反应详情

A mixture of 4-methyl-6-(1-methylpiperidin-4-yl)-2-(2-oxo-4-(1-(2,3,5,6-tetrafluorophenyl)propan-2-ylamino)-1,2-dihydropyridin-3-yl)imidazo[4,5-f]isoindole-5,7(1H,6H)-dione (0.93 g, 1.65 mmol), zinc dust (1.02 g, 15.6 mmol), and 30 mL of acetic acid was heated at reflux for 14 h under an argon atmosphere. Product was separated by a silica gel column using methylene chloride and methanol (85:15 v/v) as eluent to afford 0.10 g (11.0%) of the designed compound as yellowish solid. 1H NMR (500 MHz, DMSO-d6) δ 12.93 (s, 1H, NH), 11.28 (d, J=8.5 Hz, 1H, NH), 11.23 (d, J=4.1 Hz, 1H, NH), 7.75 (m, 1H, ArH), 7.60 (s, 1H, ArH), 7.36 (m, 1H, ArH), 6.19 (d, J=8.0 Hz, 1H, ArH), 4.40 (s, 2H, CH2), 4.28 (m, 1H, CH), 3.99 (m, 1H, CH), 3.07 (m, 2H, CH2), 2.88-2.84 (m, 2H, CH2), 2.74 (s, 3H, CH3), 2.20 (s, 3H, CH3), 2.02-1.98 (m, 2H, CH2), 1.82-1.80 (m, 2H, CH2), 1.67 (m, 2H, CH2), 1.36 (d, J=6.0 Hz, 3H, CH3); Mass (ESI, positive) m/z 583.2 [M+H]+.

1. temperaturewas heated
2. temperatureat reflux for 14 h under an argon atmosphere
3. customProduct was separated by a silica gel column