Potassium Carbonate → HCID 86757745, compound

HRID 1251089Notes

Reaction equation

HRID 1251089 reaction equation
[F:1][C:2]1([F:49])[CH2:3][CH2:4][N:5]([C:35]([C:37]2[S:41][C:40]([C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=3)=[N:39][C:38]=2[CH3:48])=[O:36])[C:6]2[CH:34]=[CH:33][CH:32]=[CH:31][C:7]=2/[C:8]/1=[CH:9]/[C:10]([N:12]1[CH2:17][CH2:16][CH:15]([N:18]([CH2:25][C:26]([O:28]CC)=[O:27])[C:19](=[O:24])[C:20]([F:23])([F:22])[F:21])[CH2:14][CH2:13]1)=[O:11].C(=O)([O-])[O-].[K+].[K+]>C(O)C.O>[F:49][C:2]1([F:1])[CH2:3][CH2:4][N:5]([C:35]([C:37]2[S:41][C:40]([C:42]3[CH:43]=[CH:44][CH:45]=[CH:46][CH:47]=3)=[N:39][C:38]=2[CH3:48])=[O:36])[C:6]2[CH:34]=[CH:33][CH:32]=[CH:31][C:7]=2/[C:8]/1=[CH:9]/[C:10]([N:12]1[CH2:13][CH2:14][CH:15]([N:18]([CH2:25][C:26]([OH:28])=[O:27])[C:19](=[O:24])[C:20]([F:23])([F:21])[F:22])[CH2:16][CH2:17]1)=[O:11]

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 86757746HCID 86757746, compound

Product 1

HCID 86757745HCID 86757745, compoundYield 25%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a solution of 250 mg of ethyl (Z)-[(l-{[4,4-difluoro-1-(4-methyl-2-phenylthiazole-5-carbonyl)-2,3,4,5-tetrahydro-1H-1-benzoazepin-5-ylidene]acetyl}-4-piperidyl)-(trifluoroacetyl)amino]acetate in 5 ml of ethanol was added a solution of 100 mg of potassium carbonate in 2 ml of water, and the mixture was stirred at room temperature for three days. After evaporation of the solvent, water was added to the residue, and the mixture was washed with ethyl acetate (a washing A) The aqueous layer was acidified and extracted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of NaCl and dried over anhydrous magnesium sulfate, and the solvent was evaporated therefrom. The resulting residue was collected by filtration to give 60 mg of (Z)-[(1-{[4,4-difluoro-1-(4-methyl-2-phenylthiazole-5-carbonyl)-2,3,4,5-tetrahydro-1H-1-benzoazepin-5-ylidene]acetyl}-4-piperidyl)(trifluoroacetyl)amino]acetic acid as a colorless amorphous powder.

Workup

  1. customAfter evaporation of the solvent, water
  2. additionwas added to the residue
  3. washthe mixture was washed with ethyl acetate (a washing A) The aqueous layer
  4. extractionextracted with ethyl acetate
  5. washThe organic layer was washed with a saturated aqueous solution of NaCl
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customthe solvent was evaporated
  8. filtrationThe resulting residue was collected by filtration

Sources & evidence

ORD record
ord-62a85d4be9fc4d909b0034b4fd5f1777
Source dataset
uspto-grants-2002_01
Patent number
US06340678B1

Reaction notes

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