HCID 67378682, compound → HCID 46195762, compound

HRID 1517538Notes

Reaction equation

HRID 1517538 reaction equation
C([O:8][C:9]1[C:14]([C:15]2[CH:26]=[C:25]([C:27]([CH3:30])([CH3:29])[CH3:28])[C:24]([O:31][CH3:32])=[CH:23][C:16]=2[CH2:17][NH:18][S:19]([CH3:22])(=[O:21])=[O:20])=[CH:13][CH:12]=[C:11]([CH3:33])[N:10]=1)C1C=CC=CC=1>CO.CCOC(C)=O.[Pd]>[C:27]([C:25]1[C:24]([O:31][CH3:32])=[CH:23][C:16]([CH2:17][NH:18][S:19]([CH3:22])(=[O:21])=[O:20])=[C:15]([C:14]2[C:9](=[O:8])[NH:10][C:11]([CH3:33])=[CH:12][CH:13]=2)[CH:26]=1)([CH3:30])([CH3:28])[CH3:29]

Participants

5

Reactant 1

HCID 67378682HCID 67378682, compound

Product 1

HCID 46195762HCID 46195762, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

step 3—A mixture of 74 and 10% Pd/C (5 mg) in a mixture of MeOH (8 mL) and EtOAc (4 mL) under 1 atmosphere of H2 at RT was stirred for 1 h. The catalyst was filtered off and the filtrate was concentrated. The crude residue was purified on a preparative SiO2 TLC plate developed with 4% MeOH/DCM to afford 7.3 mg (53%) of I-37.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated
  3. customThe crude residue was purified on a preparative SiO2 TLC plate
  4. customto afford 7.3 mg (53%) of I-37

Sources & evidence

ORD record
ord-4d934b40194d4524b4b17550b829f455
Source dataset
uspto-grants-2012_07
Patent number
US08232271B2

Reaction notes

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