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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1989530Generated: November 1, 2026

Heptane → 5-{1-[4-(4-chloro-3-methyl-phenyl)-6-methyl-pyrimidin-2-yl]-1H-imidazol-4-yl}-thiophene-2-sulfonic acid tert-butyl amide

https://huagongshe.com/reaction/1989530

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHeptaneHCID 8900—
Reactant5-Bromo-N-tert-butylthiophene-2-sulfonamideHCID 2757187—
Reactant4-(4-Chloro-3-methyl-phenyl)-6-methyl-2-(4-tributylstannanyl-imidazol-1-yl)-pyrimidineHCID 57468832—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Product5-{1-[4-(4-chloro-3-methyl-phenyl)-6-methyl-pyrimidin-2-yl]-1H-imidazol-4-yl}-thiophene-2-sulfonic acid tert-butyl amideHCID 60209450104.4%

Reaction Steps

A stirred mixture of 4-(4-chloro-3-methyl-phenyl)-6-methyl-2-(4-tributylstannanyl-imidazol-1-yl)-pyrimidine (Example G.8) (0.59 g, 1.03 mmol), commercially available 5-bromothiophene-2-N-tert-butylsulfonamide (0.34 g, 1.13 mmol), tetrakis(triphenylphosphine)palladium (0.071 g, 0.062 mmol) in toluene (8 ml) was heated under reflux conditions for 15 h, heptane (10 ml) was added and the mixture was stirred at RT for 1 h. The precipitate was collected by filtration and dried to yield 5-{1-[4-(4-chloro-3-methyl-phenyl)-6-methyl-pyrimidin-2-yl]-1H-imidazol-4-yl}-thiophene-2-sulfonic acid tert-butyl amide (0.54 g) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07642264B2
Source datasetuspto-grants-2010_01
ORD IDord-f191c6e3f269427abfd4554ea64d1e6f
Source noteuspto-grants-2010_01