HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1876856Generated: November 2, 2026
1,8-Diazabicyclo(5.4.0)undec-7-ene → 3-Cyclopentyl-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)propanenitrile
https://huagongshe.com/reaction/1876856
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole | HCID 2774010 | — |
| Reactant | 3-Cyclopentylprop-2-enenitrile | HCID 53401116 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 3-Cyclopentyl-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)propanenitrile | HCID 59420165 | 73% |
Reaction Steps
To a solution of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (2.00 g, 0.0103 mol) in acetonitrile (30 mL) was added 3-cyclopentylacrylonitrile (1.25 g, 0.0103 mol), followed by 1,8-diazabicyclo[5.4.0]undec-7-ene (1.54 mL, 0.0103 mol). The resulting mixture was stirred at 60° C. overnight, then evaporated to dryness. The residue was purified on silica gel, eluting with 0 to 50% EtOAc in hexanes, to give the desired product (2.36 g, 73%). LCMS (M+H) 316.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08309718B2 |
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| Source dataset | uspto-grants-2012_11 |
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| ORD ID | ord-770ec1bcb2e4427487c5681d3b64aaf4 |
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| Source note | uspto-grants-2012_11 |
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