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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1361628Generated: October 30, 2026

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

https://huagongshe.com/reaction/1361628

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 numberUS07880000B2
Source datasetuspto-grants-2011_02
ORD IDord-c4af0462e1d44b2f9a7fbb1961e70bff
Source noteuspto-grants-2011_02