Reaktion #46227

Reaktionsgleichung

2,6-Dichloro-3-(trifluoromethyl)pyridine

ammonia

→

6-chloro-5-(trifluoromethyl)pyridin-2-amine

Ausbeute 46.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction was cooled to rt
2. 2
   Extraktionextracted with EtOAc (100 mL×3)
3. 3
   TrocknenThe combined organic extracts were dried over anhydrous Na2SO4
4. 4
   Sonstigeevaporated under vacuum
5. 5
   Sonstigeto give the crude product, which
6. 6
   Sonstigewas purified by column chromatography on silica gel (2-20% EtOAc in petroleum ether as eluant)

Vorschrift

2,6-Dichloro-3-(trifluoromethyl)pyridine (5.00 g, 23.2 mmol) and 28% aqueous ammonia (150 mL) were placed in a 250 mL autoclave. The mixture was heated at 93° C. for 21 h. The reaction was cooled to rt and extracted with EtOAc (100 mL×3). The combined organic extracts were dried over anhydrous Na2SO4 and evaporated under vacuum to give the crude product, which was purified by column chromatography on silica gel (2-20% EtOAc in petroleum ether as eluant) to give 6-chloro-5-(trifluoromethyl)pyridin-2-amine (2.1 g, 46% yield). 1H NMR (400 MHz, DMSO-d6) δ 7.69 (d, J=8.4 Hz, 1H), 7.13 (br s, 2H), 6.43 (d, J=8.4 Hz, 1H). MS (ESI) m/z (M+H)+ 197.2

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