反应详情

A mixture of 4-hydroxy-6-methoxy-7-(3-(pyrrolidin-1-yl)propoxy)quinazoline (1.7 g, 5 mmol) and thionyl chloride (25 ml) containing DMF (0.2 ml) was heated at reflux for 3 hours. Excess thionyl chloride was removed by evaporation and by azeotroping with toluene (×2). The residue was suspended in ether and 10% aqueous solution of sodium hydrogen carbonate was added to the mixture. The organic layer was separated, dried (MgSO4) and the solvent removed by evaporation to give 4-chloro-6-methoxy-7-(3-(pyrrolidin-1-yl)propoxy)quinazoline (1.94 g, quantitative).

1. temperaturewas heated
2. temperatureat reflux for 3 hours
3. customExcess thionyl chloride was removed by evaporation
4. customby azeotroping with toluene (×2)
5. addition10% aqueous solution of sodium hydrogen carbonate was added to the mixture
6. customThe organic layer was separated
7. dry with materialdried (MgSO4)
8. customthe solvent removed by evaporation