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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2070116Generated: October 30, 2026

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

https://huagongshe.com/reaction/2070116

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 29 g (0.1 mol) was initially charged in 100 ml of toluene. 24 g 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 30° C. for another hour. Subsequently, the solution was concentrated under reduced pressure. This afforded 95% of the product with a purity of 96%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299260B2
Source datasetuspto-grants-2012_10
ORD IDord-8ed85ddbbcb04a6c9174e91860af77dd
Source noteuspto-grants-2012_10