Sodium Methoxide → HCID 11211289, compound

HRID 1966938Notes

Reaction equation

HRID 1966938 reaction equation
[CH3:1][N:2]1[N:6]=[N:5][C:4]([C:7]2[CH:12]=[CH:11][C:10]([C:13]3[CH:18]=[CH:17][C:16]([N:19]4[CH2:23][C@H:22]([CH2:24][O:25]S(C)(=O)=O)[O:21][C:20]4=[O:30])=[CH:15][C:14]=3[F:31])=[CH:9][N:8]=2)=[N:3]1.[CH3:32][O-].[Na+]>CO>[CH3:1][N:2]1[N:6]=[N:5][C:4]([C:7]2[CH:12]=[CH:11][C:10]([C:13]3[CH:18]=[CH:17][C:16]([N:19]4[CH2:23][C@H:22]([CH2:24][O:25][CH3:32])[O:21][C:20]4=[O:30])=[CH:15][C:14]=3[F:31])=[CH:9][N:8]=2)=[N:3]1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 52916241HCID 52916241, compound

Product 1

HCID 11211289HCID 11211289, compoundYield 58.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In 10 ml of methanol was dissolved 400 mg of (R)-3-(4-(2-(2-methyltetrazol-5-yl)pyridin-5-yl)-3-fluorophenyl)-5-methansulfonyloxymethyl oxazolidin-2-one prepared in the secondary step of the Example 24. The solution was added with 90 mg of sodiummethoxide at room temperature and then stirred for one day at room temperature. The solution was extracted with ethyl acetate and the organic layer, thus separated, was washed with water and brine. The organic layer was dehydrated, filtered, concentrated in vacuo and purified by column chromatography to provide the title compound 200 mg. Yield 58%.

Workup

  1. customprepared in the secondary step of the Example 24
  2. extractionThe solution was extracted with ethyl acetate
  3. customthe organic layer, thus separated
  4. washwas washed with water and brine
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. custompurified by column chromatography

Sources & evidence

ORD record
ord-67bf162256a64279855fb4c31f20f36e
Source dataset
uspto-grants-2013_04
Patent number
US08420676B2

Reaction notes

Loading…