2-Hydrazinopyridine → HCID 68705286, compound

HRID 889287Notes

Reaction equation

HRID 889287 reaction equation
[CH2:1]([O:3][C:4](=[O:14])[C:5]([C:8]1[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=1)=[CH:6]O)[CH3:2].[N:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[NH:21][NH2:22]>C(O)C>[CH2:1]([O:3][C:4](=[O:14])[CH:5]([C:8]1[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=1)[CH:6]=[N:22][NH:21][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][N:15]=1)[CH3:2]

Participants

4

Reactant 2

HCID 786452-HydrazinopyridineHCID 687080883-Hydroxy-2-pyridin-3-yl-acrylic acid ethyl ester

Product 1

HCID 68705286HCID 68705286, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2.90 g (15.0 mmol) of the compound from Example 2A and 1.72 g (15.8 mmol) 2-pyridylhydrazine are dissolved in 75 ml ethanol and the mixture is stirred at RT for 4 d. The reaction mixture is freed from the solvent on a rotary evaporator and the residue is chromatographed over silica gel 60 (mobile phase: methylene chloride→methylene chloride/methanol 10:1→methylene chloride/methanol 2:1). The product fractions are combined and the solvent is removed on a rotary evaporator. After drying in vacuo, 3.95 g (93% of th.) of the title compound are obtained.

Workup

  1. customThe reaction mixture is freed from the solvent on a rotary evaporator
  2. customthe residue is chromatographed over silica gel 60 (mobile phase: methylene chloride→methylene chloride/methanol 10:1→methylene chloride/methanol 2:1)
  3. customthe solvent is removed on a rotary evaporator
  4. dry with materialAfter drying in vacuo, 3.95 g (93% of th.) of the title compound
  5. customare obtained

Sources & evidence

ORD record
ord-20f3c15ac9d3478d8deef3552ba83e9b
Source dataset
uspto-grants-2012_08
Patent number
US08252817B2

Reaction notes

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