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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1851174Generated: November 1, 2026

Sodium Carbonate → 4-(5-Methylamino-6-phenyl-imidazo[1,2-a]pyrimidin-7-yl)-benzaldehyde

https://huagongshe.com/reaction/1851174

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Formylphenylboronic AcidHCID 591073—
Reactant7-chloro-N-methyl-6-phenylimidazo[1,2-a]pyrimidin-5-amineHCID 86630660—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Solvent1,2-DimethoxyethaneHCID 8071—
Product4-(5-Methylamino-6-phenyl-imidazo[1,2-a]pyrimidin-7-yl)-benzaldehydeHCID 86630661—

Reaction Steps

To a mixture of 550 mg of the product of step 1 and 350 mg 4-formylphenylboronic acid in 10 mL 1,2-dimethoxyethane, 55 mg tetrakis (triphenylphosphine) palladium(0) and 4 mL of a 10% w/w sodium carbonate solution were added and the resulting mixture was heated by microwave for 2 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 was 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-62c9fede06cf4b7ab184c072acd186ea
Source noteuspto-grants-2015_02