Magnesium → HCID 58071963, compound

HRID 715698Notes

Reaction equation

HRID 715698 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-dc3b4087f0c947a8859ede91134b914f
Source dataset
uspto-grants-2015_11
Patent number
US09187478B2

Reaction notes

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