Water → HCID 57791309, compound

HRID 249726Notes

Reaction equation

HRID 249726 reaction equation
[F:1][C:2]1[C:7]([OH:8])=[CH:6][CH:5]=[C:4]([CH3:9])[N:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:16](I)[CH3:17].O>CN(C=O)C.C(OCC)(=O)C>[CH2:16]([O:8][C:7]1[C:2]([F:1])=[N:3][C:4]([CH3:9])=[CH:5][CH:6]=1)[CH3:17]

Participants

7

Reactant 4

HCID 962WaterHCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 224516792-Fluoro-6-methylpyridin-3-ol

Product 1

HCID 57791309HCID 57791309, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

2-Fluoro-3-hydroxy-6-picoline (500 mg) was initially introduced in absolute DMF (20 ml) and potassium carbonate (1 g) was added. After this, ethyl iodide (0.6 ml) was added dropwise with stirring and the mixture was stirred for 1 h. Subsequently, water and ethyl acetate were added to the reaction mixture. After separating off the organic phase, the mixture was additionally extracted three times with ethyl acetate. The combined extracts were dried over sodium sulfate, filtered and concentrated. The crude product obtained (477 mg) was reacted directly in the next stage.

Workup

  1. stirringthe mixture was stirred for 1 h
  2. customAfter separating off the organic phase
  3. extractionthe mixture was additionally extracted three times with ethyl acetate
  4. dry with materialThe combined extracts were dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-f31ceb32284a4ab9977529ec278ccf62
Source dataset
uspto-grants-2011_01
Patent number
US07863269B2

Reaction notes

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