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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1093225Generated: November 1, 2026

8-Oxa-3-aza-bicyclo(3.2.1)octane hydrochloride → 4-(4-(2-oxa-5-azabicyclo[2.2.2]octan-5-yl)-1-(2,2,2-trifluoroethyl)-1H-pyrazolo[3,4-d]pyrimidin-6-yl)aniline

https://huagongshe.com/reaction/1093225

Reaction equation

Participants

RoleNameHCIDCharge
Reactant8-Oxa-3-aza-bicyclo(3.2.1)octane hydrochlorideHCID 21983536—
Reactant4-[4-(8-oxa-3-aza-bicyclo[3.2.1]oct-3-yl)-1-(2,2,2-trifluoro-ethyl)-1H-pyrazolo[3,4-d]pyrimidin-6-yl]-phenylamineHCID 57424636—
Reactant5-(6-(4-nitrophenyl)-1-(2,2,2-trifluoroethyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl)-2-oxa-5-azabicyclo[2.2.2]octaneHCID 66589122—
Product4-(4-(2-oxa-5-azabicyclo[2.2.2]octan-5-yl)-1-(2,2,2-trifluoroethyl)-1H-pyrazolo[3,4-d]pyrimidin-6-yl)anilineHCID 66589086—

Reaction Steps

4-(4-(2-oxa-5-azabicyclo[2.2.2]octan-5-yl)-1-(2,2,2-trifluoroethyl)-1H-pyrazolo[3,4-d]pyrimidin-6-yl)aniline was prepared from 5-(6-(4-nitrophenyl)-1-(2,2,2-trifluoroethyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl)-2-oxa-5-azabicyclo[2.2.2]octane according to the method used for 4-[4-(8-oxa-3-aza-bicyclo[3.2.1]oct-3-yl)-1-(2,2,2-trifluoro-ethyl)-1H-pyrazolo[3,4-d]pyrimidin-6-yl]-phenylamine, except in step 5,2-oxa-5-azabicyclo[2.2.2]octane hydrochloride replaced 8-oxa-3-aza-bicyclo[3.2.1]octane hydrochloride.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08129371B2
Source datasetuspto-grants-2012_03
ORD IDord-0b44c1142b20412699b2bced123ccf1b
Source noteuspto-grants-2012_03