Water → HCID 44129699, compound

HRID 2197496Notes

Reaction equation

HRID 2197496 reaction equation
[F:1][CH:2]([F:31])[O:3][C:4]1[N:8]([CH3:9])[N:7]=[C:6]([C:10]([F:13])([F:12])[F:11])[C:5]=1[C:14]1[C:23](=[O:24])[NH:22][C:17]2=[N:18][CH:19]=[CH:20][N:21]=[C:16]2[C:15]=1[O:25][C:26](=[O:30])[CH:27]([CH3:29])[CH3:28].O([CH2:40][CH:41]([F:43])[F:42])S(C(F)(F)F)(=O)=O.CCN(C(C)C)C(C)C.O>C(#N)C>[F:31][CH:2]([F:1])[O:3][C:4]1[N:8]([CH3:9])[N:7]=[C:6]([C:10]([F:12])([F:13])[F:11])[C:5]=1[C:14]1[C:23](=[O:24])[N:22]([CH2:40][CH:41]([F:43])[F:42])[C:17]2=[N:18][CH:19]=[CH:20][N:21]=[C:16]2[C:15]=1[O:25][C:26](=[O:30])[CH:27]([CH3:28])[CH3:29]

Participants

6

Reactant 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 27740892,2-Difluoroethyl trifluoromethanesulfonateHCID 66850414HCID 66850414, compound

Product 1

HCID 44129699HCID 44129699, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Isobutyric acid 7-(5-difluoromethoxy-1-methyl-3-trifluoromethyl-1H-pyrazol-4-yl)-6-oxo-5,6-dihydro-pyrido[2,3-b]pyrazin-8-yl ester (Example 2.7) (0.335 g), 2,2-difluoroethyl triflate (0.32 g) and Hunigs base (0.2 ml) were stirred in acetonitrile (12 ml) at ambient temperature for 30 minutes. The reaction mixture was poured into water and extracted with ethyl acetate. The phases were separated and the organic phase was washed with water, aqueous sodium hydrogen carbonate (saturated) and brine, dried over anhydrous sodium sulfate and concentrated to give Compound No. B24 of Table B (0.280 g).

Workup

  1. extractionextracted with ethyl acetate
  2. customThe phases were separated
  3. washthe organic phase was washed with water, aqueous sodium hydrogen carbonate (saturated) and brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated
  6. customto give Compound No

Sources & evidence

ORD record
ord-5bed6e21e5cc4d72898d032c8cb67666
Source dataset
uspto-grants-2012_12
Patent number
US08338598B2

Reaction notes

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