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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1159672Generated: November 1, 2026

Sodium Hydroxide → [4,6-Bis(dimethylamino)-2-{4-[4-(trifluoromethyl)benzamido]benzyl}-5-pyrimidinyl]acetic acid

https://huagongshe.com/reaction/1159672

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantHCID 59514495HCID 59514495—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product[4,6-Bis(dimethylamino)-2-{4-[4-(trifluoromethyl)benzamido]benzyl}-5-pyrimidinyl]acetic acidHCID 45270144—

Reaction Steps

A solution of methyl [4,6-bis(dimethylamino)-2-(4-{[4-(trifluoromethyl)benzoyl]amino}-benzyl)pyrimidin-5-yl]acetate (4.34 g, 8.42 mmol) in 20% tetrahydrofuran in methanol (100 mL) was treated with 1N sodium hydroxide solution (25 mL). The resulting mixture was heated at refluxing temperature for 5 hours and then the volatiles were removed by rotary evaporation under vacuum. The remaining aqueous solution was washed with diethyl ether and then neutralized with 1N hydrochloric acid at 0° C. The separated precipitate was collected by suction and rinsed with cold water. Recrystallization from methanol then gave [4,6-bis(dimethylamino)-2-(4-{[4-(trifluoromethyl)benzoyl]amino}benzyl)pyrimidin-5-yl]acetic acid (3.86 g, 81%) as colorless needles.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07812160B2
Source datasetuspto-grants-2010_10
ORD IDord-35547a7078ff41349fd20032ea112562
Source noteuspto-grants-2010_10