Potassium Phosphate, Tribasic → HCID 44528521, compound

HRID 1714923Notes

Reaction equation

HRID 1714923 reaction equation
Cl[C:2]1[CH:7]=[N:6][CH:5]=[C:4]([Cl:8])[N:3]=1.[CH3:9][S:10]([C:13]1[CH:18]=[CH:17][C:16](B(O)O)=[CH:15][CH:14]=1)(=[O:12])=[O:11].P([O-])([O-])([O-])=O.[K+].[K+].[K+]>CN(C)C=O>[Cl:8][C:4]1[CH:5]=[N:6][CH:7]=[C:2]([C:16]2[CH:17]=[CH:18][C:13]([S:10]([CH3:9])(=[O:12])=[O:11])=[CH:14][CH:15]=2)[N:3]=1

Participants

5

Reactant 3

HCID 62657Potassium Phosphate, TribasicHCID 785042,6-DichloropyrazineHCID 27343644-(Methanesulfonyl)phenylboronic acid

Product 1

HCID 44528521HCID 44528521, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2,6-Dichloropyrazine (2.98 g, 20.0 mmol), [4-(methylsulfonyl)phenyl]boronic acid (2 g, 10.0 mmol), tetrakis(triphenylphospine)palladium (1.15 g, 1.0 mmol), potassium phosphate (10.2 g, 48 mmol) and dimethylformamide (90 ml) were heated to 80° C. for 16 hours. The solvent was removed in vacuo and the product was dissolved in chloroform and filtered through celite. The filtrate was washed with water then separated. The residue was purified by column chromatography eluting with a mixture of ethylacetate:hexane (4:6) to afford the title compound. MS (ES+) m/e 270 [M+H]+.

Workup

  1. customThe solvent was removed in vacuo
  2. dissolutionthe product was dissolved in chloroform
  3. filtrationfiltered through celite
  4. washThe filtrate was washed with water
  5. customthen separated
  6. customThe residue was purified by column chromatography
  7. washeluting with a mixture of ethylacetate:hexane (4:6)

Sources & evidence

ORD record
ord-8ec635c7bac94c8ba7e7c9fb70025e0b
Source dataset
uspto-grants-2010_09
Patent number
US07799773B2

Reaction notes

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