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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2360372Generated: October 30, 2026

Water → N-(2-bromo-4-(perfluoropropan-2-yl)-6-(trifluoromethyl)phenyl)-6-(methylamino)picolinamide

https://huagongshe.com/reaction/2360372

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethylamineHCID 6329—
ReactantEthyl AcetateHCID 8857—
ReactantN-(2-bromo-4-(perfluoropropan-2-yl)-6-(trifluoromethyl)phenyl)-6-chloropicoline amideHCID 86654246—
CatalystCopper SulfateHCID 24462—
Solvent1,4-DioxaneHCID 31275—
ProductN-(2-bromo-4-(perfluoropropan-2-yl)-6-(trifluoromethyl)phenyl)-6-(methylamino)picolinamideHCID 8665424869%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 0.100 g (0.180 mmol) of N-(2-bromo-4-(perfluoropropan-2-yl)-6-(trifluoromethyl)phenyl)-6-chloropicoline amide in 5 ml of 1,4-dioxane were added 0.00600 g (0.0360 mmol) of copper sulfate and 0.140 g (1.80 mmol) of a 40% aqueous methylamine solution, followed by stirring at an oil bath temperature 80° C. for 3 hours under an enclosed condition. The reaction liquid was returned to room temperature and opened, and water and ethyl acetate were added thereto. The organic layer was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the obtained residue was purified by silica gel column chromatography (eluent solvent; hexane:ethyl acetate=2:1) to prepare 0.0700 g (yield 69%) of a target compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08686044B2
Source datasetuspto-grants-2014_04
ORD IDord-2693a2f1cbcf4481bf25865bae1db6ca
Source noteuspto-grants-2014_04