Pyridine → HCID 86587334, compound

HRID 896499Notes

Reaction equation

HRID 896499 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:36]=[CH:37][CH:38]=1)[C:5]([C:7]1[CH:35]=[CH:34][C:10]2[N:11]([CH2:15][CH2:16][O:17][C:18]3[CH:33]=[CH:32][C:21]([CH:22]=[C:23]([C:28]([O:30][CH3:31])=[O:29])[C:24]([O:26][CH3:27])=[O:25])=[CH:20][CH:19]=3)[C:12](=[O:14])[S:13][C:9]=2[CH:8]=1)=O.[CH3:39][O:40][NH2:41].N1C=CC=CC=1>CO.O>[Cl:1][C:2]1[CH:3]=[C:4]([C:5](=[N:41][O:40][CH3:39])[C:7]2[CH:35]=[CH:34][C:10]3[N:11]([CH2:15][CH2:16][O:17][C:18]4[CH:19]=[CH:20][C:21]([CH:22]=[C:23]([C:28]([O:30][CH3:31])=[O:29])[C:24]([O:26][CH3:27])=[O:25])=[CH:32][CH:33]=4)[C:12](=[O:14])[S:13][C:9]=3[CH:8]=2)[CH:36]=[CH:37][CH:38]=1

Participants

6

Reactant 3

HCID 1049PyridineHCID 4113O-MethylhydroxylamineHCID 22351054HCID 22351054, compound

Product 1

HCID 86587334HCID 86587334, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

The compound obtained in Example 41 is dissolved in a minimum of methanol, and then 4 equivalents of O-methylhydroxylamine, previously dissolved in a few milliliters of water, and 4.5 equivalents of pyridine are added in succession. The reaction mixture is heated at reflux for 24 hours and then hydrolysed in water and filtered; the resulting precipitate is recrystallised from acetonitrile.

Workup

  1. temperatureThe reaction mixture is heated
  2. temperatureat reflux for 24 hours
  3. filtrationhydrolysed in water and filtered
  4. customthe resulting precipitate is recrystallised from acetonitrile

Sources & evidence

ORD record
ord-d3c1dcaef0de47688fd9417cb03a910a
Source dataset
uspto-grants-2005_07
Patent number
US06919362B2

Reaction notes

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