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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 500511Generated: October 28, 2026

Potassium Carbonate → tert-Butyl 2-{7-[4-(4-pyridinyl)butyl]-9-oxa-3,7-diazabicyclo[3.3.1]non-3-yl}ethylcarbamate

https://huagongshe.com/reaction/500511

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactanttert-Butyl N-(2-bromoethyl)carbamateHCID 4103526—
ReactantHCID 18540442HCID 18540442—
SolventAcetonitrileHCID 6342—
Producttert-Butyl 2-{7-[4-(4-pyridinyl)butyl]-9-oxa-3,7-diazabicyclo[3.3.1]non-3-yl}ethylcarbamateHCID 990919851%

Reaction Conditions

Temperature50 °C

Reaction Steps

3-[4-(4-Pyridinyl)butyl]-9-oxa-3,7-diazabicyclo[3.3.1]nonane (0.25 g, 0.96 mmol, from step (ii) above), tert-butyl 2-bromoethylcarbamate (0.26 g, 0.98 mmol, see Preparation R above) and K2CO3 (0.4 g, 2.9 mmol) were mixed in CH3CN (10 mL) and stirred at 50° C. overnight. The reaction mixture was filtered, evaporated and purified by chromatography on silica (DCM:6% MeOH (satd. with NH3)). Additional purification by extraction with ether:KHSO4, basification of the organic phase and extraction with DCM gave the title compound in 51% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07772229B2
Source datasetuspto-grants-2010_08
ORD IDord-31e927015e5f41fda853be5783485499
Source noteuspto-grants-2010_08