tetrahydro-1H-pyrrolo[3,2-c]pyridin-2-yl)quinazolin-4(3H)-one (30 mg, 31% yield) as an off-white crystalline solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 12.00 (1H, br.), 7.94 (1H, dd, J=7.5, 1.5 Hz), 7.86 (1H, dd, J=7.8, 1.4 Hz), 7.18 (1H, t, J=7.6 Hz), 6.94 (2H, d, J=2.2 Hz), 5.98 (1H, s), 3.50 (3H, s), 3.44 (2H, m), 2.86 (2H, t, J=6.8 Hz), 1.56 (9H, s). m/z (ESI, +ve ion) 366.2 (M+H)+.

1. customIt was partitioned between 15 mL of EtOAc and 2 mL of 0.5 N NaOH
2. customThe organic layer was separated
3. concentrationconcentrated under reduced pressure
4. customThe crude material was purified on a silica gel column (
5. washeluted with a gradient of 1-10% MeOH in DCM)