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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 421550Generated: October 26, 2026

Triethylamine → Methyl 1-(3-chloropyridin-2-yl)-3-{[(methylsulfonyl)oxy]methyl}-1H-pyrazole-5-carboxylate

https://huagongshe.com/reaction/421550

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantMethyl 1-(3-chloropyridin-2-yl)-3-(hydroxymethyl)-1H-pyrazole-5-carboxylateHCID 53235501—
SolventDichloromethaneHCID 6344—
ProductMethyl 1-(3-chloropyridin-2-yl)-3-{[(methylsulfonyl)oxy]methyl}-1H-pyrazole-5-carboxylateHCID 58320697—

Reaction Conditions

Temperature0 °C

Reaction Steps

Under argon 2.10 g (7.85 mmol) of methyl 2-(3-chloropyridin-2-yl)-5-hydroxymethyl-2H-pyrazole-3-carboxylate are introduced in 13 ml of dichloromethane and this initial charge is cooled to 0° C. and admixed dropwise in succession with 1.64 ml (11.8 mmol) of triethylamine and 0.67 ml (8.63 mmol) of methanesulphonyl chloride. It is stirred at this temperature for 30 minutes, diluted with 50 ml of dichloromethane and washed successively with 50 ml each of saturated aqueous sodium hydrogen sulphate solution, 10 percent strength aqueous hydrochloric acid and saturated aqueous sodium chloride solution. The organic phase is dried over magnesium sulphate and then the solvent is removed on a rotary evaporator.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08101550B2
Source datasetuspto-grants-2012_01
ORD IDord-0900312d4d504e5898531d739d8372cc
Source noteuspto-grants-2012_01