Potassium Carbonate → HCID 20519106, compound

HRID 2198495Notes

Reaction equation

HRID 2198495 reaction equation
[CH3:1][N:2]([C:14]1[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=1)[C:3]1[CH:12]=[N:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([Cl:13])[CH:9]=2)[N:4]=1.Br[CH:22]([CH3:28])[C:23]([O:25][CH2:26][CH3:27])=[O:24].C(=O)([O-])[O-].[K+].[K+]>CC(=O)CC>[CH3:1][N:2]([C:14]1[CH:19]=[CH:18][C:17]([O:20][CH:22]([CH3:28])[C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:16][CH:15]=1)[C:3]1[CH:12]=[N:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([Cl:13])[CH:9]=2)[N:4]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 79040Ethyl 2-bromopropionateHCID 20519112HCID 20519112, compound

Product 1

HCID 20519106HCID 20519106, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A mixture of 4-[N-methyl-N-(6-chloro-2-quinoxalinyl)amino]phenol (4 mmole), ethyl 2-bromopropionate (1 ml), potassium carbonate (1.0 g) and butanone (100 ml) was heated under reflux for a period of 12 hr. The solvent was removed by distillation under reduced pressure and the residue was purified by column chromatography over silica gel (eluant dichloromethane/ethanol 98:2) to give ethyl 2-{4-[N-methyl-N-(6-chloro-2-quinoxalinyl)amino]phenoxy}propionate as an oil.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for a period of 12 hr
  3. customThe solvent was removed by distillation under reduced pressure
  4. customthe residue was purified by column chromatography over silica gel (eluant dichloromethane/ethanol 98:2)

Sources & evidence

ORD record
ord-c696bdf8c5524e42bc2e236b859f9d0f
Source dataset
uspto-grants-1982_11
Patent number
US04358307

Reaction notes

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