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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 448819Generated: October 26, 2026

Hydrogen Bromide → 3-bromo-N-(4-chloro-2-(1-cyclopropylethylcarbamoyl)phenyl)-1-(3-chloropyridin-2-yl)-4,5-dihydro-1H-pyrazole-5-carboxamide

https://huagongshe.com/reaction/448819

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen BromideHCID 260—
ReactantEthyl AcetateHCID 8857—
ReactantSodium HydroxideHCID 14798—
Reactant5-(4-chloro-2-(1-cyclopropylethylcarbamoyl)phenylcarbamoyl)-1-(3-chloropyridin-2-yl)-4,5-dihydro-1H-pyrazol-3-yl4-methylbenzene sulfonateHCID 86761933—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
Product3-bromo-N-(4-chloro-2-(1-cyclopropylethylcarbamoyl)phenyl)-1-(3-chloropyridin-2-yl)-4,5-dihydro-1H-pyrazole-5-carboxamideHCID 44185606—

Reaction Steps

400 mg of 5-(4-chloro-2-(1-cyclopropylethylcarbamoyl)phenylcarbamoyl)-1-(3-chloropyridin-2-yl)-4,5-dihydro-1H-pyrazol-3-yl4-methylbenzene sulfonate was dissolved in 0.7 mL of acetic acid, and 0.2 mL of a 47 mass % hydrogen bromide aqueous solution was dropwise added, followed by stirring for about 6 days. After completion of the reaction, ethyl acetate, water and 2 mL of 1 N sodium hydroxide were added, followed by stirring and extraction with ethyl acetate. Then, concentration under reduced pressure was carried out to obtain a crude product. The crude product was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=3/2) to obtain 180 mg of the desired product in a paste form.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481744B2
Source datasetuspto-grants-2013_07
ORD IDord-c345506dd7cc41558ea2faf334341c1d
Source noteuspto-grants-2013_07