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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 513871Generated: October 30, 2026

1,4-Dioxane → HCID 178427333, compound

https://huagongshe.com/reaction/513871

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DioxaneHCID 31275—
ReactantPhenylboronic AcidHCID 66827—
ReactantSodium BicarbonateHCID 516892—
Reactant[5-amino-1-(2-methyl-1H-benzimidazol-5-yl)-1H-pyrazol-4-yl]-[4-bromo-1-(toluene-4-sulfonyl)-1H-pyrrol-2-yl]-methanoneHCID 178427317—
SolventWaterHCID 962—
ProductHCID 178427333HCID 178427333—

Reaction Steps

Dioxane (1.5 ml) and an aqueous solution (1.5 ml) of 1 M sodium bicarbonate were added to [5-amino-1-(2-methyl-1H-benzimidazol-5-yl)-1H-pyrazol-4-yl]-[4-bromo-1-(toluene-4-sulfonyl)-1H-pyrrol-2-yl]-methanone (57 mg), palladium chloride bis-triphenylphosphine complex (10 mg), and phenylboronic acid (37 mg). The mixture was reacted at 140° C. in a microwave reactor for ten minutes. The reaction mixture was diluted with water (5 ml), and then extracted with ethyl acetate. The organic layers were combined, and concentrated under reduced pressure. After HPLC purification, the eluate was desalted using PLHCO3 cartridge (PolymerLabs), and then concentrated under reduced pressure. Thus, [5-amino-1-(2-methyl-1H-benzimidazol-5-yl)-1H-pyrazol-4-yl]-[4-phenyl-1-(toluene-4-sulfonyl)-1H-pyrrol-2-yl]-methanone was obtained as a yellow powder (15 mg, 26%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102692B2
Source datasetuspto-grants-2015_08
ORD IDord-5a03fbcc353c4131bd7ea2ba21ab9afa
Source noteuspto-grants-2015_08