Sodium Methoxide → HCID 9883806, compound

HRID 351863Notes

Reaction equation

HRID 351863 reaction equation
[C:1]([NH:4][CH2:5][C@@H:6]1[O:10][C:9](=[O:11])[N:8]([C:12]2[CH:17]=[CH:16][C:15]([C:18]([O:20][C:21]3C(F)=C(F)C(F)=C(F)C=3F)=[O:19])=[C:14]([F:32])[CH:13]=2)[CH2:7]1)(=[S:3])[CH3:2].C[O-].[Na+]>CO>[C:1]([NH:4][CH2:5][C@@H:6]1[O:10][C:9](=[O:11])[N:8]([C:12]2[CH:17]=[CH:16][C:15]([C:18]([O:20][CH3:21])=[O:19])=[C:14]([F:32])[CH:13]=2)[CH2:7]1)(=[S:3])[CH3:2]

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 59905874HCID 59905874, compound

Product 1

HCID 9883806HCID 9883806, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A solution of 5-(S)-thioacetamidomethyl-3-[4′-(pentafluorophenoxy)carbonyl-3′-fluorophenyl]oxazolidine-2-one (0.100 g, 0.209 mmol) and 25% sodium methoxide in methanol (0.0573 ml, 0.251 mmol) in methanol (2 mL) was stirred at r.t. for 1 h. solvent was removed under vacuum and the residue purified by PTLC (10% MeOH in DCM) to give the pure product as a white solid (0.057 g, 84%). M.p. 152-4° C. MS (m/z): [M+H]+=327.

Workup

  1. customwas removed under vacuum
  2. customthe residue purified by PTLC (10% MeOH in DCM)

Sources & evidence

ORD record
ord-725d070825ed4327a7a683dab038cc16
Source dataset
uspto-grants-2004_06
Patent number
US06743811B2

Reaction notes

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