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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2090292Generated: November 3, 2026

Cyclopentylideneacetonitrile → HCID 59402390, compound

https://huagongshe.com/reaction/2090292

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopentylideneacetonitrileHCID 79810—
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—
SolventAcetonitrileHCID 6342—
ProductHCID 59402390HCID 5940239017.29%

Reaction Steps

A mixture of cyclopentylideneacetonitrile (0.65 g, 0.0061 mol), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (0.60 g, 0.0031 mol, Aldrich, Cat. 525057), and 1,8-diazabicyclo[5.4.0]undec-7-ene (47 mg, 0.00031 mol, Aldrich, Cat. No. 139009) in acetonitrile (7 mL) was stirred at 60° C. overnight. After cooling to r.t., the reaction mixture was concentrated. The crude residue was purified by flash column chromatography on a silica gel column using 40% ethyl acetate in hexane as eluent to afford the desired compound (161 mg, 17.29%). LCMS (M+H)+: m/z=302.4.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08436008B2
Source datasetuspto-grants-2013_05
ORD IDord-f0aac97223f548b8bb9e4d042f09c218
Source noteuspto-grants-2013_05