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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2121221Generated: October 27, 2026

Tetrahydrofuran → [4-(4-Trifluoromethylpyrid-3-ylcarboxyamino)-2-phenylbenzoyl]methionine methyl ester

https://huagongshe.com/reaction/2121221

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant3-hydroxy-1,2,3-benzotriazin-4(3H)-oneHCID 73026—
Reactant3-Pyridinecarboxylic acid, 4-(trifluoromethyl)-HCID 2777549—
Reactant(4-Amino-2-phenylbenzoyl)methionine methyl ester hydrochlorideHCID 69612387—
SolventEthyl AcetateHCID 8857—
Product[4-(4-Trifluoromethylpyrid-3-ylcarboxyamino)-2-phenylbenzoyl]methionine methyl esterHCID 2062281657%

Reaction Steps

A mixture of 4-trifluoromethylnicotinic acid (100 mg, 0.523 mmol), (4-amino-2-phenylbenzoyl)methionine methyl ester hydrochloride (206 mg, 0.52 mmol), prepared as in Example 192B, 3-hydroxy1,2,3-benzotriazin-4(3H)-one (120 mg, 0.628 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (125 mg, 0.628 mmol) in THF (5 mL) was stirred 15 hours. The reaction mixture was diluted with ethyl acetate , washed with water and brine, dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo. The residue was purified by column chromatography (50% ethyl acetate-hexane) to give the title compound (157 mg, 57%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06693123B2
Source datasetuspto-grants-2004_02
ORD IDord-02495e4431324cab80a50704c3e290d7
Source noteuspto-grants-2004_02