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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 446280Generated: October 26, 2026

4-Hydroxybenzoic Acid → 4-(3-(Pyrimidin-4-yl)pyridin-2-yloxy)benzoic acid

https://huagongshe.com/reaction/446280

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Hydroxybenzoic AcidHCID 135—
ReactantCesium carbonateHCID 10796—
Reactant4-(2-Chloropyridin-3-yl)pyrimidineHCID 16108974—
SolventDimethyl SulfoxideHCID 679—
SolventEthyl AcetateHCID 8857—
Product4-(3-(Pyrimidin-4-yl)pyridin-2-yloxy)benzoic acidHCID 58396847—

Reaction Conditions

Temperature200 °C

Reaction Steps

A mixture of 4-(2-chloro-pyridin-3-yl)-pyrimidine, 4-hydroxy-benzoic acid and Cs2CO3 in DMSO was heated in a microwave (Personal Chemistry, Emrys Optimizer) at 200° C. for 10 minutes. The reaction mixture was cooled to RT and diluted with 60 mL of EtOAc. The product was precipitated from the solution. The mixture was then washed with 20 mL of water twice. The solid was collected by filtration and dried in an oven at 50° C. to afford off white solid as desired product. MS m/z=294 [M+1]+. Calc'd for C16H11N3O3: 293.28.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476434B2
Source datasetuspto-grants-2013_07
ORD IDord-a46a4211e58e41a3bf5c9e15c76617d0
Source noteuspto-grants-2013_07