HCID 101160192, compound → HCID 38988506, compound

HRID 1976771Notes

Reaction equation

HRID 1976771 reaction equation
[N:1]([CH2:4][C@H:5]([C:7]1[CH:12]=[C:11]([O:13][CH3:14])[C:10]([O:15][CH3:16])=[C:9]([O:17][CH3:18])[CH:8]=1)[OH:6])=[N+]=[N-]>C(O)C.[Pd]>[NH2:1][CH2:4][C@H:5]([C:7]1[CH:8]=[C:9]([O:17][CH3:18])[C:10]([O:15][CH3:16])=[C:11]([O:13][CH3:14])[CH:12]=1)[OH:6]

Participants

4

Reactant 1

HCID 101160192HCID 101160192, compound

Product 1

HCID 38988506HCID 38988506, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of Example 23D (253 mg; 1.0 mmol) and 10% Pd/C (50 mg) in ethanol (7 mL) was stirred for 18 hours under hydrogen (balloon), filtered through diatomaceous earth (Celite®), and concentrated. The concentrate was redissolved in ethanol, filtered again through diatomaceous earth, and concentrated to provide 216 mg (95%) of the desired product as an off-white solid which was used in the next step without further purification.

Workup

  1. filtrationfiltered through diatomaceous earth (Celite®)
  2. concentrationconcentrated
  3. dissolutionThe concentrate was redissolved in ethanol
  4. filtrationfiltered again through diatomaceous earth
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-79aa53ca5155499c831863fd6b03a7f0
Source dataset
uspto-grants-2001_05
Patent number
US06228868B1

Reaction notes

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