反応 #541217

反応方程式

methylene chloride

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

2-hydroxynaphthalene

potassium carbonate

→

6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)-4-(2-naphthyloxy)quinazoline

収率 83.0%

溶媒

DMF

反応条件

後処理

1. 1
   温度After cooling
2. 2
   workup.ADDITIONthe mixture was poured onto a column of silica (SiO2 Isolute®)
3. 3
   洗浄eluted with, successively, methylene chloride, methylene chloride/methanol (9/1), methylene chloride/methanol/3M ammonia in methanol (75/20/5)
4. 4
   workup.ADDITIONThe fractions containing the product
5. 5
   その他were evaporated under vacuum
6. 6
   その他The residues was triturated with ether
7. 7
   ろ過filtered
8. 8
   その他dried under vacuum

実験手順

A solution of 4-chloro-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazoline (74 mg, 0.23 mmol), (prepared as described for the starting material in Example 10), and 2-hydroxynaphthalene (40 mg, 0.28 mmol) in DMF (1.5 ml) containing potassium carbonate (48 mg, 0.35 mmol) was stirred at 100° C. for 3.5 hours. After cooling, methylene chloride (4.5 ml) was added and the mixture was poured onto a column of silica (SiO2 Isolute®) and eluted with, successively, methylene chloride, methylene chloride/methanol (9/1), methylene chloride/methanol/3M ammonia in methanol (75/20/5). The fractions containing the product were evaporated under vacuum. The residues was triturated with ether, filtered and dried under vacuum to give 6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)-4-(2-naphthyloxy)quinazoline (80 mg, 83%).

出典