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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1915593Generated: October 31, 2026

Sodium Carbonate → HCID 86630689, compound

https://huagongshe.com/reaction/1915593

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Formylphenylboronic AcidHCID 591073—
ReactantHCID 86630688HCID 86630688—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 86630689HCID 86630689—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a mixture of 1.35 g of 5-chloro-2-methyl-6-phenylpyrazolo[1,5-a]pyrimidine and 1.04 g 4-formylphenylboronic acid in 20 ml 1,2-dimethoxyethane are added 10.8 ml of a 10% w/w sodium carbonate solution and 120 mg dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium (II). The resulting mixture is heated to 100° C. by microwave irradiation under an inert gas atmosphere for 75 min. 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 crude product is purified by chromatography on silica gel (dichloromethane/methanol) to yield the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08614218B2
Source datasetuspto-grants-2013_12
ORD IDord-42dc79b4692045bf9b99ff83287e4b68
Source noteuspto-grants-2013_12