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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1915534Generated: October 26, 2026

Dimethylacetamide → 7-(4-Formylphenyl)-6-phenylimidazo[1,2-a]pyrimidine-3-carbonitrile

https://huagongshe.com/reaction/1915534

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylacetamideHCID 31374—
Reactant4-(3-Bromo-6-phenylimidazo[1,2-a]pyrimidin-7-yl)benzaldehydeHCID 86630658—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystZincHCID 23994—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product7-(4-Formylphenyl)-6-phenylimidazo[1,2-a]pyrimidine-3-carbonitrileHCID 86630657—

Reaction Conditions

Temperature160 °C

Reaction Steps

350 mg 4-(3-bromo-6-phenylimidazo[1,2-a]pyrimidin-7-yl)benzaldehyde (prepared as described in example 11), 5.6 mg Zn, 63.7 mg Zn(CN)2 and dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium (II) dichloromethane adduct are suspended in dimethylacetamide and the mixture is heated for 45 min under microwave irradiation to 160° C. The workup is performed by diluting the mixture with water and dichlormethane, extracting the aqueous layer twice and drying the combined organic layers over Na2SO4. The compound is isolated by evaporation of the solvent and chromatography on silica gel (dichloromethane/methanol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08614218B2
Source datasetuspto-grants-2013_12
ORD IDord-b90b9f52adf845508d5882ed1fcc4ee8
Source noteuspto-grants-2013_12