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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1992336Generated: October 26, 2026

Potassium Carbonate → {2-[7-Benzyl-9-oxa-3,7-diazabicyclo[3.3.1]non-3-yl]ethyl}tert-butyl-carbamate

https://huagongshe.com/reaction/1992336

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Bromoethyl tert-butylcarbamateHCID 17947997—
Reactant3-(Phenylmethyl)-9-oxa-3,7-diazabicyclo[3.3.1]nonane, hydrochloride (1:2)HCID 18540370—
SolventAcetonitrileHCID 6342—
Product{2-[7-Benzyl-9-oxa-3,7-diazabicyclo[3.3.1]non-3-yl]ethyl}tert-butyl-carbamateHCID 9111707050.3%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 3-benzyl-9-oxa-3,7-diazabicyclo[3.3.1]nonane dihydrochloride (8 g, 0.0275 mol, 1.0 eq.; see WO 01/28992), 2-bromoethyl tert-butylcarbamate (9.23 g, 0.0412 g, 1.5 eq.) and fused K2CO3 (18.96 g, 0.1375 mol, 5.0 eq.) in dry acetonitrile (120 mL) was stirred at 70° C. overnight under a N2 atmosphere. The reaction mixture was cooled to RT, filtered and concentrated under reduced pressure. The resulting resiude was purified by column chromatography over silica gel (using 92:8 DCM:methanol as final eluent) to yield the sub-title compound (5 g, 43%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07648985B2
Source datasetuspto-grants-2010_01
ORD IDord-872a0dc3244d4082970966248a8ba36c
Source noteuspto-grants-2010_01