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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1093202Generated: October 31, 2026

Triethylamine → HCID 66588996, compound

https://huagongshe.com/reaction/1093202

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant(1S,4S)-2-oxa-5-azabicyclo(2.2.1)heptane hydrochlorideHCID 21303398—
Reactant4-Chloro-6-(4-nitrophenyl)-1-(2,2,2-trifluoroethyl)-1H-pyrazolo[3,4-D]pyrimidineHCID 57654248—
SolventEthanolHCID 702—
ProductHCID 66588996HCID 66588996118.9%

Reaction Conditions

Temperature120 °C

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 (0.30 g, 0.84 mmol) and (1S,4S)-2-oxa-5-azabicyclo[2.2.1]heptane hydrochloride (0.12 g, 0.88 mmol) in ethanol (4 mL) was added triethylamine (0.33 mL, 2.5 mmol). The mixture was heated in the microwave reactor for 15 minutes at 120° C. The precipitate was collected by Buchner filtration, washed with methanol, and dried under house vacuum to provide (1S,4S)-5-(6-(4-nitrophenyl)-1-(2,2,2-trifluoroethyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl)-2-oxa-5-azabicyclo[2.2.1]heptane as a bright yellow powder (0.42 g, >100%). MS (ES+): 421.1 (M+H)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08129371B2
Source datasetuspto-grants-2012_03
ORD IDord-80f7fe34e50446fe84aad9b2e3006ffe
Source noteuspto-grants-2012_03