Water → HCID 70664826, compound

HRID 1403505Notes

Reaction equation

HRID 1403505 reaction equation
[CH3:1][N:2]([CH:23]([CH3:25])[CH3:24])[C:3]1[C:4]([C:17]2[CH:18]=[N:19][N:20]([CH3:22])[CH:21]=2)=[N:5][C:6]2[C:11]([N:12]=1)=[CH:10][C:9]([C:13]([O:15]C)=[O:14])=[CH:8][CH:7]=2.[OH-].[Na+].O>CO.C(Cl)(Cl)Cl>[CH3:1][N:2]([CH:23]([CH3:25])[CH3:24])[C:3]1[C:4]([C:17]2[CH:18]=[N:19][N:20]([CH3:22])[CH:21]=2)=[N:5][C:6]2[C:11]([N:12]=1)=[CH:10][C:9]([C:13]([OH:15])=[O:14])=[CH:8][CH:7]=2

Participants

6

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 70665070HCID 70665070, compound

Product 1

HCID 70664826HCID 70664826, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6212ChloroformSolvent

Procedure

To a solution of methyl 3-[methyl(propan-2-yl)amino]-2-(1-methyl-1H-pyrazol-4-yl)quinoxaline-6-carboxylate (80 mg, 0.24 mmol) in methanol (20 mL) and CHCl3 (5 mL) was added sodium hydroxide (75 mg, 0.72 mmol) and water (1 mL). The resulting solution was stirred for overnight at room temperature and concentrated under vacuum. The residue was dissolved in water (15 mL) and adjusted to pH 5 with hydrochloric acid (3N). The solids were collected by filtration to afford 3-[methyl(propan-2-yl)amino]-2-(1-methyl-1H-pyrazol-4-yl)quinoxaline-6-carboxylic acid as a yellow solid (70 mg, 91%).

Workup

  1. concentrationconcentrated under vacuum
  2. dissolutionThe residue was dissolved in water (15 mL)
  3. filtrationThe solids were collected by filtration

Sources & evidence

ORD record
ord-e84680e754b543879b4a92d35a16d44c
Source dataset
uspto-grants-2014_12
Patent number
US08912188B2

Reaction notes

Loading…