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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1036649Generated: November 1, 2026

Tetrahydrofuran → 2,6-Difluoro-3-[2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-5-yl]benzaldehyde

https://huagongshe.com/reaction/1036649

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantCesium carbonateHCID 10796—
Reactant2,4-Difluoro-3-formylphenylboronic acidHCID 3288955—
ReactantHCID 67255182HCID 67255182—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product2,6-Difluoro-3-[2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-5-yl]benzaldehydeHCID 8667286176.6%

Reaction Steps

The procedure described in stage 2.4 is followed, starting with 0.300 g (1.03 mmol) of 5-bromo-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridine obtained in stage 2.3, 0.210 g (1.13 mmol) of 2,4-difluoro-3-formylphenylboronic acid, 1.00 g (3.09 mmol) of caesium carbonate and 0.084 g (0.10 mmol) of [1,1′-bis(diphenylphosphino)ferrocene]-dichloropalladium(II) in 5 ml of a 9/1 mixture of tetrahydrofuran and water. After chromatography on silica gel, elution being carried out with a mixture of cyclohexane and ethyl acetate (8/2), 0.278 g (76%) of the expected product is obtained in the fowl of a beige powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546424B2
Source datasetuspto-grants-2013_10
ORD IDord-6d5d540f3453409085c9055f8d005b8c
Source noteuspto-grants-2013_10