Reaktion #161501

Reaktionsgleichung

sodium hydrogen carbonate

5-chloro-2-(2-(3,3,3-trifluoropropyl)aminoanilin-5-yl)benzoxazole

ethyl acetimidate hydrochloride

→

title compound

Ausbeute 80.0%

5-(5-chlorobenzoxazol-2-yl)-2-methyl-1-(3,3,3-trifluoropropyl)benzimidazole

Ausbeute 80.0%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthis was heated
2. 2
   Temperaturto reflux for 5 hours
3. 3
   Extraktionthis was extracted with chloroform
4. 4
   SonstigeThe organic layer obtained
5. 5
   Trocknenwas dried over anhydrous sodium sulfate
6. 6
   Filtrationfiltered
7. 7
   Einengenconcentrated
8. 8
   Sonstigeto give crude crystals that
9. 9
   Waschenwere washed with diethyl ether

Vorschrift

To a solution of 5-chloro-2-(2-(3,3,3-trifluoropropyl)aminoanilin-5-yl)benzoxazole (see Working Example 138-1) (200 mg, 0.562 mmol) in ethanol (5 mL) was added ethyl acetimidate hydrochloride (104 mg, 0.843 mmol), and this was heated to reflux for 5 hours. After the reaction was complete, saturated aqueous sodium hydrogen carbonate solution was added, and this was extracted with chloroform. The organic layer obtained was dried over anhydrous sodium sulfate, filtered, and concentrated to give crude crystals that were washed with diethyl ether to yield the title compound (170 mg, 80% yield) as light green crystals.

Quelle