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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1915528Generated: October 26, 2026

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

https://huagongshe.com/reaction/1915528

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 are 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 is heated to 80° C. under an inert gas atmosphere for 15 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 residue is suspended in ethyl acetate and the resulting mixture stirred for 2 h at room temperature. The product is collected by filtration and used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08614218B2
Source datasetuspto-grants-2013_12
ORD IDord-d7468ff4ed32483290c0c3397b050788
Source noteuspto-grants-2013_12