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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1049142Generated: October 30, 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 131394745, compound

https://huagongshe.com/reaction/1049142

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant1-(tert-Butoxycarbonyl)-3-(cyanomethylene)azetidineHCID 45789216—
ReactantHCID 178434487HCID 178434487—
SolventAcetonitrileHCID 6342—
ProductHCID 131394745HCID 131394745—

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (1.06 g, 5.10 mmol), tert-butyl 3-(cyanomethylene)azetidine-1-carboxylate (1.00 g, 5.15 mmol) and 1,8-diazabicyclo[5.4.0]undec-7-ene (0.38 mL, 2.6 mmol) in acetonitrile (20 mL) was heated at 60° C. for 2 h. After cooling, the solvent was removed under reduced pressure. The residue was purified by flash chromatography on a silica gel column eluting with ethyl acetate in hexanes (0-60%) to afford the desired product. LCMS cacld. for C16H24BN4O4 (M−55)+: m/z=347.2. Found: 347.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382231B2
Source datasetuspto-grants-2016_07
ORD IDord-4cf9cdc0c6e9495eab2e64a7340175d6
Source noteuspto-grants-2016_07