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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 878396Generated: October 30, 2026

Methanol → Methyl 3-(chloromethyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxylate

https://huagongshe.com/reaction/878396

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
Reactant1-(3-chloropyridin-2-yl)-3-(hydroxymethyl)-1H-pyrazole-5-carboxylic acid hydrochlorideHCID 66680664—
SolventTolueneHCID 1140—
ProductMethyl 3-(chloromethyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxylateHCID 49850068—

Reaction Conditions

Temperature70 °C

Reaction Steps

1-(3-Chloropyridin-2-yl)-3-(hydroxymethyl)-1H-pyrazole-5-carboxylic acid hydrochloride (0.1 mol) was initially charged in 50 ml of toluene. SOCl2 was added in portions at 60° C. The mixture was heated at 70° C. for 3 h, in the course of which the precipitate went completely into the solution. Methanol (30 ml) was slowly added dropwise to the mixture and the solution was stirred at room temperature for one hour. Subsequently, the solution was concentrated under reduced pressure. This afforded 95% of the product with a purity of 96% (area per cent).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987460B2
Source datasetuspto-grants-2015_03
ORD IDord-431d7eaba51e46cc998d3a726c11d113
Source noteuspto-grants-2015_03