HCID 86661401, compound → HCID 86661400, compound

HRID 2197277Notes

Reaction equation

HRID 2197277 reaction equation
C([O:8][NH:9][C:10]([CH:12]([CH:16]([C:27]1[CH:35]=[CH:34][C:30]([C:31]([NH2:33])=[O:32])=[CH:29][CH:28]=1)[CH2:17][CH2:18][CH2:19][CH:20]1[C:24](=[O:25])[NH:23][C:22](=[O:26])[NH:21]1)[CH:13]([CH3:15])[CH3:14])=[O:11])C1C=CC=CC=1>CO.[Pd]>[OH:8][NH:9][C:10]([CH:12]([CH:16]([C:27]1[CH:35]=[CH:34][C:30]([C:31]([NH2:33])=[O:32])=[CH:29][CH:28]=1)[CH2:17][CH2:18][CH2:19][CH:20]1[C:24](=[O:25])[NH:23][C:22](=[O:26])[NH:21]1)[CH:13]([CH3:15])[CH3:14])=[O:11]

Participants

4

Reactant 1

HCID 86661401HCID 86661401, compound2×

Product 1

HCID 86661400HCID 86661400, compoundYield 41%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The compound obtained in step g above (25g) (150 mg, 0.312 mmol) and 10% Pd/C (20 mg) were stirred in MeOH (10 mL) at room temperature for 15 h under H2 atmosphere, the mixture was filtered through celite, washed with MeOH several times and then concentrated. The residue was purified by silica gel column chromatography which gave the title compound as a white solid (50 mg, 41%).

Workup

  1. filtrationthe mixture was filtered through celite
  2. washwashed with MeOH several times
  3. concentrationconcentrated
  4. customThe residue was purified by silica gel column chromatography which

Sources & evidence

ORD record
ord-9aa41917aa3047f595f4f9edad866c17
Source dataset
uspto-grants-2012_12
Patent number
US08338471B2

Reaction notes

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