Ethanol → HCID 90416203, compound

HRID 633569Notes

Reaction equation

HRID 633569 reaction equation
[F:1][C:2]1[CH:33]=[C:32]([F:34])[CH:31]=[CH:30][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][S:12]([CH3:15])(=[O:14])=[O:13])=[CH:7][C:6]=1[C:16]1[C:24]2[C:19](=[C:20]([O:27][CH3:28])[N:21]=[C:22]([CH:25]=[CH2:26])[CH:23]=2)[N:18]([CH3:29])[CH:17]=1.C(O)C>C(OCC)(=O)C.[Pd]>[F:1][C:2]1[CH:33]=[C:32]([F:34])[CH:31]=[CH:30][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][S:12]([CH3:15])(=[O:13])=[O:14])=[CH:7][C:6]=1[C:16]1[C:24]2[C:19](=[C:20]([O:27][CH3:28])[N:21]=[C:22]([CH2:25][CH3:26])[CH:23]=2)[N:18]([CH3:29])[CH:17]=1

Participants

5

Reactant 2

HCID 702EthanolHCID 90416820HCID 90416820, compound

Product 1

HCID 90416203HCID 90416203, compoundYield 105%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

The product from Example 92A (0.04 g, 0.083 mmol) and 10% Pd/C (0.022 g, 0.021 mmol) were combined in ethyl acetate (3 mL)/ethanol (3 mL), degassed under vacuum, placed under a balloon of hydrogen and stirred for 2 hours. The mixture was filtered through Celite and the Celite pad was washed repeatedly with ethyl acetate. The filtrate was concentrated to afford the title compound (0.042 g, 105%).

Workup

  1. customdegassed under vacuum
  2. filtrationThe mixture was filtered through Celite
  3. washthe Celite pad was washed repeatedly with ethyl acetate
  4. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-e5b30448f97e40c3b80207c62e7fb67d
Source dataset
uspto-grants-2016_04
Patent number
US09321764B2

Reaction notes

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