5-Bromo-3-nitro-1-phenylpyridin-2(1H)-one → 3-Nitro-1-phenyl-5-(2-pyridyl)-1,2-dihydropyridin-2-one

HRID 547680Notes

Reaction equation

Br[C:2]1[CH:3]=[C:4]([N+:15]([O-:17])=[O:16])[C:5](=[O:14])[N:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:7]=1>C1(C)C(C)=CC=CC=1>[N+:15]([C:4]1[C:5](=[O:14])[N:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:7]=[C:2]([C:5]2[CH:4]=[CH:3][CH:2]=[CH:7][N:6]=2)[CH:3]=1)([O-:17])=[O:16]

Participants

Conditions

Temperature: 120 °C

Procedure

1.27 g of 5-bromo-3-nitro-1-phenyl-1,2-dihydropyridin-2-one, 2.38 g of 2-tri-n-butyl stannyl pyridine and 248 mg of tetrakistriphenylphosphine palladium were added to 20 ml of xylene, followed by stirring at 120° C. overnight in nitrogen atmosphere. The reaction mixture was purified by silica gel chromatography (ethyl acetate/hexane system), to give 638 mg of the title compound.

Workup

customThe reaction mixture was purified by silica gel chromatography (ethyl acetate/hexane system)

Sources & evidence

ORD record: ord-3db24fb28d8a403ea94a67878e0d3688
Source dataset: uspto-grants-2011_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07939549B2

Reaction notes

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