反应 #2075735

反应方程式

2-(4-Chloro-2-fluoro-3-methoxyphenyl)-6-methoxy-7-methyl-7H-purine

thionyl chloride

sodium hydroxide

DMF

sodium hydroxide

HCl

→

title compound

收率 49.3%

6-Chloro-2-(4-chloro-2-fluoro-3-methoxyphenyl)-7-methyl-7H-purine

收率 49.3%

溶剂

ethyl acetate

water

反应条件

后处理

1. 1
   温度heated
2. 2
   温度at reflux for 2 h
3. 3
   温度After cooling
4. 4
   过滤The precipitated material was collected by filtration
5. 5
   洗涤washed with water
6. 6
   其他dried under vacuum at 80° C
7. 7
   温度The mixture was heated
8. 8
   温度at reflux for 3 h
9. 9
   温度cooled
10. 10
    洗涤washed twice with water, once with brine
11. 11
    其他dried
12. 12
    其他evaporated

实验过程

2-(4-Chloro-2-fluoro-3-methoxyphenyl)-6-methoxy-7-methyl-7H-purine (1.0 g, 3.1 mmol) was combined with 10 mL 6M HCl and heated at reflux for 2 h. After cooling, the mixture was diluted with 15 mL water and the pH was adjusted to 2 by addition of 2M aqueous sodium hydroxide. The precipitated material was collected by filtration, washed with water and dried under vacuum at 80° C. A 500 mg sample of the crude intermediate was slurried in chloroform (10 mL), treated with DMF (0.62 mL, 580 mg, 8.0 mmol) and then with thionyl chloride (0.58 mL, 950 mg, 8.0 mmol). The mixture was heated at reflux for 3 h, cooled and poured into 20 mL of ice-water. The pH was adjusted to 10 by addition of 1M sodium hydroxide. The precipitated product was taken up in ethyl acetate, washed twice with water, once with brine, dried and evaporated to give the title compound (500 mg, 49% yield over two steps): mp 184-186° C.: 1H NMR (DMSO-d6) δ 8.8 (s, 1H), 7.8 (dd, 1H), 7.46 (dd, 1H), 4.11 (s, 3H), 3.96 (s, 3H).

来源