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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 552804Generated: October 29, 2026

3-Oxocyclobutane-1-carbonitrile → 3-(2-(5-Bromo-2-methoxypyridin-3-yl)-2-oxoethylidene)cyclobutanecarbonitrile

https://huagongshe.com/reaction/552804

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Oxocyclobutane-1-carbonitrileHCID 13082390—
Reactantlithium (Z)-1-(5-bromo-2-methoxypyridin-3-yl)-2-(dimethoxyphosphoryl)ethenolateHCID 59468662—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product3-(2-(5-Bromo-2-methoxypyridin-3-yl)-2-oxoethylidene)cyclobutanecarbonitrileHCID 57515863—

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of lithium (Z)-1-(5-bromo-2-methoxypyridin-3-yl)-2-(dimethoxyphosphoryl)ethenolate (2.0 g, 5.8 mmol) and 3-oxocyclobutanecarbonitrile (1.1 g, 12 mmol) in p-dioxane (6 ml) was heated at 120° C. by Microwave in 1 h. The mixture was cooled, taken up in H2O, extracted with EtOAc (3×), dried over MgSO4, concentrated to provide the title compound. MS (m+1): 307.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07951838B2
Source datasetuspto-grants-2011_05
ORD IDord-e212a1b55bb84e838bc9bc9c1b049869
Source noteuspto-grants-2011_05