Sodium Hydroxide → HCID 67975037, compound

HRID 1627663Notes

Reaction equation

HRID 1627663 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[C:8]([C:13]1[CH:22]=[CH:21][C:16]([C:17]([O:19]C)=[O:18])=[CH:15][CH:14]=1)[CH:7]=[N:6]2.[OH-].[Na+]>CO>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[C:8]([C:13]1[CH:22]=[CH:21][C:16]([C:17]([OH:19])=[O:18])=[CH:15][CH:14]=1)[CH:7]=[N:6]2

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 67974888HCID 67974888, compound

Product 1

HCID 67975037HCID 67975037, compoundYield 104.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
30 °C

Procedure

A mixture of methyl 4-(6-methoxyquinoxalin-2-yl)benzoate (80 mg, 0.272 mmol) and aqueous NaOH (5 mL, 2M) in MeOH (5 mL) was stirred at 30° C. overnight. The resulting mixture was concentrated in vacuo. The residue was acidified with aqueous HCl (2M) until pH=3 and concentrated. The solid was dissolved in MeOH (30 mL) and filtered. The filtrate was concentrated in vacuo to give crude product (80 mg), which was used for next step directly without further purification.

Workup

  1. concentrationThe resulting mixture was concentrated in vacuo
  2. concentrationconcentrated
  3. dissolutionThe solid was dissolved in MeOH (30 mL)
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-f2a58bc4aaec4399a428677a8da798c7
Source dataset
uspto-grants-2014_07
Patent number
US08785643B2

Reaction notes

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