(S)-5-(3-nitro-pyrazol-1-ylmethyl)-oxazolidin-2-one → HCID 66893932, compound

HRID 19188Notes

Reaction equation

HRID 19188 reaction equation
[N+:1]([C:4]1[CH:8]=[CH:7][N:6]([CH2:9][C@H:10]2[O:14][C:13](=[O:15])[NH:12][CH2:11]2)[N:5]=1)([O-])=O.[H][H]>[Pd].C(O)C>[NH2:1][C:4]1[CH:8]=[CH:7][N:6]([CH2:9][C@H:10]2[O:14][C:13](=[O:15])[NH:12][CH2:11]2)[N:5]=1

Participants

5

Reactant 2

HCID 66895029(S)-5-(3-nitro-pyrazol-1-ylmethyl)-oxazolidin-2-oneHCID 178418361HCID 178418361, compound

Product 1

HCID 66893932HCID 66893932, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

In a Parr shaker bottle was placed (S)-5-(3-nitro-pyrazol-1-ylmethyl)-oxazolidin-2-one (364 mg, 1.72 mmol), 10% palladium on carbon (200 mg) and ethanol (25 mL). The bottle was then placed on the Parr shaker at 50 psi of hydrogen pressure for 4 h. The reaction was then filtered through a pad of celite and washed with ethanol and concentrated in vacuo to afford (S)-5-(3-amino-pyrazol-1-ylmethyl)-oxazolidin-2-one (3.60 mg, 91%) as a yellow oil: LR-ES-MS m/z calculated for C7H10N4O2 [M]+ 182, observed 183 [M+H]+.

Workup

  1. filtrationThe reaction was then filtered through a pad of celite
  2. washwashed with ethanol
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-90d1bdc1f86245ca90ed5555c7b442ea
Source dataset
uspto-grants-2010_06
Patent number
US07741327B2

Reaction notes

Loading…