Reaktion #40515

Reaktionsgleichung

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

ammonium formate

sodium bicarbonate

sodium chloride

→

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

Ausbeute 70.3%

Lösungsmittel

methanol

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter cooling to RT the mixture
2. 2
   Filtrationwas filtered through a short plug of Celite®
3. 3
   Waschenwashing with copious amounts of methanol
4. 4
   Einengenthe filtrate concentrated in vacuo
5. 5
   Sonstigeto afford a beige solid
6. 6
   Filtrationwere collected by suction filtration
7. 7
   Waschenwashed with water (200 mL)
8. 8
   Sonstigedried in vacuo

Vorschrift

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.

Quelle