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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 63371Generated: October 25, 2026

Water → 2,6-Dimethyl-4-(5-pyrimidinyl)phenol

https://huagongshe.com/reaction/63371

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant4-Bromo-2,6-dimethylphenolHCID 16919—
Reactant(Pyrimidin-5-yl)boronic acidHCID 2795193—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventWater 1,2-dimethoxyethaneHCID 18180031—
Product2,6-Dimethyl-4-(5-pyrimidinyl)phenolHCID 6833491720%

Reaction Steps

4-Bromo-2,6-dimethylphenol (0.5 g, 2.5 mmol) was dissolved in dimethoxyethane/water (2:1). pyrimidin-5-ylboronic acid (0.37 g, 2.8 mmol), Pd(dppf)Cl2 (0.02 g, 0.13 mmol) and sodium carbonate (0.79 g, 7.5 mmol) were added thereto, followed by reacting in microwave reactor at 120° C. for 15 minutes. After the completion of the reaction, the reaction mixture was added with water, and extracted with ethyl acetate. The obtained organic layer was dried over magnesium sulfate, concentrated under reduced pressure, and purified by column chromatography to obtain 2,6-dimethyl-4-(pyrimidin-5-yl)phenol (0.1 g, 20%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447083B2
Source datasetuspto-grants-2016_09
ORD IDord-34c8f6cb4a13436397cfcea4147ae4c2
Source noteuspto-grants-2016_09