反应详情

To a solution of 5-(5-amino-2-Isopropyl-4-methoxy-phenoxy)-pyrimidine-2,4-diamine (0.303 g, 1.0 mmol) in 15 mL AcOH was added 2,5-dimethoxypyran (0.152 g, 1.2 mmol). The solution was warmed to reflux. After 2 h the solution was cooled and poured over ice/H2O. The solution was converted to pH=8 with 50% NaOH and extracted with ethyl acetate (3×75 mL). The combined organics were washed with H2O, washed with brine, dried with Na2SO4, filtered and concentrated in vacuo to give a brown solid. Purification via flash chromatography (CH2Cl2/MeOH 97:3) afforded 5-(2-isopropyl-4-methoxy-5-pyrrol-1-yl-phenoxy)-pyrimidine-2,4-diamine (0.244 g, 72%) as a pale yellow solid. (M+H)=340.

1. temperatureThe solution was warmed to reflux
2. temperatureAfter 2 h the solution was cooled
3. extractionextracted with ethyl acetate (3×75 mL)
4. washThe combined organics were washed with H2O
5. washwashed with brine
6. dry with materialdried with Na2SO4
7. filtrationfiltered
8. concentrationconcentrated in vacuo
9. customto give a brown solid
10. customPurification via flash chromatography (CH2Cl2/MeOH 97:3)