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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1428730Generated: November 1, 2026

Triethylamine → 2-(3-Fluoro-4-(methylsulfonamidomethyl)phenyl)-N-((3'-methyl-5-(trifluoromethyl)biphenyl-2-yl)methyl)propanamide

https://huagongshe.com/reaction/1428730

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant2-(3-Fluoro-4-(methylsulfonamidomethyl)phenyl)propanoic acidHCID 86679365—
Reactant(3'-Methyl-5-(trifluoromethyl)biphenyl-2-yl)methanamineHCID 86680213—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
Product2-(3-Fluoro-4-(methylsulfonamidomethyl)phenyl)-N-((3'-methyl-5-(trifluoromethyl)biphenyl-2-yl)methyl)propanamideHCID 7153963884%

Reaction Steps

To a stirred solution of 2-(3-fluoro-4-(methylsulfonamidomethyl)phenyl)propanoic acid (51 mg, 0.185 mmol) and (3′-methyl-5-(trifluoromethyl)biphenyl-2-yl)methanamine (60 mg, 0.222 mmol) in acetonitrile were added N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide (53 mg, 0.2775 mmol), 1-hydroxybenzotriazole (38 mg, 0.270 mmol) and triethylamine (0.06 mL, 0.4625 mmol). The reaction mixture was stirred for 15 h at room temperature. The residue dissolved in ethyl acetate and washed with water and brine. The organic layer was dried over magnesium sulfate and filtered. The filtrate removed in vacuo. The crude was purified by column chromatography. 2-(3-Fluoro-4-(methylsulfonamidomethyl)phenyl)-N-((3′-methyl-5-(trifluoromethyl)biphenyl-2-yl)methyl)propanamide (example 22) (81 mg) was obtained as 84% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08937092B2
Source datasetuspto-grants-2015_01
ORD IDord-ee0b477a96074bda986a75a353b6e6df
Source noteuspto-grants-2015_01