Sodium Hydroxide → HCID 59436260, compound

HRID 1805495Notes

Reaction equation

HRID 1805495 reaction equation
[CH3:1][O:2][C:3]1[C:4](=[O:19])[C:5]([C:15]([O:17]C)=[O:16])=[N:6][N:7]([C:9]2[CH:14]=[CH:13][N:12]=[CH:11][CH:10]=2)[CH:8]=1.[OH-].[Na+]>CO.C1COCC1>[CH3:1][O:2][C:3]1[C:4](=[O:19])[C:5]([C:15]([OH:17])=[O:16])=[N:6][N:7]([C:9]2[CH:14]=[CH:13][N:12]=[CH:11][CH:10]=2)[CH:8]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 59436223HCID 59436223, compound

Product 1

HCID 59436260HCID 59436260, compoundYield 100.1%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of methyl 5-methoxy-4-oxo-1-pyridin-4-yl-1,4-dihydropyridazine-3-carboxylate (0.50 g, 1.9 mmol) in MeOH (10 mL) and THF (10 mL) was added 1 M NaOH aqueous solution (3.0 mL, 3.0 mmol), and the mixture was stirred at room temperature overnight. The mixture was concentrated under reduced pressure. To the residue was added 1 M HCl aqueous solution (3.1 mL). The formed precipitate was collected by filtration, washed with water and dried to give the title compound (0.47 g, 99% yield) as an off-white solid: 1H NMR (300 MHz, DMSO-d6): δ ppm 3.98 (3H, s), 7.97 (2H, dd, J=4.7, 1.7 Hz), 8.83 (2H, dd, J=4.7, 1.7 Hz), 8.92 (1H, s), 14.63 (1H, brs).

Workup

  1. concentrationThe mixture was concentrated under reduced pressure
  2. additionTo the residue was added 1 M HCl aqueous solution (3.1 mL)
  3. filtrationThe formed precipitate was collected by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-b4c1adfa854749c4a6312b4d0f977822
Source dataset
uspto-grants-2013_01
Patent number
US08354411B2

Reaction notes

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