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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2121224Generated: November 3, 2026

Dimethylformamide → 4-(4-Trifluoromethylpyrid-3-ylcarbonylamino)-2-phenylbenzoic acid 2-trimethylsilylethyl ester

https://huagongshe.com/reaction/2121224

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
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 2-trimethylsilylethyl esterHCID 67550574—
SolventEthyl AcetateHCID 8857—
Product4-(4-Trifluoromethylpyrid-3-ylcarbonylamino)-2-phenylbenzoic acid 2-trimethylsilylethyl esterHCID 6755068787%

Reaction Steps

A mixture of 4-trifluoromethylnicotinic acid (472 mg, 2.46 mmol), the product of Example 283B (771 mg, 2.46 mmol), 3-hydroxy1,2,3-benzotriazin-4(3H)-one (481 mg, 2.95 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (566 mg, 2.95 mmol) in DMF (8 mL) was stirred room temperature for 15 hours. The reaction mixture was diluted with ethyl acetate (100 mL), washed with water and brine, dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo. The residue was purified by column chromatography (30% ethyl acetate-hexane) to give the title compound (1.04 g, 87%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06693123B2
Source datasetuspto-grants-2004_02
ORD IDord-c6cdba06c24b4b199e583239ce868c01
Source noteuspto-grants-2004_02