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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 405177Generated: October 30, 2026

Acetic Acid → Ethyl 3-(5-(2-(((4-bromophenyl)amino)methyl)-4-methoxyphenyl)picolinamido)propanoate

https://huagongshe.com/reaction/405177

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant4-BromoanilineHCID 7807—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantEthyl 3-(5-(2-formyl-4-methoxyphenyl)picolinamido)propanoateHCID 86674255—
Solvent1,2-DichloroethaneHCID 11—
SolventEthyl AcetateHCID 8857—
ProductEthyl 3-(5-(2-(((4-bromophenyl)amino)methyl)-4-methoxyphenyl)picolinamido)propanoateHCID 71059897—

Reaction Steps

Solid NaBH(OAc)3 (446 mg, 2.1 mmol) was added to a DCE solution (7 mL) of ethyl 3-(5-(2-formyl-4-methoxyphenyl)picolinamido)propanoate, prepared as in Example 58 (500 mg, 1.4 mmol), 4-bromoaniline (362 mg, 2.1 mmol), and AcOH (0.08 mL, 1.4 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), concentrated 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-773cd95869894ebf8d361451da961fd3
Source noteuspto-grants-2014_06