Cesium carbonate → HCID 12042979, compound

HRID 1060561Notes

Reaction equation

HRID 1060561 reaction equation
[OH:1][C:2]1[CH:10]=[CH:9][C:5]2[O:6][CH2:7][O:8][C:4]=2[CH:3]=1.F[C:12]1[C:13]([F:18])=[N:14][CH:15]=[CH:16][CH:17]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>CS(C)=O>[O:6]1[C:5]2[CH:9]=[CH:10][C:2]([O:1][C:15]3[CH:16]=[CH:17][CH:12]=[C:13]([F:18])[N:14]=3)=[CH:3][C:4]=2[O:8][CH2:7]1

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 68289SesamolHCID 27831762,3-Difluoropyridine

Product 1

HCID 12042979HCID 12042979, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
50 °C

Procedure

To DMSO (5 mL) was added 5-hydroxy-1,3-benzodioxolane (1.09 g, 7.9 mmol), difluoropyridine (0.72 mL, 7.9 mmol), and cesium carbonate (2.62 g, 8.0 mmol). After heating at 50° C. for 18 hours, the reaction was partitioned with water and ethyl acetate. The organic layer was washed with water, brine, and dried (Na2SO4). The solvent was removed to give 2-(1,3-benzodioxol-5-yloxy)-6-fluoropyridine.

Workup

  1. customthe reaction was partitioned with water and ethyl acetate
  2. washThe organic layer was washed with water, brine
  3. dry with materialdried (Na2SO4)
  4. customThe solvent was removed

Sources & evidence

ORD record
ord-772b20d00ef34d3493e4bb9a3eba47cc
Source dataset
uspto-grants-2003_02
Patent number
US06525051B2

Reaction notes

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