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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 405148Generated: October 26, 2026

Acetic Acid → Ethyl 3-(5-(2-(((4-iodophenyl)amino)methyl)-5-(trifluoromethyl)phenyl)picolinamido)propanoate

https://huagongshe.com/reaction/405148

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant4-IodoanilineHCID 10893—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantEthyl 3-(5-(2-formyl-5-(trifluoromethyl)phenyl)picolinamido)propanoateHCID 86674249—
Solvent1,2-DichloroethaneHCID 11—
SolventEthyl AcetateHCID 8857—
ProductEthyl 3-(5-(2-(((4-iodophenyl)amino)methyl)-5-(trifluoromethyl)phenyl)picolinamido)propanoateHCID 71060061—

Reaction Steps

Solid NaBH(OAc)3 (2.2 g, 10.1 mmol) was added to a DCE solution (22 mL) of ethyl 3-(5-(2-formyl-5-(trifluoromethyl)phenyl)picolinamido)propanoate (2.0 g, 5.1 mmol), 4-iodoaniline (1.2 g, 5.6 mmol), and AcOH (1.2 mL, 20.3 mmol) and the resulting mixture was stirred at room temperature. After 16 h the resulting mixture diluted with EtOAc washed with water and brine, dried (Na2SO4), dry-packed onto silica gel and purified via column chromatography to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748624B2
Source datasetuspto-grants-2014_06
ORD IDord-ad09555e043746d8b03176b9abe09cbc
Source noteuspto-grants-2014_06