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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1992360Generated: October 31, 2026

Potassium Carbonate → {3-[7-(4-Cyano-benzyl)-9-oxa-3,7-diaza-bicyclo[3.3.1]non-3-yl]-propyl}-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/1992360

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactanttert-butyl N-(3-bromopropyl)carbamateHCID 4460490—
Reactant4-(9-Oxa-3,7-diaza-bicyclo[3.3.1]non-3-yl-methyl)-benzonitrile hydrochlorideHCID 67096696—
SolventAcetonitrileHCID 6342—
Product{3-[7-(4-Cyano-benzyl)-9-oxa-3,7-diaza-bicyclo[3.3.1]non-3-yl]-propyl}-carbamic acid tert-butyl esterHCID 15980222110.2%

Reaction Conditions

Temperature60 °C

Reaction Steps

A suspension of 4-(9-Oxa-3,7-diaza-bicyclo[3.3.1]non-3-yl-methyl)-benzonitrile hydrochloride (6.8 g, 0.021 mol; from step (ii) above), (3-Bromopropyl)-carbamic acid tert-butyl ester (3.93 g, 0.017 mol) and dry K2CO3 (8.24 g, 0.059 mol) in 27 ml of dry acetonitrile was stirred at 60° C. overnight under N2 atmosphere. The reaction mixture was filtered through celite and filtrate was concentrated under reduced pressure to give (7.5 g) of the sub-title compound as pale a liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07648985B2
Source datasetuspto-grants-2010_01
ORD IDord-222e9850e0504135a7de85d18e446f66
Source noteuspto-grants-2010_01