HCID 178457085, compound → HCID 178457084, compound

HRID 240916Notes

Reaction equation

HRID 240916 reaction equation
C([O:8][C:9]1[CH:14]=[C:13]([O:15]CC2C=CC=CC=2)[C:12]([CH:23]([CH3:25])[CH3:24])=[CH:11][C:10]=1[C:26]1[N:27]([C:32]2[CH:37]=[CH:36][C:35]([O:38][CH3:39])=[C:34]([N:40]([CH3:44])[CH2:41][CH2:42][CH3:43])[CH:33]=2)[C:28]([OH:31])=[N:29][N:30]=1)C1C=CC=CC=1>CO.[Pd]>[OH:31][C:28]1[N:27]([C:32]2[CH:37]=[CH:36][C:35]([O:38][CH3:39])=[C:34]([N:40]([CH3:44])[CH2:41][CH2:42][CH3:43])[CH:33]=2)[C:26]([C:10]2[CH:11]=[C:12]([CH:23]([CH3:24])[CH3:25])[C:13]([OH:15])=[CH:14][C:9]=2[OH:8])=[N:30][N:29]=1

Participants

4

Reactant 1

HCID 178457085HCID 178457085, compound

Product 1

HCID 178457084HCID 178457084, compoundYield 94%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

5-(2,4-Bis-benzyloxy-5-isopropyl-phenyl)-4-[4-methoxy-3-(methylpropylamino)phenyl]-4H-[1,2,4]triazol-3-ol (240 mg, 0.4 mmol) was dissolved in methanol (10 mL) then 10% palladium on charcoal (200 mg) was added and the reaction was stirred under an atmosphere of hydrogen for 16 hrs. Filtration was carried out through a silica gel plug and removal of the solvent under reduced pressure produced the desired compound as a white solid (150 mg, 94%).

Workup

  1. filtrationFiltration
  2. customwas carried out through a silica gel plug and removal of the solvent under reduced pressure

Sources & evidence

ORD record
ord-cb1ef4d46b4949349823d7dd1d93259f
Source dataset
uspto-grants-2014_02
Patent number
US08648104B2

Reaction notes

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