Potassium Phosphate, Tribasic → HCID 44528521, compound

HRID 222669Notes

Reaction equation

HRID 222669 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-aa34aaa3c7ab4ec394f689f2de26c55b
Source dataset
uspto-grants-2012_06
Patent number
US08207331B2

Reaction notes

Loading…