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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2172595Generated: October 27, 2026

Sodium Hydroxide → 3-(5-chloro-4-[(2,4-difluorobenzyl)oxy]-2-methyl-6-oxopyrimidin-1(6H)-yl]-4-methylbenzoic acid

https://huagongshe.com/reaction/2172595

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant3-[5-chloro-4-(2,4-difluoro-benzyloxy)-2-methyl-6-oxo-6H-pyrimidin-1-yl]-4-methyl-benzoic acid methyl esterHCID 21090198—
SolventTetrahydrofuranHCID 8028—
Product3-(5-chloro-4-[(2,4-difluorobenzyl)oxy]-2-methyl-6-oxopyrimidin-1(6H)-yl]-4-methylbenzoic acidHCID 21089296103.1%

Reaction Steps

To a solution of 3-[5-chloro-4-(2,4-difluoro-benzyloxy)-2-methyl-6-oxo-6H-pyrimidin-1-yl]-4-methyl-benzoic acid methyl ester from Step A (230 mg, 0.53 mmol) in tetrahydrofuran (3 mL) was added 1N sodium hydroxide (1 mL) and the solution was stirred at ambient temperature for four hours. The solution was concentrated in vacuo and the aqueous residue was acidified to pH=2 using 1M HCl. The solution was extracted with ethyl acetate, washed with water and dried over magnesium sulfate. The slurry was filtered and concentrated to give a light orange semi-solid (230 mg, quantitative yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09056110B2
Source datasetuspto-grants-2015_06
ORD IDord-c63ca262e2a244f2928b35b357090004
Source noteuspto-grants-2015_06