Potassium Carbonate → HCID 178455677, compound

HRID 2120401Notes

Reaction equation

HRID 2120401 reaction equation
[F:1][C:2]([CH3:39])([CH3:38])[CH2:3][CH2:4][CH:5]([C:33]1[NH:37][CH:36]=[N:35][N:34]=1)[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]1[NH:37][CH:36]=[N:35][N:34]=1)[CH2:4][CH2:3][C:2]([F:1])([CH3:39])[CH3:38])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 178476236HCID 178476236, compound

Product 1

HCID 178455677HCID 178455677, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of acetic acid 6-fluoro-6-methyl-1-{2-phenyl-1-[(quinoxaline-2-carbonyl)-amino]-ethyl}-3-(4H-[1,2,4]triazol-3-yl)-heptyl ester (575 mg, 1.08 mmol) in methanol (10 mL) was added potassium carbonate (276 mg, 2.00 mmol), stirred for 5 hours, and concentrated. The crude product was dissolved in ethyl acetate and water. The organic layer was then washed with saturated aqueous sodium chloride, dried over sodium sulfate, filtered and concentrated. Chromatography on silica gel gave the title compound (459 mg, 87%).

Workup

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

Sources & evidence

ORD record
ord-3cd71b850cdf42b89ab5cf49269cee1a
Source dataset
uspto-grants-2004_02
Patent number
US06689886B2

Reaction notes

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