Potassium Carbonate → HCID 58114918, compound

HRID 241764Notes

Reaction equation

HRID 241764 reaction equation
[Cl:1][C:2]1[C:7]([C:8]2[C:17](=[O:18])[NH:16][C:11]3=[N:12][CH:13]=[CH:14][N:15]=[C:10]3[C:9]=2[O:19][C:20](=[O:25])[C:21]([CH3:24])([CH3:23])[CH3:22])=[CH:6][CH:5]=[C:4]([Cl:26])[N:3]=1.C(=O)([O-])[O-].[K+].[K+].[F:33][CH:34]([F:37])[CH2:35]Br>CN(C)C=O.C(OCC)(=O)C.O>[Cl:1][C:2]1[C:7]([C:8]2[C:17](=[O:18])[N:16]([CH2:35][CH:34]([F:37])[F:33])[C:11]3=[N:12][CH:13]=[CH:14][N:15]=[C:10]3[C:9]=2[O:19][C:20](=[O:25])[C:21]([CH3:22])([CH3:23])[CH3:24])=[CH:6][CH:5]=[C:4]([Cl:26])[N:3]=1

Participants

7

Reactant 3

HCID 11430Potassium CarbonateHCID 1361862-Bromo-1,1-difluoroethaneHCID 58114927HCID 58114927, compound

Product 1

HCID 58114918HCID 58114918, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
120 °C

Procedure

To s suspension of 2,2-dimethyl-propionic acid 7-(2,6-dichloro-pyrid-3-yl)-6-oxo-5,6-dihydro-pyrido[2,3-b]pyrazin-8-yl ester (Example 1.7) (0.064 g) in dry N,N-dimethylformamide (3 ml) was added successively potassium carbonate (0.068 g) and difluoro-ethyl bromide (0.063 g). The reaction mixture was heated in a microwave for 20 minutes at 120° C. The reaction mixture was cooled to ambient temperature, and then diluted with ethyl acetate and water. The phases were separated and organic phase was washed with water and brine, dried over magnesium sulfate, and concentrated to give Compound No. A16 of Table A as a pale yellow solid (0.006 g).

Workup

  1. temperatureThe reaction mixture was cooled to ambient temperature
  2. customThe phases were separated
  3. washorganic phase was washed with water and brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated
  6. customto give Compound No

Sources & evidence

ORD record
ord-8850895f54dc4d5985746b426372bfd0
Source dataset
uspto-grants-2014_02
Patent number
US08653078B2

Reaction notes

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