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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 469000Generated: October 25, 2026

Hydrochloric Acid → 5-({[(2,4-dichlorophenyl)sulfonyl](methyl)amino}methyl)-N-{2-[4-(4,5-dihydro-1H-imidazol-2-yl)phenyl]ethyl}-N-methylfuran-3-carboxamide

https://huagongshe.com/reaction/469000

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant5-({[(2,4-Dichlorophenyl)sulfonyl](methyl)amino}methyl)furan-3-carboxylic acidHCID 58393267—
Reactant2-[4-(4,5-dihydro-1H-imidazol-2-yl)phenyl]-N-methylethanamineHCID 67217191—
Solvent1,2-DichloroethaneHCID 11—
Product5-({[(2,4-dichlorophenyl)sulfonyl](methyl)amino}methyl)-N-{2-[4-(4,5-dihydro-1H-imidazol-2-yl)phenyl]ethyl}-N-methylfuran-3-carboxamideHCID 46175366—

Reaction Steps

5-({[(2,4-dichlorophenyl)sulfonyl](methyl)amino}methyl)furan-3-carboxylic acid (34 mg, 0.08 mmol) was dissolved in DCE (1 mL) and CDI (26 mg, 0.16 mmol) was added. The reaction was stirred for 2 h. The activated acid solution in DCE was added to a vial containing 2-[4-(4,5-dihydro-1H-imidazol-2-yl)phenyl]-N-methylethanamine.HCl (43 mg, 0.16 mmol) and TEA (0.022 mL, 0.16 mmol). The reaction was stirred at ambient temperature for 18 h, then partitioned between saturated aqueous NaHCO3 (1 mL) and DCE (3×1 mL)). The organic layer was dried over MgSO4 and solvents were removed in vacuo. A portion of the crude product was purified by prep method A.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08623859B2
Source datasetuspto-grants-2014_01
ORD IDord-f0da3c52aec746758d726e76ec0b00ab
Source noteuspto-grants-2014_01