Sodium Hydroxide → HCID 70664919, compound

HRID 1403398Notes

Reaction equation

HRID 1403398 reaction equation
[N:1]1([C:8]2[C:9]([C:22]3[CH:32]=[CH:31][C:25]4[O:26][C:27]([F:30])([F:29])[O:28][C:24]=4[CH:23]=3)=[N:10][C:11]3[C:16]([N:17]=2)=[CH:15][C:14]([C:18]([O:20]C)=[O:19])=[CH:13][CH:12]=3)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-].[Na+]>CO.O>[N:1]1([C:8]2[C:9]([C:22]3[CH:32]=[CH:31][C:25]4[O:26][C:27]([F:30])([F:29])[O:28][C:24]=4[CH:23]=3)=[N:10][C:11]3[C:16]([N:17]=2)=[CH:15][C:14]([C:18]([OH:20])=[O:19])=[CH:13][CH:12]=3)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 70664957HCID 70664957, compound

Product 1

HCID 70664919HCID 70664919, compoundYield 66%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of methyl 3-(azepan-1-yl)-2-(2,2-difluoro-2H-1,3-benzodioxol-5-yl)quinoxaline-6-carboxylate (110 mg, 0.25 mmol) in methanol (30 mL) and water (1 mL) was added sodium hydroxide (40 mg, 1.00 mmol) with stirring overnight at room temperature. The resulting mixture was concentrated in vacuo and dissolved in water (10 mL), adjusted to 6 with HCl (3 N) and collected by filtration to give 3-(azepan-1-yl)-2-(2,2-difluoro-2H-1,3-benzodioxol-5-yl)quinoxaline-6-carboxylic acid as a yellow solid (70 mg, 66%).

Workup

  1. concentrationThe resulting mixture was concentrated in vacuo
  2. dissolutiondissolved in water (10 mL)
  3. filtrationcollected by filtration

Sources & evidence

ORD record
ord-78b39ea9d3f24f14ab9ae3a9547e494e
Source dataset
uspto-grants-2014_12
Patent number
US08912188B2

Reaction notes

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