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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 336956Generated: October 30, 2026

Water → (rac)-4-[4-Cyano-2-(ethylsulfonyl)phenyl]-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

https://huagongshe.com/reaction/336956

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant(Methoxycarbonylsulfamoyl)triethylammonium hydroxideHCID 11032497—
Reactant(rac)-4-[4-Cyano-2-(ethylsulfonyl)phenyl]-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carboxamideHCID 58133836—
SolventTetrahydrofuranHCID 8028—
Product(rac)-4-[4-Cyano-2-(ethylsulfonyl)phenyl]-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carbonitrileHCID 66602126—

Reaction Steps

The reaction was carried out under argon. (rac)-4-[4-Cyano-2-(ethylsulfonyl)phenyl]-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carboxamide (1000 mg, 2.03 mmol) was initially charged in dry THF (50 ml), methoxycarbonylsulfamoyltriethylammonium hydroxide (Burgess reagent; 726 mg, 3.046 mmol) was added and the mixture was stirred at RT. After 75 min, HPLC control showed complete conversion. Water (20 ml) was then added, the reaction mixture was concentrated and the residue was taken up in ethyl acetate (200 ml).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889700B2
Source datasetuspto-grants-2014_11
ORD IDord-1dc86a6705534153bfb35a573c56c536
Source noteuspto-grants-2014_11