反应详情

To an ice-bathed cooled solution of 4-Bromo-1-[4-(3-chloro-4-fluoro-phenylamino)-5,8-dihydro-6H-9-thia-1,3,7-triaza-fluoren-7-yl]-but-2-en-1-one (0.125 g, 0.00026 mol) in dichloromethane (1.25 ml) was added dimethylamine (2.0M solution in THF) (0.65 ml, 0.001 mol) over 1-2 min. The resulting mixture was stirred at RT for 2 hours. TLC (10% MeOH/Dichloromethane) indicates no SM present, a new polar spot seen. Conc. the reaction mixture to dryness under vacuum at 30° C. Purified by silica gel chromatography (ISCO system) using a gradient of dichloromethane—30% methanol/dichloromethane. The fractions combined, conc to dryness and the residue dissolved in 10% MeOH/DCM, filtered through a filter paper. The filterate was conc. to dryness and dried under vacuum at RT O/N to give 0.03 g (23%) of desired product. 1H-NMR (CD3OD-d3) δ 8.46 (m, 1H), 8.39 (s, 1H), 7.88 (m, 1H), 7.62 (m, 1H), 7.42 (t, 1H), 6.67 (m, 1H), 3.94 (m, 2H), 3.87 (m, 4H), 2.75 (m, 2H), 2.56 (s, 6H); LCMS RT=2.38 min, [M+H]+=446.0.

1. customat 30° C
2. customPurified by silica gel chromatography (ISCO system)
3. dissolutionthe residue dissolved in 10% MeOH/DCM
4. filtrationfiltered through a filter paper
5. customdried under vacuum at RT O/N