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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1928328Generated: October 31, 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/1928328

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—
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(triphenyl-phosphine)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 numberUS08183262B2
Source datasetuspto-grants-2012_05
ORD IDord-536c9fd52678452cb637b745c2f23325
Source noteuspto-grants-2012_05