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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1438436Generated: October 31, 2026

4-Chloro-N-[5-chloro-2-(6-methyl-pyridine-3-carbonyl)-pyridin-3-yl]-N-methoxymethyl-3-trifluoromethyl-benzenesulfonamide → 4-Chloro-N-[5-chloro-2-(6-methyl-pyridine-3-carbonyl)-pyridin-3-yl]-3-trifluoromethyl-benzenesulfonamide

https://huagongshe.com/reaction/1438436

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chloro-N-[5-chloro-2-(6-methyl-pyridine-3-carbonyl)-pyridin-3-yl]-N-methoxymethyl-3-trifluoromethyl-benzenesulfonamideHCID 57942554—
SolventHydrochloric AcidHCID 313—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
SolventSodium BicarbonateHCID 516892—
Product4-Chloro-N-[5-chloro-2-(6-methyl-pyridine-3-carbonyl)-pyridin-3-yl]-3-trifluoromethyl-benzenesulfonamideHCID 1155494433.1%

Reaction Steps

A mixture of 4-Chloro-N-[5-chloro-2-(6-methyl-pyridine-3-carbonyl)-pyridin-3-yl]-N-methoxymethyl-3-trifluoromethyl-benzenesulfonamide (30 mg) in 3 mL of 4M HCl in dioxane and 1 mL of water was refluxed for 3 hours. After cooling to rt the mixture was diluted with water and sodium bicarbonate was added until pH was 9. The mixture was extracted with ethyl acetate, dried and concentrated. The residue was further purified via flash column (70% ethyl acetate in hexane) to afford 9.1 mg of title compound as an off white solid. 1H NMR: (400 MHz, CDCl3) δ 8.97 (m, 1 H), 8.35 (m, 1 H), 8.16-8.13 (m, 2 H), 8.08-8.05 (m, 1 H), 7.93-7.91 (m, 1 H), 7.59-7.57 (m, 1 H), 7.25-7.23 (1 H), 2.63 (s, 3 H). MS: (M+H)/z=490.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07622583B2
Source datasetuspto-grants-2009_11
ORD IDord-92dfb9e2ff1949679d4f5bf9ccff5d17
Source noteuspto-grants-2009_11