Lithium hydroxide, monohydrate → HCID 60198333, compound

HRID 1403299Notes

Reaction equation

HRID 1403299 reaction equation
[CH:1]([N:4]([CH3:24])[C:5]1[C:6]([C:19]2[CH:20]=[N:21][NH:22][CH:23]=2)=[N:7][C:8]2[C:13]([N:14]=1)=[CH:12][C:11]([C:15]([O:17]C)=[O:16])=[CH:10][CH:9]=2)([CH3:3])[CH3:2].O.[OH-].[Li+]>CO.O>[CH:1]([N:4]([CH3:24])[C:5]1[C:6]([C:19]2[CH:20]=[N:21][NH:22][CH:23]=2)=[N:7][C:8]2[C:13]([N:14]=1)=[CH:12][C:11]([C:15]([OH:17])=[O:16])=[CH:10][CH:9]=2)([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 70664687HCID 70664687, compound

Product 1

HCID 60198333HCID 60198333, compoundYield 52%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of methyl 3-(isopropyl(methyl)amino)-2-(1H-pyrazol-4-yl)quinoxaline-6-carboxylate (130.0 mg, 0.40 mmol,) in methanol (20 mL) and water (1 mL) was added lithium hydroxide hydrate (50.0 mg, 1.12 mmol). The resulting solution was stirred overnight at room temperature and then concentrated under vacuum. The residue was diluted with water (10 mL) and adjusted to pH 5 with citric acid (1N). The product were collected by filtration to afford 3-(isopropyl(methyl)amino)-2-(1H-pyrazol-4-yl)quinoxaline-6-carboxylic acid as yellow solid (64.7 mg, 52%).

Workup

  1. concentrationconcentrated under vacuum
  2. additionThe residue was diluted with water (10 mL)
  3. filtrationThe product were collected by filtration

Sources & evidence

ORD record
ord-9c87c51164124d1891fb2d1d0210ad8a
Source dataset
uspto-grants-2014_12
Patent number
US08912188B2

Reaction notes

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