反应详情

To a solution of 2-methoxy-N-(1-{3-[(3,4,5-trimethoxyphenyl)amino]-1,2,4-triazin-6-yl}ethyl)benzamide (Intermediate 25) (27 mg, 0.06 mmol) in 1,2-dichloroethane (4 mL) was added phosphorus oxychloride (45 microL, 0.5 mmol). The mixture was heated to reflux for 4 hours. After cooling to room temperature, the mixture was diluted with DCM (150 mL) and aqueous (saturated) Na2CO3 (25 mL). The aqueous layer was extracted with dichloromethane (DCM) and the combined organic layers were washed with brine, dried over Na2SO4, concentrated under vacuum, and purified by reverse-phase HPLC to give 7-(2-methoxyphenyl)-5-methyl-N-(3,4,5-trimethoxyphenyl)imidazo[5,1-f][1,2,4]triazin-2-amine (0.005 g) as a yellow solid. 1H NMR (CDCl3): δ8.80 (s, 1H), 7.59 (dd J=7.51, 1.65 Hz, 1H), 7.44 (m, 1H), 7.00-7.07 (m, 3H), 6.84 (s, 1H), 3.78 (s, 6H), 3.59 (s, 6H), 2.63 (s, 3H). MS m/z 421 (M+1).

1. temperatureThe mixture was heated
2. temperatureto reflux for 4 hours
3. extractionThe aqueous layer was extracted with dichloromethane (DCM)
4. washthe combined organic layers were washed with brine
5. dry with materialdried over Na2SO4
6. concentrationconcentrated under vacuum
7. custompurified by reverse-phase HPLC