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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 524133Generated: October 30, 2026

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

https://huagongshe.com/reaction/524133

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 numberUS09340526B2
Source datasetuspto-grants-2016_05
ORD IDord-5277eec1e70a4b1f9cff825d068608c4
Source noteuspto-grants-2016_05