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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 503754Generated: November 1, 2026

Sodium Carbonate → HCID 86630671, compound

https://huagongshe.com/reaction/503754

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Formylphenylboronic AcidHCID 591073—
ReactantHCID 86630669HCID 86630669—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 86630671HCID 86630671—

Reaction Conditions

Temperature90 °C

Reaction Steps

To a mixture of 5.30 g 5-chloro-2-isopropyl-6-phenyl[1,2,4]triazolo[1,5-a]pyrimidine and 3.80 g 4-formylphenylboronic acid in 160 ml 1,2-dimethoxyethane are added 33 ml of a 10% w/w sodium carbonate solution and 0.71 g dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium (II) and the resulting mixture is heated to 90° C. under an inert gas atmosphere for 18 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, the solvent is evaporated and the residue suspended in ethyl acetate. The insoluble solid is filtered and the filtrate is evaporated. The residue is purified by chromatography on silica gel (dichloromethane/ethyl acetate) to yield the product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07776864B2
Source datasetuspto-grants-2010_08
ORD IDord-5b3a0e580d59428380756fe4d4645a26
Source noteuspto-grants-2010_08