HCID 178491617, compound → HCID 178491618, compound

HRID 500072Notes

Reaction equation

HRID 500072 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([NH:11][C@H:12]2[CH2:17][CH2:16][C@H:15](/[CH:18]=[CH:19]\[CH:20]([CH3:22])[CH3:21])[CH2:14][CH2:13]2)=[O:10])=[CH:4][C:3]=1[O:23][CH3:24]>C(O)C.[Pd]>[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([NH:11][C@H:12]2[CH2:17][CH2:16][C@H:15]([CH2:18][CH2:19][CH:20]([CH3:21])[CH3:22])[CH2:14][CH2:13]2)=[O:10])=[CH:4][C:3]=1[O:23][CH3:24]

Participants

4

Reactant 1

HCID 178491617HCID 178491617, compound

Product 1

HCID 178491618HCID 178491618, compoundYield 72.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

The compound (200 mg) of Example 14 was dissolved in ethanol (10 ml), 10% palladium/carbon (50 mg) was added to the mixture, and the mixture was hydrogenated at 25° C. The catalyst was removed by filtration from the reaction mixture, and the solvent was evaporated under reduced pressure. The residue was purified by a silica gel chromatography (eluent: chloroform) to give 145 mg of the desired compound.

Workup

  1. customwas hydrogenated at 25° C
  2. customThe catalyst was removed by filtration from the reaction mixture
  3. customthe solvent was evaporated under reduced pressure
  4. customThe residue was purified by a silica gel chromatography (eluent: chloroform)

Sources & evidence

ORD record
ord-caf9630879fe44f7bcf4bc644e204d29
Source dataset
uspto-grants-2010_08
Patent number
US07767854B2

Reaction notes

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