Réaction #40515

Équation de réaction

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

ammonium formate

sodium bicarbonate

sodium chloride

→

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

Rendement 70.3%

Solvants

methanol

ethanol

Conditions de réaction

Traitement

1. 1
   TempératureAfter cooling to RT the mixture
2. 2
   Filtrationwas filtered through a short plug of Celite®
3. 3
   Lavagewashing with copious amounts of methanol
4. 4
   Concentrationthe filtrate concentrated in vacuo
5. 5
   Autreto afford a beige solid
6. 6
   Filtrationwere collected by suction filtration
7. 7
   Lavagewashed with water (200 mL)
8. 8
   Autredried in vacuo

Mode opératoire

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.

Source