HCID 67375964, compound → HCID 46194224, compound

HRID 1517544Notes

Reaction equation

HRID 1517544 reaction equation
C([O:8][C:9]1[C:14]([C:15]2[CH:32]=[C:31]([C:33]([CH3:36])([CH3:35])[CH3:34])[C:30]([O:37][CH3:38])=[CH:29][C:16]=2[CH2:17][N:18]2[C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=3[N:20]([CH3:27])[C:19]2=[O:28])=[CH:13][CH:12]=[CH:11][N:10]=1)C1C=CC=CC=1>CO.[Pd]>[C:33]([C:31]1[C:30]([O:37][CH3:38])=[CH:29][C:16]([CH2:17][N:18]2[C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=3[N:20]([CH3:27])[C:19]2=[O:28])=[C:15]([C:14]2[C:9](=[O:8])[NH:10][CH:11]=[CH:12][CH:13]=2)[CH:32]=1)([CH3:36])([CH3:34])[CH3:35]

Participants

4

Reactant 1

HCID 67375964HCID 67375964, compound

Product 1

HCID 46194224HCID 46194224, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

step 3—A mixture of 98 (99 mg) and 10% Pd/C (15 mg) in MeOH (20 mL) under 1 atmosphere of H2 at RT was stirred for 2 h. The catalyst was filtered and the filtrate was concentrated. The crude residue was purified on a preparative SiO2 TLC plate developed with 5% MeOH/DCM to afford 63.7 mg (78%) of I-69.

Workup

  1. filtrationThe catalyst was filtered
  2. concentrationthe filtrate was concentrated
  3. customThe crude residue was purified on a preparative SiO2 TLC plate
  4. customto afford 63.7 mg (78%) of I-69

Sources & evidence

ORD record
ord-4350761a8c1e4111884b5ee09e64af8e
Source dataset
uspto-grants-2012_07
Patent number
US08232271B2

Reaction notes

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