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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 713675Generated: October 29, 2026

1,2-Dimethoxyethane → HCID 118113432, compound

https://huagongshe.com/reaction/713675

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantPhenylboronic AcidHCID 66827—
ReactantHCID 118113312HCID 118113312—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventWaterHCID 962—
ProductHCID 118113432HCID 11811343240.9%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 250 mg of 5-chloro-3-ethylsulfonyl-N-methyl-N-(4-trifluoromethylsulfanylphenyl)picolinamide (Compound of Present Invention 118), 104 mg of phenylboronic acid, 10 mg of tris(dibenzylideneacetone)dipalladium(0), 25 mg of 2-dicyclohexylphosphino-2′-4′-6′-triisopropylphenyl, 242 mg of tripotassium phosphate and 3 ml of dimethoxyethane was stirred at 70° C. for 3 hours. Water was poured to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure, and the resulting residue was applied to a silica gel column chromatography to obtain 112 mg of 3-ethylsulfonyl-5-phenyl-N-methyl-N-(4-trifluoromethylsulfanylphenyl)picolinamide (hereinafter, referred to as Compound of Present Invention 124).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09185910B2
Source datasetuspto-grants-2015_11
ORD IDord-c6fd5d467eb1457b94d37a1c3db08189
Source noteuspto-grants-2015_11