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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1811358Generated: November 1, 2026

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

https://huagongshe.com/reaction/1811358

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 percent).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08362261B2
Source datasetuspto-grants-2013_01
ORD IDord-ea57537e45b44a749213ce746d026c75
Source noteuspto-grants-2013_01