HCID 59754783, compound → HCID 59754788, compound

HRID 751436Notes

Reaction equation

HRID 751436 reaction equation
[Cl:1][C:2]1[CH:26]=[CH:25][C:5]([CH2:6][N:7]2[C:11]3=[N:12][CH:13]=[C:14]([O:16][CH3:17])[CH:15]=[C:10]3[CH:9]=[C:8]2/[CH:18]=[CH:19]/[C:20]([O:22][CH2:23][CH3:24])=[O:21])=[CH:4][CH:3]=1>CCO.CCOC(C)=O.[Pd]>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]2[C:11]3=[N:12][CH:13]=[C:14]([O:16][CH3:17])[CH:15]=[C:10]3[CH:9]=[C:8]2[CH2:18][CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])=[CH:25][CH:26]=1

Participants

5

Reactant 1

HCID 59754783HCID 59754783, compound

Product 1

HCID 59754788HCID 59754788, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of Ethyl (E)-3-[1-(4-chloro-benzyl)-5-methoxy-1H-pyrrolo[2,3-b]pyridin-2-yl]-acrylate (100 mg, 0.270 mmol) in a mixture of EtOH (2 mL) and EtOAc (2 mL) was added Pd/C (˜15 mg) and maintained under an atmosphere of H2 for 36 hrs. The resulting slurry was filtered through celite eluting with EtOAc, and the solvent evaporated to afford the title acid as a green oil used without further purification.

Workup

  1. temperaturemaintained under an atmosphere of H2 for 36 hrs
  2. filtrationThe resulting slurry was filtered through celite
  3. washeluting with EtOAc
  4. customthe solvent evaporated

Sources & evidence

ORD record
ord-9c421509af064e81965d16e50ad0cdc0
Source dataset
uspto-grants-2008_07
Patent number
US07405302B2

Reaction notes

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