HCID 22730063, compound → HCID 22730682, compound

HRID 1785802Notes

Reaction equation

HRID 1785802 reaction equation
[O:1]1[CH2:6][CH2:5][CH2:4][O:3][CH:2]1[CH2:7][CH:8]=[C:9]1[CH2:14][CH2:13][N:12]([C:15]2[CH:25]=[CH:24][C:18]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:17][CH:16]=2)[CH2:11][CH2:10]1>[Pd].C(OCC)(=O)C>[O:1]1[CH2:6][CH2:5][CH2:4][O:3][CH:2]1[CH2:7][CH2:8][CH:9]1[CH2:10][CH2:11][N:12]([C:15]2[CH:16]=[CH:17][C:18]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:24][CH:25]=2)[CH2:13][CH2:14]1

Participants

4

Reactant 1

HCID 22730063HCID 22730063, compound

Product 1

HCID 22730682HCID 22730682, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of Example 199A (1.2 g, 3.6 mmol), Pd/C (0.42 g), and ethyl acetate (25 mL) was hydrogenated at 4 atmospheres in a Parr shaker at room temperature for 3 days. The catalyst was removed by filtration, solvent was evaporated, and the crude product was purified by flash column chromatography on silica gel with 30% ethyl acetate/hexanes to provide the desired product. MS(DCI) m/e 348 (M+H)+.

Workup

  1. customThe catalyst was removed by filtration, solvent
  2. customwas evaporated
  3. customthe crude product was purified by flash column chromatography on silica gel with 30% ethyl acetate/hexanes

Sources & evidence

ORD record
ord-9c32c25dd1744b8c8f73ccbac5f79cef
Source dataset
uspto-grants-2009_03
Patent number
US07504512B2

Reaction notes

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