Hydrochloric Acid → HCID 70664854, compound

HRID 1403387Notes

Reaction equation

HRID 1403387 reaction equation
[F:1][C:2]1[CH:29]=[CH:28][C:5]2[CH:6]=[C:7]([C:9]3[C:18]([N:19]([CH3:23])[CH:20]([CH3:22])[CH3:21])=[N:17][C:16]4[C:11](=[CH:12][CH:13]=[C:14]([C:24]([O:26]C)=[O:25])[CH:15]=4)[N:10]=3)[O:8][C:4]=2[CH:3]=1.[OH-].[Na+].Cl>CO.O>[F:1][C:2]1[CH:29]=[CH:28][C:5]2[CH:6]=[C:7]([C:9]3[C:18]([N:19]([CH3:23])[CH:20]([CH3:22])[CH3:21])=[N:17][C:16]4[C:11](=[CH:12][CH:13]=[C:14]([C:24]([OH:26])=[O:25])[CH:15]=4)[N:10]=3)[O:8][C:4]=2[CH:3]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 70664999HCID 70664999, compound

Product 1

HCID 70664854HCID 70664854, compoundYield 54.2%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

To a solution of methyl 2-(6-fluoro-1-benzofuran-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylate (55 mg, 0.14 mmol) in methanol (20 mL) and water (1 mL) was added sodium hydroxide (12 mg, 0.30 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 value to 5 with 3N HCl and filtered to give 2-(6-fluoro-1-benzofuran-2-yl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carboxylic acid as a light yellow solid (28.8 mg, 54%).

Workup

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

Sources & evidence

ORD record
ord-86844537320e41f08b0c70b9388bdd3c
Source dataset
uspto-grants-2014_12
Patent number
US08912188B2

Reaction notes

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