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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1989608Generated: October 29, 2026

Heptane → 5-{1-[6-trifluoromethyl-4-(4-trifluoromethyl-phenyl)-pyridin-2-yl]-1H-imidazol-4-yl}-thiophene-2-sulfonic acid tert-butylamide

https://huagongshe.com/reaction/1989608

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHeptaneHCID 8900—
Reactant5-Bromo-N-tert-butylthiophene-2-sulfonamideHCID 2757187—
Reactant2-(4-Tributylstannanyl-imidazol-1-yl)-6-trifluoromethyl-4-(4-trifluoromethyl-phenyl)-pyridineHCID 57468834—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Product5-{1-[6-trifluoromethyl-4-(4-trifluoromethyl-phenyl)-pyridin-2-yl]-1H-imidazol-4-yl}-thiophene-2-sulfonic acid tert-butylamideHCID 2476089457.4%

Reaction Steps

A stirred mixture of 2-(4-tributylstannanyl-imidazol-1-yl)-6-trifluoromethyl-4-(4-trifluoromethyl-phenyl)-pyridine (Example G.12) (0.570 g, 0.88 mmol), commercially available 5-bromo-thiophene-2-sulfonic acid tert-butylamide (0.295 g, 0.99 mmol), tetrakis(triphenylphosphine)palladium (0.061 g, 0.046 mmol) in toluene (6 mL) was heated under reflux conditions for 16 h. Cooled to rt, some precipitate occurred, diluted with toluene (˜5 mL), added heptane, filtered the precipitate off, washed with toluene/heptane, dried in HV to give the title compound as a white solid (290 mg, 57%). MS (ISP) 575.2 [(M+H)+]; mp>250° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07642264B2
Source datasetuspto-grants-2010_01
ORD IDord-2862cafa80834989b821ca566557f202
Source noteuspto-grants-2010_01