HCID 67373194, compound → HCID 46194227, compound

HRID 1517548Notes

Reaction equation

HRID 1517548 reaction equation
C([O:8][C:9]1[C:14]([C:15]2[CH:29]=[C:28]([C:30]([CH3:33])([CH3:32])[CH3:31])[C:27]([O:34][CH3:35])=[CH:26][C:16]=2[CH2:17][N:18]2[C@H:22]([CH2:23][OH:24])[CH2:21][CH2:20][C:19]2=[O:25])=[CH:13][CH:12]=[CH:11][N:10]=1)C1C=CC=CC=1>CO.[Pd]>[C:30]([C:28]1[C:27]([O:34][CH3:35])=[CH:26][C:16]([CH2:17][N:18]2[C:19](=[O:25])[CH2:20][CH2:21][C@H:22]2[CH2:23][OH:24])=[C:15]([C:14]2[C:9](=[O:8])[NH:10][CH:11]=[CH:12][CH:13]=2)[CH:29]=1)([CH3:33])([CH3:31])[CH3:32]

Participants

4

Reactant 1

HCID 67373194HCID 67373194, compound

Product 1

HCID 46194227HCID 46194227, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

step 4—A mixture of 108 (100 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 off and the filtrate was concentrated. The crude residue was purified on a preparative SiO2 TLC plate developed with 10% MeOH to afford 44.3 mg (55%) of I-72.

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 44.3 mg (55%) of I-72

Sources & evidence

ORD record
ord-38f7084524a3432888db3aa3678081c2
Source dataset
uspto-grants-2012_07
Patent number
US08232271B2

Reaction notes

Loading…