tert-Butyl piperazine-1-carboxylate → Tert-butyl 4-(3-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]pyridin-6-yl)piperazine-1-carboxylate

Beteiligte Stoffe

Reaktionsbedingungen

Reaktionsschritte

A solution of tert-butyl piperazine-1-carboxylate (1.30 g, 6.99 mmol)], 6-bromo-3-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]pyridine (0.93 g, 3.50 mmol), bis(dibenzylideneacetone)palladium (0.101 g, 0.17 mmol), rac-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (0.163 g, 0.26 mmol) and sodium tert-butoxide (0.84 g, 8.74 mmol) in xylenes (30 mL) was sealed into a microwave tube and degassed for 10 minutes. The reaction mixture was heated at 100° C. for 30 minutes and then cooled to ambient temperature. The reaction mixture was diluted with water (20 mL) and then extracted with ethyl acetate (2×40 mL). The organic phases were combined, dried over Na2SO4, filtered, and evaporated to give an involatile residue. The residue was purified by flash chromatography on silica-gel using an increasing gradient of ethyl acetate in isohexane as eluant to give tert-butyl 4-(3-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]pyridin-6-yl)piperazine-1-carboxylate (0.86 g, 66.2%) as a yellow solid.

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