HCID 136374690, compound → HCID 136385203, compound

HRID 1467602Notes

Reaction equation

HRID 1467602 reaction equation
C([N:8]1[CH:12]=[CH:11][N:10]=[C:9]1[CH:13]1[C:18]2=[N:19][NH:20][C:21](=[O:26])[C:22]3[CH:23]=[CH:24][CH:25]=[C:16]([C:17]=32)[NH:15][CH:14]1[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)C1C=CC=CC=1>[OH-].[OH-].[Pd+2].CO>[NH:10]1[CH:11]=[CH:12][N:8]=[C:9]1[CH:13]1[C:18]2=[N:19][NH:20][C:21](=[O:26])[C:22]3[CH:23]=[CH:24][CH:25]=[C:16]([C:17]=32)[NH:15][CH:14]1[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

Participants

4

Reactant 1

HCID 136374690HCID 136374690, compound

Product 1

HCID 136385203HCID 136385203, compoundYield 72.1%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Conditions

Temperature
40 °C

Procedure

A mixture of 9-(1-benzyl-1H-imidazol-2-yl)-8-phenyl-8,9-dihydro-2H-pyrido[4,3,2-de]phthalazin-3(7H)-one (200 mg, 0.48 mmol), 20% Pd(OH)2/C catalyst (100 mg) in methanol (15 mL) was purged with 1 atm hydrogen and stirred at 40° C. over overnight. Then the mixture solution was filtered and the filtrate was evaporated under reduced pressure. The residue was washed with methanol to obtain 9-(1H-imidazol-2-yl)-8-phenyl-8,9-dihydro-2H-pyrido[4,3,2-de]phthalazin-3(7H)-one as a light yellow solid (114 mg, yield 72%).

Workup

  1. customwas purged with 1 atm hydrogen
  2. filtrationThen the mixture solution was filtered
  3. customthe filtrate was evaporated under reduced pressure
  4. washThe residue was washed with methanol

Sources & evidence

ORD record
ord-b1f6f6801ae34f91ad16eab4ada21d94
Source dataset
uspto-grants-2015_04
Patent number
US08999987B2

Reaction notes

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