HCID 69961015, compound → HCID 18918955, compound

HRID 1291401Notes

Reaction equation

HRID 1291401 reaction equation
[Cl:1][C:2]1[CH:30]=[CH:29][C:5]([C:6]([C:8]2[CH:13]=[CH:12][C:11]([CH:14]=[CH:15][C:16]3[N:25]([CH3:26])[C:24](=[O:27])[C:23]4[C:18](=[CH:19][CH:20]=[CH:21][C:22]=4[CH3:28])[N:17]=3)=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1>C1COCC1.C(OCC)(=O)C.CO.[Pd]>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([C:8]2[CH:9]=[CH:10][C:11]([CH2:14][CH2:15][C:16]3[N:25]([CH3:26])[C:24](=[O:27])[C:23]4[C:18](=[CH:19][CH:20]=[CH:21][C:22]=4[CH3:28])[N:17]=3)=[CH:12][CH:13]=2)=[O:7])=[CH:29][CH:30]=1

Participants

4

Reactant 1

HCID 69961015HCID 69961015, compound

Product 1

HCID 18918955HCID 18918955, compoundYield 50.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 19895526THF ethyl acetate methanolSolvent

Procedure

To a solution of 2-[2-[4-(4-chlorobenzoyl)phenyl]-vinyl]-3,5-dimethyl-4(3H)-quinazolinone (104 mg) in THF-ethyl acetate-methanol (2:1:1) (20 ml) was added 10% Pd/C (50% hydrous) (10 mg) and the mixture was stirred under hydrogen at room temperature for 2 hours. The catalyst was then filtered off and the filtrate was concentrated. The residue was washed with ethyl acetate-methanol and dried to provide 53 mg of white powder.

Workup

  1. filtrationThe catalyst was then filtered off
  2. concentrationthe filtrate was concentrated
  3. washThe residue was washed with ethyl acetate-methanol
  4. customdried

Sources & evidence

ORD record
ord-6746c7f0439d4287812b15aa265653b2
Source dataset
uspto-grants-1998_05
Patent number
US05753664

Reaction notes

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