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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2078441Generated: October 31, 2026

Acetic Acid → HCID 15980223, compound

https://huagongshe.com/reaction/2078441

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantFormic AcidHCID 284—
ReactantPotassium CarbonateHCID 11430—
Reactant4-(Bromomethyl)benzonitrileHCID 86996—
ReactantTert-butyl[2-(9-oxa-3,7-diazabicyclo[3.3.1]non-3-yl)ethyl]carbamateHCID 9970422—
SolventAcetonitrileHCID 6342—
ProductHCID 15980223HCID 1598022399%

Reaction Steps

Potassium carbonate (3.82 g, 27.6 mmol) was added to a mixture of tert-butyl[2-(9-oxa-3,7-diazabicyclo[3.3.1]non-3-yl)ethyl]carbamate (5.00 g, 18.4 mmol; see WO 02/83690 and WO 2004/035592) and 4-(bromomethyl)benzonitrile (3.61 g, 18.4 mmol) in acetonitrile (150 mL). The mixture was heated to reflux overnight, cooled to room temperature, filtered and then evaporated. The residue was dissolved in dichloromethane (100 mL), washed with water and dried over MgSO4. Purification by preparative HPLC gave 7.04 g (78%) of the title compound as a salt with one equivalent of acetic acid and one equivalent of formic acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07928225B2
Source datasetuspto-grants-2011_04
ORD IDord-c8aa5a09b45c40469ec8f6618e6a3173
Source noteuspto-grants-2011_04