Hydrochloric Acid → HCID 70665272, compound

HRID 1403533Notes

Reaction equation

HRID 1403533 reaction equation
[CH2:1]([N:8]([CH3:32])[C:9]1[C:10]([C:23]2[CH:24]=[C:25]3[C:29](=[CH:30][CH:31]=2)[NH:28][N:27]=[CH:26]3)=[N:11][C:12]2[C:17]([N:18]=1)=[CH:16][C:15]([C:19]([O:21]C)=[O:20])=[CH:14][CH:13]=2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].Cl>CO.O>[CH2:1]([N:8]([CH3:32])[C:9]1[C:10]([C:23]2[CH:24]=[C:25]3[C:29](=[CH:30][CH:31]=2)[NH:28][N:27]=[CH:26]3)=[N:11][C:12]2[C:17]([N:18]=1)=[CH:16][C:15]([C:19]([OH:21])=[O:20])=[CH:14][CH:13]=2)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 70664936HCID 70664936, compound

Product 1

HCID 70665272HCID 70665272, compoundYield 92.1%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

To a solution of methyl 3-(benzyl(methyl)amino)-2-(1H-indazol-5-yl)quinoxaline-6-carboxylate (70 mg, 0.17 mmol) in methanol (20 ml) was added sodium hydroxide (33 mg, 0.82 mmol) in water (5 ml). The resulting solution was stirred overnight at room temperature and then concentrated under vacuum to give a residue, which was dissolved in water (20 ml), and adjusted to pH 4 with HCl (3N). The solids were collected by filtration to afford 3-(benzyl(methyl)amino)-2-(1H-indazol-5-yl)quinoxaline-6-carboxylic acid as a yellow solid (64.1 mg, 89%).

Workup

  1. concentrationconcentrated under vacuum
  2. customto give a residue, which
  3. filtrationThe solids were collected by filtration

Sources & evidence

ORD record
ord-fd79ab04c6e04944822a43c6509e8c0b
Source dataset
uspto-grants-2014_12
Patent number
US08912188B2

Reaction notes

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