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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1529128Generated: November 4, 2026

1,1'-Carbonyldiimidazole → N-[1-[4'-(3-Methyl-4-phenethylsulfanylmethyl-isoxazol-5-yl)-biphenyl-4-yl]-cyclopropanecarbonyl]-methanesulfonamide

https://huagongshe.com/reaction/1529128

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantMethanesulfonamideHCID 72879—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-[4'-(3-Methyl-4-phenethylsulfanylmethyl-isoxazol-5-yl)-biphenyl-4-yl]-cyclopropanecarboxylic acidHCID 51352351—
Solvent1,4-DioxaneHCID 31275—
ProductN-[1-[4'-(3-Methyl-4-phenethylsulfanylmethyl-isoxazol-5-yl)-biphenyl-4-yl]-cyclopropanecarbonyl]-methanesulfonamideHCID 51352174—

Reaction Steps

1-[4′-(3-Methyl-4-phenethylsulfanylmethyl-isoxazol-5-yl)-biphenyl-4-yl]-cyclopropanecarboxylic acid (0.2 g, 0.43 mmol) was dissolved in dioxane along with carbonyldiimidazole (0.2 g, 1.23 mmol), methanesulfonamide (0.14 g, 1.47 mmol) and Hünig's base. The reaction was heated to reflux overnight then cooled and submitted to standard aqueous workup. The residue was purified via silica gel chromatography (0-60% EtOAc in hexanes) to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090573B2
Source datasetuspto-grants-2015_07
ORD IDord-7200b58c242f490a955d80447a4ad335
Source noteuspto-grants-2015_07