2-Methylpiperidin-4-one → 2-Bromo-6-(1-methyl-2-(2-methylpiperidin-4-ylidene)hydrazinyl)pyridine

HRID 882048Notes

Reaction equation

HRID 882048 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([N:8]([CH3:10])[NH2:9])[N:3]=1.[CH3:11][CH:12]1[CH2:17][C:16](=O)[CH2:15][CH2:14][NH:13]1>CCO>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([N:8]([CH3:10])[N:9]=[C:16]2[CH2:15][CH2:14][NH:13][CH:12]([CH3:11])[CH2:17]2)[N:3]=1

Participants

4

Reactant 2

HCID 49130382-Methylpiperidin-4-oneHCID 575147632-Bromo-6-(1-methylhydrazinyl)pyridine

Product 1

HCID 765524092-Bromo-6-(1-methyl-2-(2-methylpiperidin-4-ylidene)hydrazinyl)pyridineYield 100%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Bromo-6-(1-methylhydrazinyl)pyridine (1.58 g, 7.80 mmol) and 2-methylpiperidin-4-one (975 mg, 8.63 mmol) were heated in EtOH (10 mL) at reflux for 16 h, and then the mixture was concentrated to provide the title compound as a white foam, carried forward crude assuming 100% yield: ESI MS m/z 282 [M+H]+.

Workup

  1. temperatureat reflux for 16 h
  2. concentrationthe mixture was concentrated

Sources & evidence

ORD record
ord-dc66f93012cd435aa5ec7fe7230feded
Source dataset
uspto-grants-2015_03
Patent number
US08993765B2

Reaction notes

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