Sodium Methoxide → HCID 11211289, compound

HRID 1752959Notes

Reaction equation

HRID 1752959 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-on prepared in the secondary step of the Example 24. The solution was added with 90 mg of sodium methoxide 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-40204666b6b44c1c9d07962375d2de96
Source dataset
uspto-grants-2015_10
Patent number
US09163043B2

Reaction notes

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