Hydrochloric Acid → HCID 70665385, compound

HRID 1403360Notes

Reaction equation

HRID 1403360 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]([N:20]([CH2:23][CH3:24])[CH2:21][CH3:22])=[N:18][C:17]2[C:12](=[CH:13][CH:14]=[C:15]([C:25]([O:27]C)=[O:26])[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]([N:20]([CH2:23][CH3:24])[CH2:21][CH3:22])=[N:18][C:17]2[C:12](=[CH:13][CH:14]=[C:15]([C:25]([OH:27])=[O:26])[CH:16]=2)[N:11]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 70664779HCID 70664779, compound

Product 1

HCID 70665385HCID 70665385, compoundYield 52.4%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

To a solution of methyl 2-(1-benzofuran-2-yl)-3-(diethylamino)quinoxaline-6-carboxylate (65 mg, 0.17 mmol) in methanol (10 mL) and water (1 mL) was added sodium hydroxide (13 mg, 0.33 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 the pH to 6 with 3N HCl and filtered to give 2-(1-benzofuran-2-yl)-3-(diethylamino)quinoxaline-6-carboxylic acid as a light yellow solid (32.2 mg, 51%).

Workup

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

Sources & evidence

ORD record
ord-0092cbf1e40a473c81fb9c1fe3bf1641
Source dataset
uspto-grants-2014_12
Patent number
US08912188B2

Reaction notes

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