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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1992368Generated: October 31, 2026

Potassium Carbonate → 1,1-Dimethylethyl N-[3-[7-[2-(4-cyano-2-fluorophenoxy)ethyl]-9-oxa-3,7-diazabicyclo[3.3.1]non-3-yl]propyl]carbamate

https://huagongshe.com/reaction/1992368

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactanttert-butyl N-(3-bromopropyl)carbamateHCID 4460490—
ReactantHCID 68519918HCID 68519918—
SolventAcetonitrileHCID 6342—
Product1,1-Dimethylethyl N-[3-[7-[2-(4-cyano-2-fluorophenoxy)ethyl]-9-oxa-3,7-diazabicyclo[3.3.1]non-3-yl]propyl]carbamateHCID 1598009994.4%

Reaction Conditions

Temperature60 °C

Reaction Steps

A suspension of 3-Fluoro-4-[2-(9-oxa-3,7-diaza-bicyclo[3.3.1]non-3-yl)-ethoxy]-benzonitrile hydrochloride hydrochloric acid salt (5 g, 0.0137 mol, from step N (vii) above ), (3-Bromo-propyl)-carbamic acid tert-butyl ester (4.24 g, 0.0178 mol, from step (i) above) and potassium carbonate (7.57 g, 0.0548 mol) in dry acetonitrile (100 ml) was stirred at 60° C. overnight under nitrogen atmosphere. The reaction mixture was filtered through celite and solvent concentrated under reduced pressure. The residue was purified by column chromatography over silica gel using 5% methanol in dichloromethane as eluent to give the sub-title compound (5.8 g) as yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07648985B2
Source datasetuspto-grants-2010_01
ORD IDord-677797d172414f9c92824a282affa782
Source noteuspto-grants-2010_01