HCID 90417457, compound → HCID 90416380, compound

HRID 1498886Notes

Reaction equation

HRID 1498886 reaction equation
[CH3:1][N:2]1[C:7](=[O:8])[C:6]2[C:9]([C:12]([O:14]C)=[O:13])=[CH:10][S:11][C:5]=2[C:4]([C:16]2[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=2)=[N:3]1>CCO.[OH-].[Na+]>[CH3:1][N:2]1[C:7](=[O:8])[C:6]2[C:9]([C:12]([OH:14])=[O:13])=[CH:10][S:11][C:5]=2[C:4]([C:16]2[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=2)=[N:3]1

Participants

4

Reactant 1

HCID 90417457HCID 90417457, compound

Product 1

HCID 90416380HCID 90416380, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

The mixture of methyl 5-methyl-4-oxo-7-(pyridin-4-yl)thieno[2,3-d]pyridazine-3-carboxylate (1.70 g, 5.9 mmol) in EtOH (20 mL) and aq. NaOH solution (8%) was heated to reflux for 2 h. After completion of the reaction, the reaction mixture was concentrated in vacuum and the aqueous phase was washed with ether (50 mL). The aqueous layer was neutralized with aq. HCl (5%) to pH 6˜7 and filtered. The residual was recrystallized from EtOH to give the title compound as a yellow solid.

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 2 h
  3. customAfter completion of the reaction
  4. concentrationthe reaction mixture was concentrated in vacuum
  5. washthe aqueous phase was washed with ether (50 mL)
  6. filtrationfiltered
  7. customThe residual was recrystallized from EtOH

Sources & evidence

ORD record
ord-86baecab7472478fb38731a2128ab94a
Source dataset
uspto-grants-2015_12
Patent number
US09200005B2

Reaction notes

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