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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1962814Generated: November 1, 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 66597812, compound

https://huagongshe.com/reaction/1962814

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant4-(1H-Pyrazol-4-yl)-7-(2-(trimethylsilyl)ethoxy)methyl-7 H-pyrrolo(2,3-d)-pyrimidineHCID 42631346—
Reactant1-[(E)-2-Cyanovinyl]cyclopropanecarbonitrileHCID 57478040—
SolventAcetonitrileHCID 6342—
ProductHCID 66597812HCID 6659781259.5%

Reaction Steps

To a solution of 4-(1H-pyrazol-4-yl)-7-[2-(trimethylsilyl)ethoxy]methyl-7H-pyrrolo[2,3-d]-pyrimidine (61.4 mg, 0.195 mmol) and 1-[(E)-2-cyanovinyl]cyclopropanecarbonitrile (23 mg, 0.19 mmol) in ACN (2 mL) was added DBU (58 μL, 0.39 mmol) and the resulting mixture was stirred for 16 hours. The ACN was evaporated, and the residue was dissolved in ethyl acetate. This solution was washed with 1.0 N HCl, water, and brine, and dried over sodium sulfate, and the solvent removed in vacuo. Flash column chromatography (eluting with a gradient from 0-80% ethyl acetate in hexanes) afforded the product (49 mg, 58%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415362B2
Source datasetuspto-grants-2013_04
ORD IDord-79c852c2e235418c8c92198543c18b38
Source noteuspto-grants-2013_04