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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1928240Generated: October 31, 2026

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

https://huagongshe.com/reaction/1928240

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexaneHCID 8058—
Reactant5-Bromo-N-tert-butylthiophene-2-sulfonamideHCID 2757187—
ReactantHCID 57468828HCID 57468828—
SolventTolueneHCID 1140—
Product5-{1-[4-(3,4-dichloro-phenyl)-6-methyl-pyrimidin-2-yl]-1H-imidazol-4-yl}-thiophene-2-sulfonic acid tert-butyl amideHCID 60209448103.3%

Reaction Steps

A stirred mixture of 4-(3,4-dichloro-phenyl)-6-methyl-2-(4-tributylstannanyl-imidazol-1-yl)-pyrimidine (Example G.4) (0.45 g, 0.76 mmol), commercially available 5-bromothiophene-2-N-tert-butylsulfonamide (0.25 g, 0.84 mmol), tetrakis(triphenyl-phosphine)palladium (0.053 g, 0.046 mmol) in toluene (8 mL) was heated under reflux conditions for 15 h, hexane (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-(3,4-dichloro-phenyl)-6-methyl-pyrimidin-2-yl]-1H-imidazol-4-yl}-thiophene-2-sulfonic acid tert-butyl amide (0.41 g) as a light brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08183262B2
Source datasetuspto-grants-2012_05
ORD IDord-e382317a5ad74554a5a16be0794564b1
Source noteuspto-grants-2012_05