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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2275451Generated: October 30, 2026

Water → HCID 86688750, compound

https://huagongshe.com/reaction/2275451

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant2,6-Dimethylphenylboronic acidHCID 583322—
ReactantHCID 86688751HCID 86688751—
CatalystHCID 178418476HCID 178418476—
SolventAcetonitrileHCID 6342—
ProductHCID 86688750HCID 8668875083%

Reaction Steps

Then, 0.91 g of 5-bromo-2-(3,5-dimethylphenyl)pyrimidine, 1.05 g of 2,6-dimethylphenylboronic acid, 0.74 g of sodium carbonate, 0.029 g of bis(triphenylphosphine)palladium(II) dichloride (Pd(PPh3)2Cl2), 13 mL of water, and 13 mL of acetonitrile were put into a recovery flask equipped with a reflux pipe, and the mixture was bubbled with argon for 15 minutes. This reaction container was subjected to irradiation with microwaves (2.45 GHz, 100 W) for 4 hours to be heated. Here, into the flask were further put 1.07 g of 2,6-dimethylphenylboronic acid, 0.73 g of sodium carbonate, and 0.029 g of Pd(PPh3)2Cl2, and the mixture was bubbled with argon for 15 minutes. This reaction container was subjected to irradiation with microwaves (2.45 GHz, 100 W) again for 3 hours to be heated. After that, the obtained mixture was suction-filtered with water. The obtained solid was purified by flash column chromatography using toluene and hexane as a developing solvent in a ratio of 1:1, so that Hdmppm2-dmp (abbreviation), which was the pyrimidine derivative to be produced, was obtained as a white powder in a yield of 83%. A synthesis scheme of Step 2 is shown in (i-2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09127032B2
Source datasetuspto-grants-2015_09
ORD IDord-ca197074af644450b321bb4141ef4782
Source noteuspto-grants-2015_09