反応 #62893

反応方程式

7-chloro-6-(4-chlorophenoxy)quinazolin-4(3H)-one

allyl trans-2-(3-bromo-2-oxopropyl)-3-methoxy-1-piperidinecarboxylate

→

title compound

Allyl trans-2-[3-(7-chloro-6-(4-chlorophenoxy)-quinazolin-4(3H)-on-3-yl)-2-oxopropyl]-3-methoxypiperidine-1-carboxylate

溶媒

sodium methoxide

methanol

反応条件

後処理

1. 1
   workup.WAITAfter 2 hours
2. 2
   その他the reaction mixture was evaporated under reduced pressure
3. 3
   workup.ADDITIONthe residue treated with water
4. 4
   抽出The aqueous solution was extracted three times with 75 ml of dichloromethane
5. 5
   乾燥The combined extracts were dried over anhydrous magnesium sulfate
6. 6
   ろ過filtered
7. 7
   その他evaporated

実験手順

Under a nitrogen atmosphere in a flame-dried flask at room temperature and with magnetic stirring, 0.921 g (0.003 mol) of 7-chloro-6-(4-chlorophenoxy)quinazolin-4(3H)-one was slurried in 3.0 ml of 1.1N sodium methoxide. After 15 minutes, 1.00 g (0.003 mol) of allyl trans-2-(3-bromo-2-oxopropyl)-3-methoxy-1-piperidinecarboxylate in 10 ml of methanol was added dropwise. After 2 hours, the reaction mixture was evaporated under reduced pressure, and the residue treated with water. The aqueous solution was extracted three times with 75 ml of dichloromethane. The combined extracts were dried over anhydrous magnesium sulfate, filtered, and evaporated to afford the title compound: yield 1.28 g (76%); m.p. 138°-141° C. H-NMR(CDCl3) 1.3 to 1.9 (m, 4H), 2.6-3.4 (m, 6H), 3.3 (s, 3H), 4.9 (s, 2H), 4.5-6.2 (m, 5H), 7.1 (q, 4H), 7.6 (s, 1H), 7.8 (d, 2H) ppm.

出典