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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 453068Generated: October 26, 2026

Tetrahydrofuran → 1-(3,5-dichloropyridin-2-yl)-3-methyl-1H-pyrazole-5-carboxylic acid

https://huagongshe.com/reaction/453068

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium HydroxideHCID 14798—
Reactantmethyl 1-(3,5-dichloropyridin-2-yl)-3-methyl-1H-pyrazole-5-carboxylateHCID 58158937—
SolventWaterHCID 962—
Product1-(3,5-dichloropyridin-2-yl)-3-methyl-1H-pyrazole-5-carboxylic acidHCID 5815893196%

Reaction Steps

To a 100 mL flask, methyl 1-(3,5-dichloropyridin-2-yl)-3-methyl-1H-pyrazole-5-carboxylate (1.00 g, 3.49 mmol), tetrahydrofuran (10 mL), water (10 mL) and sodium hydroxide (0.14 g, 3.49 mmol) were added sequentially. After being stirred for 40 minutes at room temperature, all of the starting materials had disappeared. Then water (50 mL) was added. The mixture was extracted with ethyl acetate (30 mL) and the aqueous layer was acidified with concentrated hydrochloric acid to pH of 2˜3, and extracted with ethyl acetate (3×80 mL), the organic layer was washed with saturated brine (100 mL), dried over anhydrous magnesium sulfate and concentrated by rotary evaporator to give the product (0.91 g) as a white solid in 96% yield. Melting point: 227-228° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492409B2
Source datasetuspto-grants-2013_07
ORD IDord-4d5c882361fe46a2846b81f403dbab55
Source noteuspto-grants-2013_07