Triethylamine → tert-butyl 7-(6-(4-nitrophenyl)-1-(2,2,2-trifluoroethyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl)-9-oxa-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate

Participants

Reaction Conditions

Reaction Steps

To a Smith process vial containing a suspension of 4-chloro-6-(4-nitro-phenyl)-1-(2,2,2-trifluoro-ethyl)-1H-pyrazolo[3,4-d]pyrimidine (0.50 g, 1.4 mmol) and tert-butyl 9-oxa-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate (0.34 g, 1.5 mmol) in ethanol (10 mL) was added triethylamine (0.55 mL, 4.2 mmol). The mixture was heated in the microwave reactor for 12 minutes at 150° C. The precipitate was collected by Buchner filtration, washed with methanol, and dried under house vacuum to provide tert-butyl 7-(6-(4-nitrophenyl)-1-(2,2,2-trifluoroethyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl)-9-oxa-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate as a pale yellow solid (0.54 g, 70%). MS (ES+): 550.2 (M+H)+

Provenance & Evidence