Methylamine → HCID 3006434, compound

HRID 351862Notes

Reaction equation

HRID 351862 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]C3C(F)=C(F)C(F)=C(F)C=3F)=O)=[C:14]([F:32])[CH:13]=2)[CH2:7]1)(=[S:3])[CH3:2].[CH3:33][NH2:34]>C1COCC1>[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]([NH:34][CH3:33])=[O:20])=[C:14]([F:32])[CH:13]=2)[CH2:7]1)(=[S:3])[CH3:2]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 59905874HCID 59905874, compound

Product 1

HCID 3006434HCID 3006434, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 5-(S)-thioacetamidomethyl-3-[4′-(pentafluorophenoxy)carbonyl-3′-fluorophe-nyl]oxazolidine-2-one (0.100 g, 0.209 mmol) in 2 M methylamine in THF (1.0 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 (0.054 g, 80%). M.p. 176-7° C. MS (m/z): [M+H]+=326.

Workup

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

Sources & evidence

ORD record
ord-e70efa53ff5744a286903e64100fdd03
Source dataset
uspto-grants-2004_06
Patent number
US06743811B2

Reaction notes

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