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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1915532Generated: October 31, 2026

Sodium Carbonate → HCID 86630656, compound

https://huagongshe.com/reaction/1915532

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Formylphenylboronic AcidHCID 591073—
ReactantHCID 77231503HCID 77231503—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 86630656HCID 86630656—

Reaction Conditions

Temperature90 °C

Reaction Steps

To a mixture of 130 mg 5-chloro-6-phenyl[1,2,4]triazolo[1,5-a]pyrimidine and 93 mg 4-formylphenylboronic acid in 5 ml 1,2-dimethoxyethane are added 1.2 ml of a 10% w/w sodium carbonate solution and 65 mg tetrakis(triphenylphosphine) palladium(0) 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, evaporated and the residue suspended in methanol. The crystalline product is isolated by filtration yielding the desired product. The filtrate is evaporated to dryness, dissolved in ethyl acetate and additional product precipitated by the addition of petrolether.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08614218B2
Source datasetuspto-grants-2013_12
ORD IDord-6deb8377340c4712966a0c5f58ccb352
Source noteuspto-grants-2013_12