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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1096962Generated: November 1, 2026

Cesium carbonate → Methyl 2-chloro-6-phenylpyridine-4-carboxylate

https://huagongshe.com/reaction/1096962

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantPhenylboronic AcidHCID 66827—
Reactant2,6-Dichloroisonicotinic acidHCID 94830—
CatalystHCID 178418476HCID 178418476—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 2-chloro-6-phenylpyridine-4-carboxylateHCID 53485792—

Reaction Steps

Phenylboronic acid (326 mg), PdCl2(PPh3)2 (84 mg) and cesium carbonate (3.9 g) were added in that order to a THF (10 mL) solution of 2,6-dichloropyridine-4-carboxylic acid (500 mg), and stirred under heat with refluxing for 1.5 hours. The reaction liquid was filtered through Celite, concentrated under reduced pressure, and the residue was purified through silica gel column chromatography (hexane/ethyl acetate) to obtain a crude product of the title compound as a yellow oil. Not purified, this was used in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08138197B2
Source datasetuspto-grants-2012_03
ORD IDord-267175a88285425692536c261fc80bcb
Source noteuspto-grants-2012_03