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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1851171Generated: October 25, 2026

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

https://huagongshe.com/reaction/1851171

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, 5.6 mg Zn, 63.7 mg Zn(CN)2 and dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium (II) dichloromethane adduct were suspended in dimethylacetamide and the mixture was heated for 45 min under microwave irradiation to 160° C. The workup was performed by diluting the mixture with water and dichlormethane, extracting the aqueous layer twice and drying the combined organic layers over Na2SO4. The compound was isolated by evaporation of the solvent and chromatography on silica gel (dichloromethane/methanol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957064B2
Source datasetuspto-grants-2015_02
ORD IDord-7b93749c13cc4196b23fc169f9802bea
Source noteuspto-grants-2015_02