1-(3-Nitropyridin-2-yl)piperidin-4-one → 6-Methyl-2-(4-methylene-1-piperidyl)-3-nitropyridine

Reaction equation

[CH2:1]=[C:2]1[CH2:7][CH2:6][N:5]([C:8]2[C:13]([N+:14]([O-:16])=[O:15])=[CH:12][CH:11]=[CH:10][N:9]=2)[CH2:4][CH2:3]1.[N+]([C:20]1C(N2CCC(=O)CC2)=NC=CC=1)([O-])=O>>[CH3:20][C:10]1[N:9]=[C:8]([N:5]2[CH2:6][CH2:7][C:2](=[CH2:1])[CH2:3][CH2:4]2)[C:13]([N+:14]([O-:16])=[O:15])=[CH:12][CH:11]=1

Participants

Reactant 2

HCID 35105401-(3-Nitropyridin-2-yl)piperidin-4-one

HCID 574938092-(4-Methylene-1-piperidyl)-3-nitropyridine

Product 1

HCID 574938106-Methyl-2-(4-methylene-1-piperidyl)-3-nitropyridineYield 62%

Procedure

The title product was synthesized following the procedure reported for Compound 2a but replacing 1-(6-methyl-3-nitro-2-pyridyl)-4-oxopiperidine for 1-(3-nitro-2-pyridyl)-4-oxopiperidine. Yield: 62%.

Sources & evidence

ORD record: ord-5bdab840fbff47e2b8504d4db0c215be
Source dataset: uspto-grants-2013_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08580962B2

Reaction notes

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