Реакция #11981

Уравнение реакции

triethylamine

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

5-(4-bromo-phenyl)-7-trifluoromethyl-pyrazolo[1,5-a]pyrimidine-2-carboxylic acid

thiophene-2-methylamine

→

5-(4-bromo-phenyl)-7-trifluoromethyl-pyrazolo[1,5-a]pyrimidine-2-carboxylic acid (thiophen-2-ylmethyl)-amide

Выход 73.2%

Растворители

ethyl ether

THF

Условия реакции

Обработка

1. 1
   Промывкаwashed with a saturated aqueous solution of sodium bicarbonate (10 mL)
2. 2
   ДругоеThe organic layer was collected
3. 3
   Концентрированиеconcentrated under reduced pressure
4. 4
   Другоеthe crude product was purified by column chromatography

Методика

Benzotriazol-1-yloxy-tris(dimethylamino)-phosphonium hexafluorophosphate (BOP) (0.144 g, 0.327 mmol) was added to a suspension of 5-(4-bromo-phenyl)-7-trifluoromethyl-pyrazolo[1,5-a]pyrimidine-2-carboxylic acid (0.115 g, 0.298 mmol) and thiophene-2-methylamine (0.034 mL, 0.327 mmol) in THF (10 mL) containing triethylamine (0.124 mL, 0.893 mmol). The reaction mixture was stirred overnight at room temperature, diluted with ethyl ether (5 mL) and washed with a saturated aqueous solution of sodium bicarbonate (10 mL). The organic layer was collected, concentrated under reduced pressure and the crude product was purified by column chromatography to give 5-(4-bromo-phenyl)-7-trifluoromethyl-pyrazolo[1,5-a]pyrimidine-2-carboxylic acid (thiophen-2-ylmethyl)-amide (0.105 g, 73%).

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