Potassium Carbonate → HCID 66850632, compound

HRID 2197494Notes

Reaction equation

HRID 2197494 reaction equation
C[O:2][C:3]([C:5]1[C:10]([NH:11][C:12](=[O:28])[CH2:13][C:14]2[C:15]([C:24]([F:27])([F:26])[F:25])=[N:16][N:17]([CH3:23])[C:18]=2[O:19][CH:20]([F:22])[F:21])=[N:9][CH:8]=[CH:7][N:6]=1)=O.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.O>[F:22][CH:20]([F:21])[O:19][C:18]1[N:17]([CH3:23])[N:16]=[C:15]([C:24]([F:27])([F:26])[F:25])[C:14]=1[C:13]1[C:12](=[O:28])[NH:11][C:10]2=[N:9][CH:8]=[CH:7][N:6]=[C:5]2[C:3]=1[OH:2]

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 66850459HCID 66850459, compound

Product 1

HCID 66850632HCID 66850632, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

3-[2-(5-Difluoromethoxy-1-methyl-3-trifluoromethyl-1H-pyrazol-4-yl)-acetylamino]-pyrazine-2-carboxylic acid methyl ester (0.980 g) was heated to 100° C. with potassium carbonate (0.662 g) in dry N,N-dimethylformamide (10 ml) for 3 hours. The reaction mixture was allowed to cool to ambient temperature, diluted with water and the mixture extracted with ethyl acetate. The aqueous fraction was acidified to pH 1-2 by addition of aqueous hydrochloric acid (2M) and then extracted again with ethyl acetate. The organic fraction was washed with water, dried over sodium sulfate, and concentrated to give Compound No. B26 of Table B (0.805 g).

Workup

  1. extractionthe mixture extracted with ethyl acetate
  2. additionThe aqueous fraction was acidified to pH 1-2 by addition of aqueous hydrochloric acid (2M)
  3. extractionextracted again with ethyl acetate
  4. washThe organic fraction was washed with water
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated
  7. customto give Compound No

Sources & evidence

ORD record
ord-0e1944eb71f24177a0fb3f2ab76e74b2
Source dataset
uspto-grants-2012_12
Patent number
US08338598B2

Reaction notes

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