Potassium Acetate → HCID 59525561, compound

HRID 385904Notes

Reaction equation

HRID 385904 reaction equation
Br[CH:2]([C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([Br:13])[N:8]=1)[C:3]([O:5][CH3:6])=[O:4].[CH3:14][C:15]([O-:17])=[O:16].[K+]>CN(C=O)C.O>[CH3:6][O:5][C:3](=[O:4])[CH:2]([O:17][C:15](=[O:16])[CH3:14])[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([Br:13])[N:8]=1

Participants

5

Reactant 2

HCID 517044Potassium AcetateHCID 59526058HCID 59526058, compound

Product 1

HCID 59525561HCID 59525561, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
120 °C

Procedure

Methyl bromo(6-bromopyridin-2-yl)acetate (Example 360, Step 1) (500 mg, 1.62 mmol) and KOAc (635 mg, 6.47 mmol) were taken up in DMF (3.0 mL) and heated to 120° C. for 20 minutes in a microwave. The reaction mixture was diluted with water and extracted with EtOAc (2×). The combined organic layers were washed with brine, dried over MgSO4, filtered, and evaporated. Silica gel chromatography (0-40% EtOAc/hexanes) afforded the title compound as a pale yellow solid.

Workup

  1. extractionextracted with EtOAc (2×)
  2. washThe combined organic layers were washed with brine
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-8fc7a4dbb411449281dfe97ca97b2a25
Source dataset
uspto-grants-2013_02
Patent number
US08367706B2

Reaction notes

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