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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1951666Generated: October 26, 2026

Dimethylformamide → n-[6-Chloro-4-(2-chloro-phenyl)-pyridin-3-yl]-2-(3-chloro-5-difluoromethoxy-phenyl)-n-methyl-isobutyramide

https://huagongshe.com/reaction/1951666

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantAcetic acid, 2-chloro-2,2-difluoro-, ethyl esterHCID 67843—
ReactantN-[6-Chloro-4-(2-chloro-phenyl)-pyridin-3-yl]-2-(3-chloro-5-hydroxy-phenyl)-N-methyl-isobutyramideHCID 86597668—
SolventWaterHCID 962—
Productn-[6-Chloro-4-(2-chloro-phenyl)-pyridin-3-yl]-2-(3-chloro-5-difluoromethoxy-phenyl)-n-methyl-isobutyramideHCID 8730477149%

Reaction Conditions

Temperature65 °C

Reaction Steps

To a solution of 0.700 g (1.56 mmol) N-[6-chloro-4-(2-chloro-phenyl)-pyridin-3-yl]-2-(3-chloro-5-hydroxy-phenyl)-N-methyl-isobutyramide in 10 ml N,N-Dimethylformamide 0.215 g (1.56 mmol) K2CO3 and 0.2 ml (1.56 mmol) ethyl chlordifluoroacetate was added and the resulting suspension heated at 65° C. for 15 h. After cooling to ambient temperature, the reaction mixture was poured into 75 ml water and extracted three times with 80 ml CH2Cl2. The combined organic solvents were dried (Na2SO4), filtered and evaporated. The residue was purified by flash-chromatography (SiO2, CH2Cl2/ethyl acetate 4:1) to give 0.38 g (49%) of the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08404708B2
Source datasetuspto-grants-2013_03
ORD IDord-56e882979e7543a58dfd82f638d41fa4
Source noteuspto-grants-2013_03