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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 63372Generated: October 25, 2026

Water → 4-(2-Amino-5-pyrimidinyl)-2,6-dimethylphenol

https://huagongshe.com/reaction/63372

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant4-Bromo-2,6-dimethylphenolHCID 16919—
Reactant(2-Aminopyrimidin-5-yl)boronic acidHCID 17750211—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventWater 1,2-dimethoxyethaneHCID 18180031—
Product4-(2-Amino-5-pyrimidinyl)-2,6-dimethylphenolHCID 9000218127.8%

Reaction Steps

2-Aminopyrimidin-5-ylboronic acid (0.76 g, 5.4 mmol) was dissolved in dimethoxyethane/water (2:1). 4-Bromo-2,6-dimethylphenol (0.91 g, 4.52 mmol) and Pd(dppf)Cl2 (0.19 g, 0.14 mmol), sodium carbonate (1.4 g, 14 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 dichloromethane. The obtained organic layer was dried over magnesium sulfate, concentrated under reduced pressure, and purified by column chromatography to obtain 4-(2-aminopyrimidin-5-yl)-2,6-dimethylphenol (0.27 g, 27%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447083B2
Source datasetuspto-grants-2016_09
ORD IDord-25183739944245768959d0db5a00b4d8
Source noteuspto-grants-2016_09