Hydrochloric Acid → HCID 70664993, compound

HRID 1403442Notes

Reaction equation

HRID 1403442 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[C:10]1[C:19]([NH:20][CH:21]([CH3:23])[CH3:22])=[N:18][C:17]2[C:12](=[CH:13][CH:14]=[C:15]([C:24]([O:26]C)=[O:25])[CH:16]=2)[N:11]=1.[OH-].[Na+].Cl>CO.O>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[C:10]1[C:19]([NH:20][CH:21]([CH3:23])[CH3:22])=[N:18][C:17]2[C:12](=[CH:13][CH:14]=[C:15]([C:24]([OH:26])=[O:25])[CH:16]=2)[N:11]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 70665355HCID 70665355, compound

Product 1

HCID 70664993HCID 70664993, compoundYield 52%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of methyl 2-(1-benzofuran-2-yl)-3-[(propan-2-yl)amino]quinoxaline-6-carboxylate (60 mg, 0.17 mmol) in methanol (30 mL) was added sodium hydroxide (60 mg, 1.50 mmol). After stirring overnight at room temperature, the reaction mixture was concentrated under reduced pressure to afford a residue, which was dissolved in water (10 mL), adjusted pH to 6 with HCl (3N) and filtered to give 2-(1-benzofuran-2-yl)-3-[(propan-2-yl)amino]quinoxaline-6-carboxylic acid as a light yellow solid (30.1 mg, 52%).

Workup

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

Sources & evidence

ORD record
ord-8a2b48aeaf42470d847f583f86b9c1e8
Source dataset
uspto-grants-2014_12
Patent number
US08912188B2

Reaction notes

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