Pyridine → HCID 136342781, compound

HRID 2073956Notes

Reaction equation

HRID 2073956 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, 0.003B mol) and pyridine (2.0 ml) were 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. temperaturewere 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-ed91a4bc95984055b8ab1610c69459ab
Source dataset
uspto-grants-1990_04
Patent number
US04920229

Reaction notes

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