HCID 23369734, compound → HCID 23369699, compound

HRID 1900741Notes

Reaction equation

HRID 1900741 reaction equation
[CH3:1][S:2]([O:5][CH2:6][CH:7]1[O:19][C:18]2[C:9](=[C:10]3[C:15](=[CH:16][CH:17]=2)[NH:14][C:13](=[O:20])[CH:12]=[CH:11]3)[CH2:8]1)(=[O:4])=[O:3].[H][H]>O1CCOCC1.[C].[Pd]>[CH3:1][S:2]([O:5][CH2:6][CH:7]1[O:19][C:18]2[C:9](=[C:10]3[C:15](=[CH:16][CH:17]=2)[NH:14][C:13](=[O:20])[CH2:12][CH2:11]3)[CH2:8]1)(=[O:3])=[O:4]

Participants

5

Reactant 2

HCID 23369734HCID 23369734, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 23369699HCID 23369699, compoundYield 84.8%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 312751,4-DioxaneSolvent

Procedure

The compound obtained in Example 157 (0.85 g, 2.88 mmol) dissolved in dioxane (50 ml) was combined with 10% palladium-carbon (1.55 g), then stirred in the stream of hydrogen at 60° for 16 hours. From the reaction mixture, palladium-carbon was filtered off. The filtrate was condensed under reduced pressure, and the reside was washed with ether. 0.726 g of the tile compound was obtained as pale brown crystals (84.8%). They were recrystallized from a solvent mixture of chloroform--methanol--ether to obtain colorless prisms of the title compound (mp.: 209°-210° C. (dec.)).

Workup

  1. filtrationFrom the reaction mixture, palladium-carbon was filtered off
  2. customcondensed under reduced pressure
  3. washthe reside was washed with ether

Sources & evidence

ORD record
ord-8d46c0df05704552a6bca487d9b76d1a
Source dataset
uspto-grants-1996_11
Patent number
US05576324

Reaction notes

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