Water → HCID 178457106, compound

HRID 1403314Notes

Reaction equation

HRID 1403314 reaction equation
[CH:1]([N:4]([CH3:28])[C:5]1[C:6]([C:19]2[C:20]([C:24]([F:27])([F:26])[F:25])=[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].[OH-].[Na+].O>CO>[CH:1]([N:4]([CH3:28])[C:5]1[C:6]([C:19]2[C:20]([C:24]([F:25])([F:26])[F:27])=[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 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 178497320HCID 178497320, compound

Product 1

HCID 178457106HCID 178457106, compoundYield 84.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To solution of methyl 3-(isopropyl(methyl)amino)-2-(3-(trifluoromethyl)-1H-pyrazol-4-yl)quinoxaline-6-carboxylate (80.0 mg, 0.20 mmol) in methanol (30 mL) was added sodium hydroxide (24 mg, 0.60 mmol) and water (1 mL) with stirring overnight at room temperature. The reaction mixture was concentrated under vacuum, dissolved in water (30 mL) and then adjusted to pH 5 with hydrochloric acid (3N). The solids were collected by filtration, dried in an oven under reduced pressure to afford 3-(isopropyl(methyl)amino)-2-(3-(trifluoromethyl)-1H-pyrazol-4-yl)quinoxaline-6-carboxylic acid as a light yellow solid (64.0 mg, 79%).

Workup

  1. concentrationThe reaction mixture was concentrated under vacuum
  2. dissolutiondissolved in water (30 mL)
  3. filtrationThe solids were collected by filtration
  4. customdried in an oven under reduced pressure

Sources & evidence

ORD record
ord-7076a7d936ad4dad9e4cf14eb3fe109e
Source dataset
uspto-grants-2014_12
Patent number
US08912188B2

Reaction notes

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