Hydrochloric Acid → HCID 178434257, compound

HRID 1403383Notes

Reaction equation

HRID 1403383 reaction equation
[CH3:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:11]3[C:20](C(C(C)C)C)=[N:19][C:18]4[C:13](=[CH:14][CH:15]=[C:16]([C:26]([O:28]C)=[O:27])[CH:17]=4)[N:12]=3)[CH:9]=2)[NH:4][N:3]=1.[OH-].[Na+].Cl>CO.O>[CH3:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:11]3[C:20]([N:12]([CH:11]([CH3:20])[CH3:8])[CH3:13])=[N:19][C:18]4[C:13](=[CH:14][CH:15]=[C:16]([C:26]([OH:28])=[O:27])[CH:17]=4)[N:12]=3)[CH:9]=2)[NH:4][N:3]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 178497311HCID 178497311, compound

Product 1

HCID 178434257HCID 178434257, compoundYield 121.3%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

To a solution of methyl 2-(3-methyl-1H-indazol-5-yl)-3-(3-methylbutan-2-yl)quinoxaline-6-carboxylate (85 mg, 0.22 mmol) in methanol (20 mL) and water (1 mL) was added sodium hydroxide (18 mg, 0.45 mmol). After stirring overnight at room temperature, the reaction mixture was concentrated under reduced pressure to afford a residue, which was dissolved in water (20 mL), adjusted the pH value to 6 with 3N HCl and filtered to give 2-(3-methyl-1H-indazol-5-yl)-3-(isopropyl(methyl)amino)quinoxaline-6-carboxylic acid as a light yellow solid (50.1 mg, 61%).

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. customto afford a residue, which
  3. filtrationfiltered

Sources & evidence

ORD record
ord-d697cb0ee88e411abaed04aee5e0a165
Source dataset
uspto-grants-2014_12
Patent number
US08912188B2

Reaction notes

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