HCID 67152410, compound → HCID 67152479, compound

HRID 602538Notes

Reaction equation

HRID 602538 reaction equation
[CH2:1]([O:3][C:4](=[O:35])/[CH:5]=[CH:6]/[C:7]1[C:15]2[C:10](=[CH:11][N:12]=[C:13]([C:16]3[C:21]([CH2:22][CH3:23])=[CH:20][CH:19]=[CH:18][C:17]=3[CH2:24][CH3:25])[CH:14]=2)[N:9]([C:26]2[CH:31]=[CH:30][C:29]([CH:32]([CH3:34])[CH3:33])=[CH:28][CH:27]=2)[CH:8]=1)[CH3:2]>CCO.[Pd]>[CH2:1]([O:3][C:4](=[O:35])[CH2:5][CH2:6][C:7]1[C:15]2[C:10](=[CH:11][N:12]=[C:13]([C:16]3[C:21]([CH2:22][CH3:23])=[CH:20][CH:19]=[CH:18][C:17]=3[CH2:24][CH3:25])[CH:14]=2)[N:9]([C:26]2[CH:27]=[CH:28][C:29]([CH:32]([CH3:34])[CH3:33])=[CH:30][CH:31]=2)[CH:8]=1)[CH3:2]

Participants

4

Reactant 1

HCID 67152410HCID 67152410, compound

Product 1

HCID 67152479HCID 67152479, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of (E)-3-[5-(2,6-diethyl-phenyl)-1-(4-isopropyl-phenyl)-1H-pyrrolo[2,3-c]pyridin-3-yl]-acrylic acid ethyl ester (140 mg, 0.3 mmol) and 10% Pd/C (20 mg) in EtOH (4 mL) is stirred under hydrogen (1 atm) for 18 hour at room temperature. The mixture is filtered over celite and concentrated under reduced pressure to afford 3-[5-(2,6-diethyl-phenyl)-1-(4-isopropyl-phenyl)-1H-pyrrolo[2,3-c]pyridin-3-yl]-propionic acid ethyl ester as a colorless oil.

Workup

  1. filtrationThe mixture is filtered over celite and
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-613f42a85a31424d9b9466372d1c141c
Source dataset
uspto-grants-2011_03
Patent number
US07906528B2

Reaction notes

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