Sodium Hydroxide → HCID 86718132, compound

HRID 2205147Notes

Reaction equation

HRID 2205147 reaction equation
[OH-].[Na+].[CH2:3]([C:5]1[C:6]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[N:7][C:8]2[C:13]([N:14]=1)=[CH:12][C:11]([C:15]([O:17]C)=[O:16])=[CH:10][CH:9]=2)[CH3:4]>CO>[CH2:3]([C:5]1[C:6]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[N:7][C:8]2[C:13]([N:14]=1)=[CH:12][C:11]([C:15]([OH:17])=[O:16])=[CH:10][CH:9]=2)[CH3:4]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86718131HCID 86718131, compound

Product 1

HCID 86718132HCID 86718132, compoundYield 29%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

NaOH (22 mg, 0.55 mmol, 4.00 equiv) was added to a solution of methyl 3-ethyl-2-phenylquinoxaline-6-carboxylate (40 mg, 0.14 mmol, 1.00 equiv) in CH3OH (20 mL), and the solution was allowed to react, with stifling, for 2 hrs at 50° C. The resulting mixture was concentrated under vacuum and combined with crude product from a previous batch prior to purification. The resulting mixture was purified by prep-HPLC, affording 11 mg (29%) of 3-ethyl-2-phenylquinoxaline-6-carboxylic acid as a white solid.

Workup

  1. customto react
  2. concentrationThe resulting mixture was concentrated under vacuum
  3. customto purification
  4. customThe resulting mixture was purified by prep-HPLC,

Sources & evidence

ORD record
ord-2df04f88f615464ca5f4bb27441a0f46
Source dataset
uspto-grants-2016_06
Patent number
US09370522B2

Reaction notes

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