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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1876874Generated: November 1, 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 69033688, compound

https://huagongshe.com/reaction/1876874

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 2774010—
ReactantHCID 68733627HCID 68733627—
SolventAcetonitrileHCID 6342—
ProductHCID 69033688HCID 69033688—

Reaction Steps

To a solution of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (3.09 g, 0.0159 mol) in acetonitrile (39.8 mL) was added (4-(tert-butyl(dimethyl)silyl)oxycyclohexylidene)acetonitrile (4.80 g, 0.0191 mol), followed by 1,8-diazabicyclo[5.4.0]undec-7-ene (1.19 mL, 0.00797 mol). The resulting mixture was stirred at room temperature overnight, then evaporated to dryness. The mixture was purified on silica gel, eluting with 0 to 20% EtOAc in hexanes, to give the desired product as cis- and trans-mixture (2.33 g, 33%). LCMS (M+H) 446.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08309718B2
Source datasetuspto-grants-2012_11
ORD IDord-92aa8aa0f94847fc82cf3d3edd80c585
Source noteuspto-grants-2012_11