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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1898262Generated: October 31, 2026

Chloromethyl Methyl Ether → 5-Chloro-3-[(4-chloro-3-trifluoromethyl-benzenesulfonyl)-methoxymethyl-amino]-pyridine-2-carboxylic acid methoxy-methyl-amide

https://huagongshe.com/reaction/1898262

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloromethyl Methyl EtherHCID 7864—
ReactantSodium hydrideHCID 24758—
Reactant5-Chloro-3-(4-chloro-3-trifluoromethyl-benzenesulfonylamino)-pyridine-2-carboxylic acid methoxy-methyl-amideHCID 57942105—
SolventTetrahydrofuranHCID 8028—
Product5-Chloro-3-[(4-chloro-3-trifluoromethyl-benzenesulfonyl)-methoxymethyl-amino]-pyridine-2-carboxylic acid methoxy-methyl-amideHCID 5794211982.1%

Reaction Steps

To a suspension of sodium hydride (314 mg, 7.86 mmol) in 8 mL of THF was added a mixture of 5-chloro-3-(4-chloro-3-trifluoromethyl-benzenesulfonylamino)-pyridine-2-carboxylic acid methoxy-methyl-amide (3.0 g, 6.55 mmol) and chloromethyl methyl ether (0.741 mL, 9.825 mmol) in 8 mL of THF. The mixture was stirred at room temperature overnight. After the removal of the solvents the residue was purified by flash column (20% ethyl acetate in hexane) to afford 2.70 grams of the title compound as a white solid. (M+H)+ expect 502.0. found 502.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08519135B2
Source datasetuspto-grants-2013_08
ORD IDord-9625cf90d371460ab5f009efbbeddf87
Source noteuspto-grants-2013_08