反应详情

To a solution of 2-N-(2-amino-5-bromophenyl)-1,3,5-triazine-2,4-diamine (6 g, 21.34 mmol) in DMF (60 mL) was added cyclopropanecarbaldehyde (2.07 ml, 27.75 mmol) followed by oxone (7.83 g, 12.81 mmol). The reaction mixture was stirred at RT for 24 hr. The reaction mixture was then cooled to 0° C. and saturated aqueous sodium bicarbonate introduced. A brown precipitate was removed by vacuum filtration. The solid was washed with DCM (100 ml). The organic phase of the filtrate was separated and the aqueous phase extracted with DCM (2×100 mL extractions). The combined organics were washed with brine and then dried (Na2SO4), filtered and concentrated in vacuo to furnish the crude title compound as a brown solid: 1H NMR (500 MHz, DMSO) delta 1.32-1.02 (4H, m), 7.41 (1H, dd, J=8.5, 1.9 Hz), 7.50 (1H, d, J=8.5), 8.05 (1H, s), 8.11 (1H, s), 8.49 (1H, d, J=1.8 Hz), 8.66 (1H, s); LC-MS: m/z=+330.90 (M+H)+. This compound of 85% purity LC-MS (UV) was used without further purification.

1. temperatureThe reaction mixture was then cooled to 0° C.
2. customA brown precipitate was removed by vacuum filtration
3. washThe solid was washed with DCM (100 ml)
4. customThe organic phase of the filtrate was separated
5. extractionthe aqueous phase extracted with DCM (2×100 mL extractions)
6. washThe combined organics were washed with brine
7. dry with materialdried (Na2SO4)
8. filtrationfiltered
9. concentrationconcentrated in vacuo