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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2263158Generated: October 26, 2026

Water → 2,2,2-Trichloroethyl (4-bromo-1-methyl-1H-pyrazol-5-yl)carbamate

https://huagongshe.com/reaction/2263158

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPyridineHCID 1049—
Reactant2,2,2-Trichloroethyl chloroformateHCID 87063—
Reactant4-Bromo-1-methyl-1H-pyrazol-5-amineHCID 600351—
SolventTetrahydrofuranHCID 8028—
Product2,2,2-Trichloroethyl (4-bromo-1-methyl-1H-pyrazol-5-yl)carbamateHCID 8662550529%

Reaction Steps

To a solution of 4-bromo-1-methyl-1H-pyrazol-5-amine (500 mg, 2.84 mmol) and pyridine (0.270 ml, 3.41 mmol) in tetrahydrofuran (9.5 ml) was added 2,2,2-trichloroethyl chloroformate (0.472 ml, 3.41 mmol) with ice-cooling, and the mixture was stirred at room temperature for 2 hours. Water was poured into the reaction solution, and the mixture was extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1) to give 289 mg (28.9%) of the desired product as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07851473B2
Source datasetuspto-grants-2010_12
ORD IDord-6d8fcb077fd04a8898575d2a6ca54c10
Source noteuspto-grants-2010_12