Potassium Carbonate → HCID 86585891, compound

HRID 2120416Notes

Reaction equation

HRID 2120416 reaction equation
[F:1][C:2]([CH3:37])([CH3:36])[CH2:3][CH2:4][CH:5]([C:33](=[S:35])[NH2:34])[CH2:6][CH:7]([O:29]C(=O)C)[CH:8]([NH:16][C:17]([C:19]1[CH:28]=[N:27][C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[N:20]=1)=[O:18])[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C(=O)([O-])[O-].[K+].[K+]>CO>[CH2:9]([CH:8]([NH:16][C:17]([C:19]1[CH:28]=[N:27][C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[N:20]=1)=[O:18])[CH:7]([OH:29])[CH2:6][CH:5]([C:33](=[S:35])[NH2:34])[CH2:4][CH2:3][C:2]([F:1])([CH3:37])[CH3:36])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 86585892HCID 86585892, compound

Product 1

HCID 86585891HCID 86585891, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1.0 equivalents of acetic acid 6-fluoro-6-methyl-1-{2-phenyl-1-[(quinoxaline-2-carbonyl)-amino]-ethyl}-3-thiocarbamoyl-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-2600037969b643c79665c6d943439757
Source dataset
uspto-grants-2004_02
Patent number
US06689886B2

Reaction notes

Loading…