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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1851148Generated: October 26, 2026

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

https://huagongshe.com/reaction/1851148

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Formylphenylboronic AcidHCID 591073—
Reactant7-Chloro-6-phenylimidazo[1,2-a]pyrimidineHCID 77231504—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Solvent1,2-DimethoxyethaneHCID 8071—
Product4-(6-Phenylimidazo[1,2-a]pyrimidin-7-yl)benzaldehydeHCID 86630655—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a mixture of 6 g of the crude product obtained in step 3 and 5.1 g 4-formylphenylboronic acid in 210 mL 1,2-dimethoxyethane were added 0.96 g dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium (II) dichloromethane adduct and 42 mL of a 10% w/w sodium carbonate solution. The resulting mixture was heated to 80° C. under an inert gas atmosphere for 15 h. The work up was 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 were dried over sodium sulphate and evaporated. The residue was suspended in ethyl acetate and the resulting mixture stirred for 2 h at room temperature. The product was collected by filtration and used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957064B2
Source datasetuspto-grants-2015_02
ORD IDord-2b2af16f0397456bab5ee02b7d88e13d
Source noteuspto-grants-2015_02