Sodium Hydroxide → HCID 70665026, compound

HRID 1403646Notes

Reaction equation

HRID 1403646 reaction equation
[CH2:1]([CH:3]1[CH2:8][CH2:7][CH2:6][CH2:5][N:4]1[C:9]1[C:10]([C:23]2[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=2)=[N:11][C:12]2[C:17]([N:18]=1)=[CH:16][C:15]([C:19]([O:21]C)=[O:20])=[CH:14][CH:13]=2)[CH3:2].[OH-].[Na+]>CO.O>[CH2:1]([CH:3]1[CH2:8][CH2:7][CH2:6][CH2:5][N:4]1[C:9]1[C:10]([C:23]2[CH:24]=[CH:25][C:26]([F:29])=[CH:27][CH:28]=2)=[N:11][C:12]2[C:17]([N:18]=1)=[CH:16][C:15]([C:19]([OH:21])=[O:20])=[CH:14][CH:13]=2)[CH3:2]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 70665299HCID 70665299, compound

Product 1

HCID 70665026HCID 70665026, compoundYield 55.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of methyl 3-(2-ethylpiperidin-1-yl)-2-(4-fluorophenyl)quinoxaline-6-carboxylate (45 mg, 0.11 mmol) in methanol (15 mL) was added sodium hydroxide (10 mg, 0.25 mmol) in water (1 mL). The resulting solution was stirred overnight at room temperature and concentrated in vacuo. The residue was dissolved in water (3 mL), adjusted to pH 5 with hydrochloric acid (3M), and collected by filtration to afford 3-(2-ethylpiperidin-1-yl)-2-(4-fluorophenyl)quinoxaline-6-carboxylic acid as a yellow solid (23.3 mg, 54%).

Workup

  1. concentrationconcentrated in vacuo
  2. dissolutionThe residue was dissolved in water (3 mL)
  3. filtrationcollected by filtration

Sources & evidence

ORD record
ord-99c56f4ed0e74eef8b5cc0095a0b20d8
Source dataset
uspto-grants-2014_12
Patent number
US08912188B2

Reaction notes

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