反応 #40515

反応方程式

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

ammonium formate

sodium bicarbonate

sodium chloride

→

6-chloro-4-fluoro-9H-β-carbolin-8-ylamine

収率 70.3%

溶媒

methanol

ethanol

反応条件

後処理

1. 1
   温度After cooling to RT the mixture
2. 2
   ろ過was filtered through a short plug of Celite®
3. 3
   洗浄washing with copious amounts of methanol
4. 4
   濃縮the filtrate concentrated in vacuo
5. 5
   その他to afford a beige solid
6. 6
   ろ過were collected by suction filtration
7. 7
   洗浄washed with water (200 mL)
8. 8
   その他dried in vacuo

実験手順

Sulfated platinum (˜0.1 eq, 1 g) was added to a suspension of 6-chloro-4-fluoro-8-nitro-9H-β-carboline (1.0 eq, 35 mmol, 9.3 g) and ammonium formate (3.0 eq, 105 mmol, 6.6 g) in ethanol (175 mL) and the resulting mixture heated at 75° C. for 4 h. After cooling to RT the mixture was filtered through a short plug of Celite® washing with copious amounts of methanol, and then the filtrate concentrated in vacuo to afford a beige solid. The solid was suspended in the minimum volume of methanol and added dropwise to a vigorously stirred mixture of saturated sodium bicarbonate solution and saturated sodium chloride solution. After stirring for 15 min the precipitated solids were collected by suction filtration, washed with water (200 mL) and dried in vacuo to afford 6-chloro-4-fluoro-9H-β-carbolin-8-ylamine (5.8 g, 70% 2 steps) as a beige powder.

出典