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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 873330Generated: October 29, 2026

Water → N-(4-(4-formylphenyl)pyrazolo[1,5-a]pyridin-2-yl)cyclopropanecarboxamide

https://huagongshe.com/reaction/873330

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant4-Formylphenylboronic AcidHCID 591073—
ReactantN-(4-bromopyrazolo[1,5-a]pyridin-2-yl)cyclopropanecarboxamideHCID 70979567—
Solvent1,4-DioxaneHCID 31275—
ProductN-(4-(4-formylphenyl)pyrazolo[1,5-a]pyridin-2-yl)cyclopropanecarboxamideHCID 86710532—

Reaction Steps

N-(4-Bromopyrazolo[1,5-a]pyridin-2-yl)cyclopropanecarboxamide (4.66 g, 17 mmol), 4-formylphenyl boronic acid (3.06 g, 20.4 mmol), PdCl2dppf (0.37 g, 0.45 mmol) and Na2CO3 (3.6 g, 34 mmol) were stirred in 1,4-dioxane (140 mL) and water (28 mL) at 100° C. for 3 h. The reaction mixture was cooled to room temperature, filtered through celite, washed through with DCM and concentrated in vacuo. The residue was triturated with EtOAc and dried in vacuo to afford N-(4-(4-formylphenyl)pyrazolo[1,5-a]pyridin-2-yl)cyclopropanecarboxamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08975406B2
Source datasetuspto-grants-2015_03
ORD IDord-07dcd14da5024273b67591daff630ad6
Source noteuspto-grants-2015_03