Pyridine → HCID 136342781, compound

HRID 249093Notes

Reaction equation

HRID 249093 reaction equation
[CH3:1][C:2]1[NH:7][C:6](=[O:8])[C:5]([C:9]#[N:10])=[CH:4][C:3]=1[C:11](=O)[CH2:12][CH2:13][CH2:14][CH3:15].Cl.[CH3:18][O:19][NH2:20].N1C=CC=CC=1>CCO>[CH3:18][O:19][N:20]=[C:11]([C:3]1[CH:4]=[C:5]([C:9]#[N:10])[C:6](=[O:8])[NH:7][C:2]=1[CH3:1])[CH2:12][CH2:13][CH2:14][CH3:15]

Participants

5

Reactant 3

HCID 1049PyridineHCID 521874O-Methylhydroxylamine hydrochlorideHCID 13565733HCID 13565733, compound

Product 1

HCID 136342781HCID 136342781, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 1,2-dihydro-6-methyl-2-oxo-5-(1-oxopentyl)-3-pyridinecarbonitrile (0.70 g, 0.0032 mol), methoxyamine hydrochloride (0.32 g, 0.0038 mol) and pyridine (2.0 ml) was heated and stirred at reflux in EtOH (30 ml) overnight. The solution was cooled to room temperature and concentrated on the rotary evaporator. The residue was diluted with H2O and the resulting solid collected by filtration. Recrystallization (MeOH-H2O) gave 0.38 g (48%) m.pt. 159-161.

Workup

  1. temperaturewas heated
  2. concentrationconcentrated on the rotary evaporator
  3. additionThe residue was diluted with H2O
  4. filtrationthe resulting solid collected by filtration
  5. customRecrystallization (MeOH-H2O)
  6. customgave 0.38 g (48%) m.pt

Sources & evidence

ORD record
ord-7028084bd580496c846ada05cd058fcf
Source dataset
uspto-grants-1993_05
Patent number
US05212315

Reaction notes

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