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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1992358Generated: November 3, 2026

Potassium Carbonate → 7-[3-(4-Cyano-benzenesulfonylamino)-propyl]-9-oxa-3,7-diaza-bicyclo[3.3.1]nonane-3-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1992358

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3-Boc-9-oxa-3,7-diazabicyclo[3.3.1]nonaneHCID 18540412—
ReactantN-(3-Bromo-propyl)-4-cyano-benzenesulfonamideHCID 43133733—
SolventAcetonitrileHCID 6342—
Product7-[3-(4-Cyano-benzenesulfonylamino)-propyl]-9-oxa-3,7-diaza-bicyclo[3.3.1]nonane-3-carboxylic acid tert-butyl esterHCID 6852172150.4%

Reaction Conditions

Temperature60 °C

Reaction Steps

A suspension of N-(3-Bromo-propyl)-4-cyano-benzenesulfonamide (6.39 g, 0.021 mol; see step (i) above), 9-oxa-3,7-diaza-bicyclo[3.3.1]nonane-3-carboxylic acid tert-butyl ester (4.32 g, 0.0189 mol see WO 01/28992) and dry K2CO3 (10.16 g, 0.0735 mol) in dry acetonitrile (70 ml) was stirred at 60° C. overnight under N2 atmosphere. The reaction mixture was filtered through celite and filtrate was concentrated under reduced pressure. The residue was purified by column chromatography over silica gel using 50% ethyl acetate in petroleum ether, as eluent to give the sub-title compound (4.29 g) as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07648985B2
Source datasetuspto-grants-2010_01
ORD IDord-9e0c696cbbeb4b20a6894455a2225f02
Source noteuspto-grants-2010_01