反应 #40514

反应方程式

sodium bicarbonate

Sodium nitrate

Intermediate 65

6-Chloro-4-fluoro-9H-β-carboline

methanol

→

6-chloro-4-fluoro-8-nitro-9H-β-carboline

收率 102.2%

溶剂

trifluoroacetic acid

trifluoroacetic acid

反应条件

后处理

1. 1
   其他was removed on a rotary evaporator
2. 2
   其他to afford a crude solid which
3. 3
   过滤the precipitated solids were collected by suction filtration
4. 4
   洗涤washed with water (300 mL)
5. 5
   其他dried in vacuo

实验过程

Sodium nitrate (1.5 eq, 53 mmol, 4.5 g) was added portionwise to a solution of Intermediate 65 (1.0 eq, 35 mmol, 7.8 g) in trifluoroacetic acid (200 mL) and the resulting mixture heated at 70° C. for 3 h. After cooling to RT the trifluoroacetic acid was removed on a rotary evaporator to afford a crude solid which was suspended in a small volume of methanol and added dropwise to a vigorously stirred mixture of saturated sodium bicarbonate solution (500 mL). The resulting slurry was stirred for 15 min then the precipitated solids were collected by suction filtration, washed with water (300 mL) and then dried in vacuo to afford 6-chloro-4-fluoro-8-nitro-9H-β-carboline (about 9.5 g) which was used in the subsequent step without further purification.

来源