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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1989761Generated: November 3, 2026

Trifluoro-methanesulfonic acid 6-methyl-4-(4-trifluoromethoxyphenyl)-pyridin-2-yl ester → N-tert-Butyl-3-[6'-methyl-4'-(4-trifluoromethoxy-phenyl)-[2,2']bipyridinyl-6-yl]-benzenesulfonamide

https://huagongshe.com/reaction/1989761

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoro-methanesulfonic acid 6-methyl-4-(4-trifluoromethoxyphenyl)-pyridin-2-yl esterHCID 57468693—
ReactantHCID 60209340HCID 60209340—
SolventTolueneHCID 1140—
ProductN-tert-Butyl-3-[6'-methyl-4'-(4-trifluoromethoxy-phenyl)-[2,2']bipyridinyl-6-yl]-benzenesulfonamideHCID 24760219—

Reaction Steps

A stirred mixture of trifluoro-methanesulfonic acid 6-methyl-4-(4-trifluoromethoxyphenyl)-pyridin-2-yl ester (Example A.63) (0.221 g, 0.55 mmol), N-tert-butyl-3-(6-tributylstannanyl-pyridin-2-yl)-benzenesulfonamide (Example F.6) (0.290 g, 0.50 mmol), tetrakis(triphenyl-phosphine)palladium (0.032 g, 5 mol %) in toluene (5 mL) was heated under reflux conditions for 18 h. Cooled to rt, extracted with ethyl acetate and water, dried the organic layer over Na2SO4. Removal of the solvent in vacuum left a crude product which was purified by silica gel column chromatography with n-heptane/ethyl acetate to give the title compound after trituration with diethyl ether as a white solid (100 mg, 34%). MS (ISP) 542.8 [(M+H)+]; mp 148° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07642264B2
Source datasetuspto-grants-2010_01
ORD IDord-ef81cb4ea2d640e0ae36301d3183faf7
Source noteuspto-grants-2010_01