Sodium Hydroxide → 3-(2-(2,4-Difluorophenoxy)-6-oxo-6H-pyrido[1,2-b]pyridazin-5-yl)-4-methoxybenzoic acid

HRID 1454958Notes

Reaction equation

HRID 1454958 reaction equation
[F:1][C:2]1[CH:31]=[C:30]([F:32])[CH:29]=[CH:28][C:3]=1[O:4][C:5]1[CH:6]=[CH:7][C:8]2[N:9]([CH:11]=[CH:12][C:13](=[O:27])[C:14]=2[C:15]2[CH:16]=[C:17]([CH:22]=[CH:23][C:24]=2[O:25][CH3:26])[C:18]([O:20]C)=[O:19])[N:10]=1.[OH-].[Na+]>O1CCOCC1.O>[F:1][C:2]1[CH:31]=[C:30]([F:32])[CH:29]=[CH:28][C:3]=1[O:4][C:5]1[CH:6]=[CH:7][C:8]2[N:9]([CH:11]=[CH:12][C:13](=[O:27])[C:14]=2[C:15]2[CH:16]=[C:17]([CH:22]=[CH:23][C:24]=2[O:25][CH3:26])[C:18]([OH:20])=[O:19])[N:10]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 57531245methyl 3-[2-(2,4-difluorophenoxy)-6-oxo-6H-pyrido[1,2-b]pyridazin-5-yl]-4-methoxybenzoate

Product 1

HCID 575312343-(2-(2,4-Difluorophenoxy)-6-oxo-6H-pyrido[1,2-b]pyridazin-5-yl)-4-methoxybenzoic acid

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of methyl 3-[2-(2,4-difluorophenoxy)-6-oxo-6H-pyrido[1,2-b]pyridazin-5-yl]-4-methoxybenzoate (750 mg) dissolved in dioxane (10 mL) was added 1 N NaOH (10 mL). The reaction stirred at room temperature for 3 hrs until completion by LCMS analysis. The reaction was diluted with H2O, washed with ether, and acidified to pH 4.5. The solid precipitate was collected and dried to yield the title compound.

Workup

  1. washwashed with ether
  2. customThe solid precipitate was collected
  3. customdried

Sources & evidence

ORD record
ord-199a50a3c3ba4f619be0ce283d1d5329
Source dataset
uspto-grants-2009_01
Patent number
US07482345B2

Reaction notes

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