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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 405114Generated: October 27, 2026

Acetic Acid → Tert-butyl 3-(5-(2-(((4'-chloro-[1,1'-biphenyl]-4-yl)amino)methyl)phenyl)picolinamido)propanoate

https://huagongshe.com/reaction/405114

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant4-Amino-4'-chlorodiphenylHCID 8675—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantTert-butyl 3-(5-(2-formylphenyl)picolinamido)propanoateHCID 86674244—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductTert-butyl 3-(5-(2-(((4'-chloro-[1,1'-biphenyl]-4-yl)amino)methyl)phenyl)picolinamido)propanoateHCID 71060062—

Reaction Steps

Solid NaBH(OAc)3 (90 mg, 0.42 mmol) was added to a THF solution (1.5 mL) of tert-butyl 3-(5-(2-formylphenyl)picolinamido)propanoate (100 mg, 0.28 mmol), 4′-chloro-[1,1′-biphenyl]-4-amine (86 mg, 0.42 mmol), and AcOH (16 μL, 0.28 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-d342f619fef245b7bbb077a55eb6b7d4
Source noteuspto-grants-2014_06