Propylamine → 5-(5-Chlorobenzoxazol-2-yl)-2-n-propylaminoaniline

Beteiligte Stoffe

Reaktionsschritte

To a suspension of 5-chloro-2-(2-fluoronitrobenzen-5-yl)benzoxazole (see Working Example 100-1) (1.5 g, 5.13 mmol) in acetonitrile (10 mL) was added triethylamine (779 mg, 7.70 mmol) and propylamine (364 mg, 6.16 mmol), and this was heated to reflux for 4 hours. After the reaction was complete, this was cooled to room temperature, water was added, and the precipitated crystals were filtered, washed with water and then dried. To a solution of the crystals obtained in ethanol/tetrahydrofuran (1:2, 15 mL) was added 10% palladium-carbon (200 mg). A hydrogen atmosphere was substituted in the flask, and this was stirred at room temperature for 18 hours. After the reaction was finished, this was filtered through Celite, and the filtrate was concentrated to yield the title compound (1.5 g, 97% yield) as orange crystals.

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