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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 433932Generated: October 30, 2026

Dimethylformamide → 2-(4-Methoxy-6-methyl-2-pyrimidinyloxy)-3-(2-(3,4-dimethoxyphenyl)ethoxy)-3,3-di(4-ethylphenyl)propionic Acid

https://huagongshe.com/reaction/433932

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
Reactant4-Methoxy-6-methyl-2-(methylsulfonyl)pyrimidineHCID 2772380—
Reactant2-Hydroxy-3-(2-(3,4-dimethoxyphenyl)ethoxy)-3,3-di(4-ethylphenyl)propionic AcidHCID 10552657—
SolventWaterHCID 962—
Product2-(4-Methoxy-6-methyl-2-pyrimidinyloxy)-3-(2-(3,4-dimethoxyphenyl)ethoxy)-3,3-di(4-ethylphenyl)propionic AcidHCID 1076988723.7%

Reaction Steps

1.8 g (3.8 mmol) of 2-hydroxy-3-(2-(3,4-dimethoxyphenyl)ethoxy)-3,3-di(4-ethylphenyl)propionic acid were introduced into 20 ml of DMF, and 554 mg of NaH (50% suspension) were added. After the mixture had stirred for 15 minutes, 855 mg (4.2 mmol) of 4-methoxy-6-methyl-2-methylsulfonylpyrimidine were added, and the mixture was stirred at room temperature for 3 hours. Water was added to the mixture, which was then extracted with ether. The aqueous phase was acidified with 1 N aqueous HCl, extracted with ether and dried over magnesium sulfate. The solvent was distilled off and 540 mg (23%) of colorless powder were isolated after recrystallization from ether/n-hexane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06670367B1
Source datasetuspto-grants-2003_12
ORD IDord-34ddc015546a479e91c6924099ca610c
Source noteuspto-grants-2003_12