Hydrochloric Acid → HCID 50992020, compound

HRID 1405457Notes

Reaction equation

HRID 1405457 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:14][CH2:13][N:12]([C:15]3[C:16]([C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=4)=[N:17][C:18]4[C:23]([N:24]=3)=[CH:22][C:21]([C:25]([O:27]C)=[O:26])=[CH:20][CH:19]=4)[CH2:11][CH2:10]2)=[CH:5][CH:4]=1.[OH-].[Na+].Cl>CO>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([N:9]2[CH2:14][CH2:13][N:12]([C:15]3[C:16]([C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=4)=[N:17][C:18]4[C:23]([N:24]=3)=[CH:22][C:21]([C:25]([OH:27])=[O:26])=[CH:20][CH:19]=4)[CH2:11][CH2:10]2)=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 67042127HCID 67042127, compound

Product 1

HCID 50992020HCID 50992020, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

A solution of methyl 3-(4-(4-methoxyphenyl)piperazin-1-yl)-2-phenylquinoxaline-6-carboxylate (117.1 mg, 0.26 mmol, 1.00 equiv) and sodium hydroxide (51.6 mg, 1.29 mmol, 5.00 equiv) in methanol (15 mL) was placed in a 50-mL round bottom flask and stirred for 5 h at 50° C. in an oil bath. The solution was adjusted to a pH of 3-4 with 1N hydrochloric acid, and then concentrated under vacuum. The resulting solids were washed with methanol yielding 80 mg (70%) of 34444-methoxyphenyl)piperazin-1-yl)-2-phenylquinoxaline-6-carboxylic acid as a yellow solid.

Workup

  1. concentrationconcentrated under vacuum
  2. washThe resulting solids were washed with methanol yielding 80 mg (70%) of 34444-methoxyphenyl)piperazin-1-yl)-2-phenylquinoxaline-6-carboxylic acid as a yellow solid

Sources & evidence

ORD record
ord-073ea2287c994b8e80c9ae330dc4abfa
Source dataset
uspto-grants-2014_12
Patent number
US08916560B2

Reaction notes

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