Sodium Hydroxide → HCID 50991493, compound

HRID 1403633Notes

Reaction equation

HRID 1403633 reaction equation
[CH:1]1([N:6]([CH3:28])[C:7]2[C:8]([C:21]3[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=3)=[N:9][C:10]3[C:15]([N:16]=2)=[CH:14][C:13]([C:17]([O:19]C)=[O:18])=[CH:12][CH:11]=3)[CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-].[Na+]>CO.O>[CH:1]1([N:6]([CH3:28])[C:7]2[C:8]([C:21]3[CH:22]=[CH:23][C:24]([F:27])=[CH:25][CH:26]=3)=[N:9][C:10]3[C:15]([N:16]=2)=[CH:14][C:13]([C:17]([OH:19])=[O:18])=[CH:12][CH:11]=3)[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 70664709HCID 70664709, compound

Product 1

HCID 50991493HCID 50991493, compoundYield 17.3%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of methyl 3-(cyclopentyl(methyl)amino)-2-(4-fluorophenyl)quinoxaline-6-carboxylate (120.0 mg, crude) in methanol (20 mL) was added sodium hydroxide (50.0 mg, 1.25 mmol) in water (1 mL). The resulting solution was stirred overnight at room temperature and then concentrated in vacuo. The residue was dissolved in water (15 mL) and adjusted to pH 6 with hydrochloric acid (1N). The product was precipitated and filtered to afford 3-(cyclopentyl(methyl)amino)-2-(4-fluorophenyl)quinoxaline-6-carboxylic acid (20 mg).

Workup

  1. concentrationconcentrated in vacuo
  2. dissolutionThe residue was dissolved in water (15 mL)
  3. customThe product was precipitated
  4. filtrationfiltered

Sources & evidence

ORD record
ord-e6423ef85afc4168ab7280836c44260a
Source dataset
uspto-grants-2014_12
Patent number
US08912188B2

Reaction notes

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