HCID 69843388, compound → HCID 11070550, compound

HRID 1634235Notes

Reaction equation

HRID 1634235 reaction equation
[CH3:1][O:2][C:3](=[O:31])[CH:4]=[CH:5][C:6]1[NH:7][C:8](=[O:30])[C:9]2[C:10]3[N:19]([CH3:20])[C:18]([NH:21][C:22]4[C:27]([Cl:28])=[CH:26][CH:25]=[CH:24][C:23]=4[Cl:29])=[N:17][C:11]=3[CH:12]=[CH:13][C:14]=2[C:15]=1[CH3:16]>CCO.CC(O)=O.O=[Pt]=O>[CH3:1][O:2][C:3](=[O:31])[CH2:4][CH2:5][C:6]1[NH:7][C:8](=[O:30])[C:9]2[C:10]3[N:19]([CH3:20])[C:18]([NH:21][C:22]4[C:27]([Cl:28])=[CH:26][CH:25]=[CH:24][C:23]=4[Cl:29])=[N:17][C:11]=3[CH:12]=[CH:13][C:14]=2[C:15]=1[CH3:16]

Participants

5

Reactant 1

HCID 69843388HCID 69843388, compound

Product 1

HCID 11070550HCID 11070550, compoundYield 32.7%

Reagents, catalysts & solvents 3

HCID 345198Adams' catalystCatalystHCID 176Acetic AcidSolventHCID 702EthanolSolvent

Procedure

To a solution of the product of Example 12 (30 mg, 0.06 mmol) in EtOH (3 mL) and AcOH (4 mL) in a Parr reactor was added PtO2 (2 mg, 0.007 mmol). The Parr reactor was charged with 50 psi of H2 and shaken for 12 h. The crude reaction was filtered through diatomaceous earth with EtOH and concentrated in vacuo. Column chromatography (2% MeOH—CH2Cl2) provided the title compound (9 mg, 30%), mp 268° C.(dec); MS(ES) 459, 461 (MH+).

Workup

  1. additionThe Parr reactor was charged with 50 psi of H2
  2. customThe crude reaction
  3. filtrationwas filtered through diatomaceous earth with EtOH
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-9b70cab531f04f53a907db97fb3a76eb
Source dataset
uspto-grants-2003_01
Patent number
US06506769B2

Reaction notes

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