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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2266865Generated: October 30, 2026

2-Methylbenzenesulfonamide → N-(4-{[(4'-Difluoromethoxy-biphenyl-4-yl)-methyl-amino]-methyl}-5-methyl-furan-2-carbonyl)-2-methyl-benzenesulfonamide

https://huagongshe.com/reaction/2266865

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-MethylbenzenesulfonamideHCID 6924—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant4-([(4'-Difluoromethoxy-biphenyl-4-yl)-methyl-amino]-methyl)-5-methyl-furan-2-carboxylic acidHCID 18444565—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventAcetonitrileHCID 6342—
SolventDichloromethaneHCID 6344—
ProductN-(4-{[(4'-Difluoromethoxy-biphenyl-4-yl)-methyl-amino]-methyl}-5-methyl-furan-2-carbonyl)-2-methyl-benzenesulfonamideHCID 184446219.9%

Reaction Steps

A stirred solution of 4-{[(4′-difluoromethoxy-biphenyl-4-yl)-methyl-amino]-methyl}-5-methyl-furan-2-carboxylic acid (176) (21 mg, 0.054 mmoles), 2-methyl-benzenesulphonamide (19 mg, 0.108 mmoles) and 4-(N,N-dimethylamino)-pyridine (1 mg) in a mixture of dichloromethane (8 ml) and acetonitrile (2 ml) was treated with 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (11.4 mg, 0.060 mmoles). The mixture was stirred at room temperature for 18 hours under an argon atmosphere. The reaction mixture was concentrated in vacuo and the residue was purified by HPLC to afford compound 177 (2.9 mg) as a solid. LC/MS System D; Rt=11.21 mins, m/z (ES+)=541 (M+H for C28H26F2N2O5S),

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07858644B2
Source datasetuspto-grants-2010_12
ORD IDord-80be623f20334f1897af2353fe0c413a
Source noteuspto-grants-2010_12