Lawesson's reagent → HCID 59905898, compound

HRID 351869Notes

Reaction equation

HRID 351869 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]([NH:18][CH3:19])=[C:14]([F:20])[CH:13]=2)[CH2:7]1)(=O)[CH3:2].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:30])=CC=1>O1CCOCC1>[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]([NH:18][CH3:19])=[C:14]([F:20])[CH:13]=2)[CH2:7]1)(=[S:30])[CH3:2]

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 22966191HCID 22966191, compound

Product 1

HCID 59905898HCID 59905898, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
65 °C

Procedure

A mixture of 5-(S)-acetamidomethyl-3-[4′-methylamino-3′-fluoro-phenyl]oxazolidine-2-one (0.100 g, 0.356 mmol) and Lawesson reagent (0.144 g, 0.356 mmol) in dioxane (3 mL) was stirred at 65° C. for 2 h. Solvent was removed under vacuum and the residue purified by PTLC (10% methanol/dichloromethane) to give a product as foam. Yield 0.097 g (92%). MS (m/z): [M+H]+=298.

Workup

  1. customSolvent was removed under vacuum
  2. customthe residue purified by PTLC (10% methanol/dichloromethane)

Sources & evidence

ORD record
ord-46f1398a70734ef7bb7794af9067934d
Source dataset
uspto-grants-2004_06
Patent number
US06743811B2

Reaction notes

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