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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1645964Generated: October 30, 2026

Dimethyl Sulfoxide → N-(4-Bromo-1-methylpyrazol-3-yl)-7-chloro-5-methoxy-1,2,4-triazolo[1,5-c]-pyrimidine-2-sulfonamide

https://huagongshe.com/reaction/1645964

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantPyridineHCID 1049—
Reactant4-bromo-1-methyl-1H-pyrazol-3-amineHCID 2735283—
Reactant7-Chloro-5-methoxy-1,2,4-triazolo[1,5-c]pyrimidine-2-sulfonyl chlorideHCID 15003651—
SolventAcetonitrileHCID 6342—
ProductN-(4-Bromo-1-methylpyrazol-3-yl)-7-chloro-5-methoxy-1,2,4-triazolo[1,5-c]-pyrimidine-2-sulfonamideHCID 1976891425%

Reaction Steps

Pyridine (1.08 g, 8 mmol) and dimethyl sulfoxide (0.2 g) were added to a solution of 7-chloro-5-methoxy-1,2,4-triazolo[1,5-c]pyrimidine-2-sulfonyl chloride (1.0 g, 4.0 mmol) and 3-amino-4-bromo-1-methylpyrazole (0.7 g, 4.0 mmol) in 10 mL of acetonitrile with stirring at ambient temperature and the mixture was allowed to react overnight. The mixture was then concentrated by evaporation under reduced pressure and the residue was taken up in methylene chloride. The resulting solution was extracted with water and dried over MgSO4. The volatile materials were then removed by evaporation under reduced pressure and the solid residue was extracted with diethyl ether and with water, recovered by filtration, and dried under reduced pressure to obtain 0.38 g (25 percent yield) of the title compound as a white solid melting at 230°-232° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05177206
Source datasetuspto-grants-1993_01
ORD IDord-ec4798ddd9b9472680f8a946022a9d8d
Source noteuspto-grants-1993_01