Sodium Methoxide → HCID 59833615, compound

HRID 269786Notes

Reaction equation

HRID 269786 reaction equation
[CH3:1][O-:2].[Na+].[Cl:4][C:5]1[N:10]=[C:9](S(C)(=O)=O)[N:8]=[C:7]([NH:15][C@H:16]([C:18]([F:21])([F:20])[F:19])[CH3:17])[C:6]=1[C:22]1[C:27]([F:28])=[CH:26][C:25]([F:29])=[CH:24][C:23]=1[F:30]>CN(C=O)C.CC(OC)(C)C>[Cl:4][C:5]1[N:10]=[C:9]([O:2][CH3:1])[N:8]=[C:7]([NH:15][C@H:16]([C:18]([F:21])([F:20])[F:19])[CH3:17])[C:6]=1[C:22]1[C:27]([F:28])=[CH:26][C:25]([F:29])=[CH:24][C:23]=1[F:30]

Participants

5

Reactant 2

HCID 10942334Sodium MethoxideHCID 11327963HCID 11327963, compound

Product 1

HCID 59833615HCID 59833615, compoundYield 55.8%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 15413tert-Butyl methyl etherSolvent

Conditions

Temperature
22.5 °C

Procedure

294 mg (1.30 mmol) of sodium methoxide (90% in methanol) were added to a solution of 282 mg (0.65 mmol) of sulfone 1 in 4 ml of anhydrous DMF. The mixture was stirred at 20-25° C. for 16 hours and then diluted with MTBE, washed with water and dried. Distillative removal of the solvent and chromatography on silica gel gave 0.14 g of the title compound of m.p. 121-129° C.

Workup

  1. washwashed with water
  2. customdried
  3. customDistillative removal of the solvent and chromatography on silica gel

Sources & evidence

ORD record
ord-747094b1068f463db1a96d4366264d78
Source dataset
uspto-grants-2008_11
Patent number
US07449471B2

Reaction notes

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