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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 433735Generated: October 29, 2026

Methanol → HCID 18759300, compound

https://huagongshe.com/reaction/433735

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantHCID 18759293HCID 18759293—
SolventChloroformHCID 6212—
SolventBoron tribromideHCID 25134—
ProductHCID 18759300HCID 1875930065.3%

Reaction Steps

To a solution of 57 mg of 5-fluoro-2-(3-methoxyphenoxy)-4-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]cyanobenzene in 0.6 ml of chloroform, 48 μl of boron tribromide was added dropwise at 0° C. After the addition, the temperature of the reaction mixture was raised to room temperature and stirred for 1 hour. The mixture was cooled to 0° C. and 1 ml of methanol was added thereto. The solvent was removed under reduced pressure, the resultant was diluted with ethyl acetate, and then, saturated aqueous sodium bicarbonate solution was added thereto to be pH 4. The resultant was extracted with ethyl acetate. The organic layer was washed with saturated saline, dried over anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 36 mg of 3-{2-cyano-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}phenol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06667413B2
Source datasetuspto-grants-2003_12
ORD IDord-0d4ac9474224445e9cc65e0a7ab385a4
Source noteuspto-grants-2003_12