反应详情

温度

100 °C

In a screw cap test tube were dissolved 8-chloro-3-methoxy-1,5-naphthyridine (281 mg, 1443 mmol), N-(5-aminopyrimidin-2-yl)benzamide (281 mg, 1312 μmol) and pyridinium p-toluenesulfonate (494 mg, 1968 mmol) in butan-2-ol (2623 μl, 1312 μmol) then heated at 100° C. The reaction turned black in a minute. After 1 h, the reaction mixture showed full conversion to product according to LCMS. The reaction mixture was diluted with CH2Cl2, neutralized with sat. NaHCO3. An emulsion was formed but the two layers eventually separated. The aqueous phase was extracted 3 times with CH2Cl2, washed with brine, dried over MgSO4, filtered and evaporated under reduce pressure to give a tan solid. The solid was triturated with hexane, filtered, and dried under vacuo. Brown solid was collected. LCMS confirmed the presence of the product, N-(5-(7-methoxy-1,5-naphthyridin-4-ylamino)pyrimidin-2-yl)benzamide. MS Calcd for C20H16N6O2: [M]+=372. Found: [M+H]+=373.

1. customIn a screw cap test tube
2. customAn emulsion was formed
3. customthe two layers eventually separated
4. extractionThe aqueous phase was extracted 3 times with CH2Cl2
5. washwashed with brine
6. dry with materialdried over MgSO4
7. filtrationfiltered
8. customevaporated
9. customto give a tan solid
10. customThe solid was triturated with hexane
11. filtrationfiltered
12. customdried under vacuo
13. customBrown solid was collected