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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 64185Generated: October 26, 2026

Potassium Fluoride → Methyl 4-((5-acetamido-2',4'-difluoro-[1,1'-biphenyl]-3-yl)amino)-3-nitrobenzoate

https://huagongshe.com/reaction/64185

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium FluorideHCID 522689—
ReactantMethyl 4-fluoro-3-nitrobenzoateHCID 5219721—
ReactantN-(5-amino-2',4'-difluorobiphenyl-3-yl)acetamideHCID 89500067—
SolventDimethylformamideHCID 6228—
ProductMethyl 4-((5-acetamido-2',4'-difluoro-[1,1'-biphenyl]-3-yl)amino)-3-nitrobenzoateHCID 11777746348.78%

Reaction Steps

A solution of N-(5-amino-2′,4′-difluoro-[1,1′-biphenyl]-3-yl)acetamide (1.0 g, 3.813 mmol), methyl 4-fluoro-3-nitrobenzoate (0.835 g, 4.194 mmol, 1.1 eq.) and potassium fluoride (0.265 g, 4.457 mmol, 1.2 eq.) in DMF was heated at 130° C. for 16 h. The mixture was quenched and extracted as in Example 1(d). The solvent was distilled off to give the crude residue which was purified by column chromatography (60-120 silica gel, 40% ethyl acetate in hexane) to give the product in 48.78% yield (0.82 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447091B2
Source datasetuspto-grants-2016_09
ORD IDord-e0cfa6581e6347aa88ab0aec61b5ea45
Source noteuspto-grants-2016_09