反応 #433735

反応方程式

6-methoxy-7-(1-methylpiperidin-4-ylmethoxy)-3,4-dihydroquinazolin-4-one

DMF

thionyl chloride

→

4-chloro-6-methoxy-7-(1-methylpiperidin-4-ylmethoxy)quinazoline

収率 98.0%

反応条件

後処理

1. 1
   温度was heated
2. 2
   温度After cooling
3. 3
   その他the volatiles were removed by evaporation
4. 4
   その他The precipitate was triturated with ether
5. 5
   ろ過filtered
6. 6
   洗浄washed with ether
7. 7
   その他dried under vacuum
8. 8
   workup.DISSOLUTIONThe solid was dissolved in methylene chloride
9. 9
   workup.ADDITIONsaturated aqueous sodium hydrogen carbonate was added
10. 10
    その他The organic layer was separated
11. 11
    洗浄washed with water, brine
12. 12
    乾燥dried (MgSO4)
13. 13
    その他evaporated

実験手順

A solution of 6-methoxy-7-(1-methylpiperidin-4-ylmethoxy)-3,4-dihydroquinazolin-4-one (2.8 g, 9.24 mmol) in thionyl chloride (28 ml) containing DMF (280 μl) was heated at reflux at 85° C. for 1 hour. After cooling, the volatiles were removed by evaporation. The precipitate was triturated with ether, filtered, washed with ether and dried under vacuum. The solid was dissolved in methylene chloride and saturated aqueous sodium hydrogen carbonate was added. The organic layer was separated, washed with water, brine, dried (MgSO4) and evaporated to give 4-chloro-6-methoxy-7-(1-methylpiperidin-4-ylmethoxy)quinazoline (2.9 g, 98%).

出典