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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1862278Generated: November 1, 2026

Sodium hydride → HCID 18619258, compound

https://huagongshe.com/reaction/1862278

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
ReactantMethyl bromoacetateHCID 60984—
ReactantHCID 178480549HCID 178480549—
SolventDimethylformamideHCID 6228—
ProductHCID 18619258HCID 186192587.5%

Reaction Steps

To a mixture of 30 mg of sodium hydride and N,N-dimethylformamide, 0.31 g of 3-{2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}-4-hydroxypyridine was added and stirred at room temperature for 1 hour. Then 0.114 g of methyl bromoacetate was added to the mixture, and stirred for 8 hours at room temperature. The mixture was poured into saturated ammonium chloride solution, and extracted with ethyl acetate. The organic layer was washed with saturated ammonium chloride solution and saturated saline, dried over anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 27 mg of 3-{2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}-4-(methoxycarbonyl)methoxypyridine [present compound 7-42].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06537948B1
Source datasetuspto-grants-2003_03
ORD IDord-31ada9dfc364427689e4fd1fcf3388b5
Source noteuspto-grants-2003_03