HCID 68895015, compound → HCID 59772414, compound

HRID 2220219Notes

Reaction equation

HRID 2220219 reaction equation
[C:1]([N:4]1[CH2:11][C:10]2[CH:12]=[CH:13][C:14]([C:16]3[O:20][CH:19]=[N:18][CH:17]=3)=[CH:15][C:9]=2[CH:8]=[CH:7][C:6]2[CH:21]=[CH:22][CH:23]=[CH:24][C:5]1=2)(=[O:3])[CH3:2]>CO.[OH-].[Pd+2].[OH-]>[C:1]([N:4]1[CH2:11][C:10]2[CH:12]=[CH:13][C:14]([C:16]3[O:20][CH:19]=[N:18][CH:17]=3)=[CH:15][C:9]=2[CH2:8][CH2:7][C:6]2[CH:21]=[CH:22][CH:23]=[CH:24][C:5]1=2)(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 68895015HCID 68895015, compound

Product 1

HCID 59772414HCID 59772414, compoundYield 69%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

To a solution of Example 295 (50 mg, 0.16 mmol) in MeOH (10 mL) was added palladium hydroxide (25 mg). The solution was stirred under a hydrogen atmosphere for 3 hours. The mixture was filtered through a nylon membrane filter, concentrated and recrystallized from EtOAc/hexane to give the title compound as a white solid (35 mg, 69%). HPLC Rt=3.56 min. m/z=319(M+H+).

Workup

  1. filtrationThe mixture was filtered through a nylon membrane
  2. filtrationfilter
  3. concentrationconcentrated
  4. customrecrystallized from EtOAc/hexane

Sources & evidence

ORD record
ord-e2f481769c7d41e4b03b50321b5b0808
Source dataset
uspto-grants-2008_08
Patent number
US07417040B2

Reaction notes

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