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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1036647Generated: November 3, 2026

Tetrahydrofuran → 2-[2-(4-Fluorophenyl)pyrazolo[1,5-a]pyridin-5-yl]benzaldehyde

https://huagongshe.com/reaction/1036647

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantCesium carbonateHCID 10796—
Reactant2-Formylphenylboronic acidHCID 292189—
ReactantHCID 67255182HCID 67255182—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product2-[2-(4-Fluorophenyl)pyrazolo[1,5-a]pyridin-5-yl]benzaldehydeHCID 8667286078%

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, 0.170 g (1.13 mmol) of 2-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 (85/15), 0.254 g (77%) of the expected product is obtained in the form of a beige powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546424B2
Source datasetuspto-grants-2013_10
ORD IDord-e8c1da79455c4a268f83a32e894680ea
Source noteuspto-grants-2013_10