反应 #1509660

反应方程式

Isopentyl nitrite

Iodine

CH2I2

6-chloro-9-isopropyl-9H-purin-2-amine

sodium bicarbonate

→

title compound

6-Chloro-2-iodo-9-isopropyl-9H-purine

溶剂

THF

反应条件

后处理

1. 1
   温度The reaction mixture was refluxed for 45 min
2. 2
   温度was then cooled to room temperature
3. 3
   萃取the mixture was extracted with EtOAc three times
4. 4
   洗涤The combined organic phase was washed with brine
5. 5
   干燥dried with MgSO4
6. 6
   浓缩concentrated
7. 7
   其他The residue was purified by column chromatography on silica gel
8. 8
   洗涤eluting with 0 to 30% ethyl acetate in hexane

实验过程

6-chloro-9-isopropyl-9H-purin-2-amine (2.68 g, 12.7 mmol) was dissolved in THF (64 mL) at rt. Iodine (1.61 g, 6.25 mmol), CH2I2 (10.6 mL) and CuI (1.27 g, 6.66 mmol) were added. The mixture was stirred for 5 min at room temperature. Isopentyl nitrite (5.33 mL) was added. The reaction mixture was refluxed for 45 min, and was then cooled to room temperature. Saturated aqueous sodium bicarbonate solution was added, and the mixture was extracted with EtOAc three times. The combined organic phase was washed with brine, dried with MgSO4 and concentrated. The residue was purified by column chromatography on silica gel, eluting with 0 to 30% ethyl acetate in hexane to afford the title compound as a solid. 1H NMR (400 MHz, CDCl3) δ 8.09 (s, 1H), 4.95-4.88 (m, 1H), 1.65 (d, 6H). MS m/z 323.0 (M+1).

来源