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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1851196Generated: November 2, 2026

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

https://huagongshe.com/reaction/1851196

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 were 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 was heated to 120° C. by microwave irradiation under an inert gas atmosphere for 1 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 crude product was purified by silica gel chromatography (dichloromethane/methanol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957064B2
Source datasetuspto-grants-2015_02
ORD IDord-ce862d97d2d34e1888c257b547dfa79e
Source noteuspto-grants-2015_02