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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 453083Generated: October 29, 2026

Methanol → 3-bromo-1-(3,5-dichloropyridin-2-yl)-1H-pyrazole-5-carboxylic acid

https://huagongshe.com/reaction/453083

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium HydroxideHCID 14798—
Reactantethyl 3-bromo-1-(3,5-dichloropyridin-2-yl)-1H-pyrazole-5-carboxylateHCID 58158925—
SolventWaterHCID 962—
Product3-bromo-1-(3,5-dichloropyridin-2-yl)-1H-pyrazole-5-carboxylic acidHCID 5815893052.3%

Reaction Steps

To a 100 mL flask, ethyl 3-bromo-1-(3,5-dichloropyridin-2-yl)-1H-pyrazole-5-carboxylate (2.0 g, 5.5 mmol), methanol (10 mL), water (10 mL) and sodium hydroxide (0.3 g, 5.5 mmol) were added. After being stirred at room temperature for 1 hour, the mixture reacted completely. The reaction mixture was concentrated by rotary evaporator to about 10 mL as a dark brown solution. Then water (40 mL) was added into the dark brown solution. The aqueous solution was extracted with ethyl ether (50 mL) and acidified with concentrated hydrochloric acid to pH of 4. The precipitate was isolated by filtration, washed with water (2×50 mL) and dried to give the product (0.97 g) as white solid in 48% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492409B2
Source datasetuspto-grants-2013_07
ORD IDord-0b484d9ea1354459b503e7336870e640
Source noteuspto-grants-2013_07