Reaktion #714113

Reaktionsgleichung

water

2-Chloro-4-fluoropyridine

tert-butyl carbamate

sodium hydroxide

→

solid

Ausbeute 128.9%

tert-Butyl 4-fluoropyridin-2-ylcarbamate

Ausbeute 128.9%

Lösungsmittel

1,4-dioxane

1,4-dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture was cooled to ambient temperature
2. 2
   Filtrationfiltered over celite
3. 3
   WaschenThe residue was washed with 1,4-dioxane
4. 4
   Einengenthe filtrate was concentrated

Vorschrift

Palladium (II) acetate (1.69 g, 7.53 mmol) and Xantphos (8.71 g, 15.05 mmol) were dissolved/suspended in degassed 1,4-dioxane (1200 mL) in a nitrogen atmosphere. 2-Chloro-4-fluoropyridine (99 g, 753 mmol) and tert-butyl carbamate (97 g, 828 mmol) in 1,4-dioxane (550 mL) were added, followed by sodium hydroxide (45.2 g, 1.12 mol) and water (20 mL). The resulting mixture was heated at 100° C. for 2 h. The mixture was cooled to ambient temperature and filtered over celite. The residue was washed with 1,4-dioxane and the filtrate was concentrated to afford a yellow solid (206 g). The crude material was recrystallized from 2-propanol (400 mL) and dried to afford the title compound (120.8 g) as a white solid. LCMS 213 [M+H], RT 1.96 minutes, purity 94%.

Quelle