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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 503750Generated: November 2, 2026

Sodium Carbonate → 4-(5-Methyl-6-phenylimidazo[1,2-a]pyrimidin-7-yl)benzaldehyde

https://huagongshe.com/reaction/503750

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Formylphenylboronic AcidHCID 591073—
Reactant7-Chloro-5-methyl-6-phenylimidazo[1,2-a]pyrimidineHCID 86630667—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Solvent1,2-DimethoxyethaneHCID 8071—
Product4-(5-Methyl-6-phenylimidazo[1,2-a]pyrimidin-7-yl)benzaldehydeHCID 86630668—

Reaction Conditions

Temperature120 °C

Reaction Steps

To a mixture of 220 mg of the product obtained in step 2 and 131 mg 4-formylphenylboronic acid in 10 ml 1,2-dimethoxyethane are added 25 mg dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium (II) dichloromethane adduct and 7 ml of a 10% w/w sodium carbonate solution and the resulting mixture is heated to 120° C. by micro wave irradiation under an inert gas atmosphere for 1 h. The work up is performed by diluting the reaction mixture with water and dichloromethane, separating the phases and extraction of the aqueous phase with dichloromethane. The combined organic layers are dried over sodium sulphate and evaporated. The crude product is purified by silica gel chromatography (dichloromethane/methanol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07776864B2
Source datasetuspto-grants-2010_08
ORD IDord-27b7cd2afade4bd1b384b3f75cebd00a
Source noteuspto-grants-2010_08