Magnesium → HCID 58071963, compound

HRID 870528Notes

Reaction equation

HRID 870528 reaction equation
[OH:1][CH2:2][C@H:3]1[CH2:7][N:6]([C@@H:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH3:9])[C:5](=[O:16])[N:4]1S(C1C=CC(C)=CC=1)(=O)=O.[Mg]>CO>[OH:1][CH2:2][C@H:3]1[CH2:7][N:6]([C@@H:8]([C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH3:9])[C:5](=[O:16])[NH:4]1

Participants

4

Reactant 2

HCID 5462224MagnesiumHCID 58071976HCID 58071976, compound

Product 1

HCID 58071963HCID 58071963, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

537 mg (R)-4-Hydroxymethyl-1-((R)-1-phenyl-ethyl)-3-(toluene-4-sulfonyl)-imidazolidine-2-one (I.25) was placed in 9.45 mL methanol at ambient temperature, then 348 mg magnesium turnings were added. The reaction was shaken for 24 h and then filtered. The solvent was removed from the filtrate under reduced pressure and the crude material was then partitioned between ethyl acetate and water. The organic layer was separated, dried over sodium sulfate, filtered and the solvent was removed from the filtrate under reduced pressure to give the title compound.

Workup

  1. filtrationfiltered
  2. customThe solvent was removed from the filtrate under reduced pressure
  3. customthe crude material was then partitioned between ethyl acetate and water
  4. customThe organic layer was separated
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. customthe solvent was removed from the filtrate under reduced pressure

Sources & evidence

ORD record
ord-ec7f1e3942704877b330eafce8e92ec7
Source dataset
uspto-grants-2015_03
Patent number
US08969568B2

Reaction notes

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