Water → HCID 21914416, compound

HRID 1245802Notes

Reaction equation

HRID 1245802 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][N:3]=1.[F:9][C:10]1([F:16])[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1.O>CC(N(C)C)=O>[Br:8][C:5]1[CH:6]=[CH:7][C:2]([N:13]2[CH2:14][CH2:15][C:10]([F:16])([F:9])[CH2:11][CH2:12]2)=[N:3][CH:4]=1

Participants

5

Reactant 3

HCID 962WaterHCID 693532,5-DibromopyridineHCID 27583524,4-Difluoropiperidine

Product 1

HCID 21914416HCID 21914416, compoundYield 46%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

2,5-Dibromopyridine (1.30 g) was heated with 4,4-difluoropiperidine (2 g) in dimethylacetamide (4 ml) at 120° C. for 24 h, then at 150° C. for 8 h. The solution was allowed to cool, then poured into water (30 ml). The aqueous phase was extracted with ether (×3) and the combined extracts washed with water, dried over magnesium sulfate, filtered and evaporated. Purification by column chromatography gave the product as a colourless oil (0.70 g).

Workup

  1. temperatureto cool
  2. extractionThe aqueous phase was extracted with ether (×3)
  3. washthe combined extracts washed with water
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customevaporated
  7. customPurification by column chromatography

Sources & evidence

ORD record
ord-eb9f5b30c6894d9e8582fe8bf1c82816
Source dataset
uspto-grants-2006_10
Patent number
US07125896B2

Reaction notes

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