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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2071138Generated: November 1, 2026

Potassium Carbonate → HCID 12216708, compound

https://huagongshe.com/reaction/2071138

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantTriphenylphosphineHCID 11776—
ReactantDimethyl 5-iodoisophthalateHCID 2758568—
Reactant6-Phenyl-2-(pyridin-2-yl)-1,3,6,2-dioxazaborocaneHCID 16119965—
Catalystpalladium(II) acetateHCID 167845—
SolventTetrahydrofuranHCID 8028—
ProductHCID 12216708HCID 1221670859%

Reaction Steps

To dimethyl 5-iodoisophthalate (Matrix Scientific, 800 mg, 2.5 mmol) in THF (20 ml), 2-pyridine boronic acid N-phenyldiethanol amine ester (Aldrich, 1.8 g, 6.6 mmol), K2CO3 (912 mg, 6.6 mmol), triphenyl phosphine (173 mg, 0.66 mmol) were added followed by Pd(OAc)2 and cuprous iodide (251 mg, 1.32 mmol). After refluxing for 24 h, reaction mixture was filtered through a pad of celite. Residual solvent was evaporated on a rotavap under reduced pressure and the crude was dissolved in ethyl acetate. Insoluble material was filtered off and the remaining residue was evaporated to dryness and column purified (60% ethylacetate/40% hexanes) to yield 400 mg of dimethyl 5-(pyridin-2-yl)isophthalate as yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299267B2
Source datasetuspto-grants-2012_10
ORD IDord-d0f8cf0b2f6c4592bfed023d7a90adfc
Source noteuspto-grants-2012_10