Potassium Carbonate → HCID 86585893, compound

HRID 2120417Notes

Reaction equation

HRID 2120417 reaction equation
[C:1]([CH:4]([CH2:32][CH2:33][C:34]([F:37])([CH3:36])[CH3:35])[CH2:5][CH:6]([O:28]C(=O)C)[CH:7]([NH:15][C:16]([C:18]1[CH:27]=[N:26][C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[N:19]=1)=[O:17])[CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)(=[NH:3])[NH2:2].C(=O)([O-])[O-].[K+].[K+]>CO>[CH2:8]([CH:7]([NH:15][C:16]([C:18]1[CH:27]=[N:26][C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[N:19]=1)=[O:17])[CH:6]([OH:28])[CH2:5][CH:4]([C:1](=[NH:2])[NH2:3])[CH2:32][CH2:33][C:34]([F:37])([CH3:36])[CH3:35])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 69689502HCID 69689502, compound

Product 1

HCID 86585893HCID 86585893, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1.0 equivalents of acetic acid 3-carbamimidoyl-6-fluoro-6-methyl-1-{2-phenyl-1-[(quinoxaline-2-carbonyl)-amino]-ethyl}-heptyl ester in methanol is added 2.0 equivalents of potassium carbonate, stirred for approximately 5 hours, and concentrated. The crude product is dissolved in ethyl acetate and water. The organic layer is then washed with saturated aqueous sodium chloride, dried over sodium sulfate, filtered and concentrated. Chromatography on silica gel gives the title compound.

Workup

  1. concentrationconcentrated
  2. dissolutionThe crude product is dissolved in ethyl acetate
  3. washThe organic layer is then washed with saturated aqueous sodium chloride
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-d2142505de6748f3a76ac5025020cfe4
Source dataset
uspto-grants-2004_02
Patent number
US06689886B2

Reaction notes

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