Reaktion #11979

Reaktionsgleichung

triethylamine

Benzotriazol-1-yloxy-tris(dimethylamino)-phosphonium hexafluorophosphate

5-pyridin-2-yl-7-trifluoromethyl-pyrazolo[1,5-a]pyrimidine-2-carboxylic acid

benzylamine

→

5-pyridin-2-yl-7-trifluoromethyl-pyrazolo[1,5-a]pyrimidine-2-carboxylic acid benzylamide

Ausbeute 86.9%

Lösungsmittel

ethyl ether

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed with a saturated aqueous solution of sodium bicarbonate (10 mL)
2. 2
   SonstigeThe organic layer was collected
3. 3
   Einengenconcentrated under reduced pressure and crude the product
4. 4
   Sonstigewas purified by column chromatography on silica gel

Vorschrift

Benzotriazol-1-yloxy-tris(dimethylamino)-phosphonium hexafluorophosphate (BOP) (0.430 g, 0.973 mmol) was added to a suspension of 5-pyridin-2-yl-7-trifluoromethyl-pyrazolo[1,5-a]pyrimidine-2-carboxylic acid (0.250 g, 0.811 mmol) and benzylamine (0.106 mL, 0.973 mmol) in tetrahydrofuran (10 mL) containing triethylamine (0.339 ml, 2.43 mmol). The reaction mixture was stirred overnight at room temperature, diluted with ethyl ether (10 mL) and washed with a saturated aqueous solution of sodium bicarbonate (10 mL). The organic layer was collected, concentrated under reduced pressure and crude the product was purified by column chromatography on silica gel to give 5-pyridin-2-yl-7-trifluoromethyl-pyrazolo[1,5-a]pyrimidine-2-carboxylic acid benzylamide (0.280 g, 86%).

Quelle