Potassium Carbonate → HCID 71682836, compound

HRID 1753722Notes

Reaction equation

HRID 1753722 reaction equation
C(=O)([O-])[O-].[K+].[K+].[CH3:7][O:8][C:9]1[C:23]([S:24]([CH3:33])(=[N:26]C(=O)C(F)(F)F)=[O:25])=[C:22]([C:34]([F:37])([F:36])[F:35])[CH:21]=[CH:20][C:10]=1[C:11]([NH:13][C:14]1[N:18]([CH3:19])[N:17]=[N:16][N:15]=1)=[O:12]>CO>[CH3:7][O:8][C:9]1[C:23]([S:24]([CH3:33])(=[NH:26])=[O:25])=[C:22]([C:34]([F:36])([F:35])[F:37])[CH:21]=[CH:20][C:10]=1[C:11]([NH:13][C:14]1[N:18]([CH3:19])[N:17]=[N:16][N:15]=1)=[O:12]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 89768794HCID 89768794, compound

Product 1

HCID 71682836HCID 71682836, compoundYield 69.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

31.5 mg (0.228 mmol) of potassium carbonate were added to 36.0 mg (0.076 mmol) of 2-methoxy-N-(1-methyl-1H-tetrazol-5-yl)-3-[S-methyl-N-(trifluoroacetyl)sulfonimidoyl]-4-(trifluoromethyl)benzamide in 5 ml of methanol. The mixture was stirred at RT for 30 minutes. For work-up, the solvent was removed at a temperature of at most 30° C. on a rotary evaporator. The residue was taken up in water and the mixture was extracted with dichloromethane. A drop of glacial acetic acid was then added to the aqueous phase, and the mixture was extracted twice with dichloromethane. On a rotary evaporator, the aqueous phase was then freed from the solvent at a temperature of at most 30° C. The residue was stirred with dichloromethane and then combined with the organic phases isolated above. The solvent was removed on a rotary evaporator, and 20 mg of product were isolated as residue.

Workup

  1. customFor work-up, the solvent was removed at a temperature of at most 30° C. on a rotary evaporator
  2. extractionthe mixture was extracted with dichloromethane
  3. additionA drop of glacial acetic acid was then added to the aqueous phase
  4. extractionthe mixture was extracted twice with dichloromethane
  5. customOn a rotary evaporator
  6. customwas then freed from the solvent at a temperature of at most 30° C
  7. stirringThe residue was stirred with dichloromethane
  8. customisolated above
  9. customThe solvent was removed on a rotary evaporator

Sources & evidence

ORD record
ord-942bb268b39f4eed90b2d619daa1d6a7
Source dataset
uspto-grants-2015_10
Patent number
US09167819B2

Reaction notes

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