HCID 60108780, compound → HCID 60108785, compound

HRID 1005658Notes

Reaction equation

HRID 1005658 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH:12]=[C:11]([C:14]2[CH:15]=[CH:16][CH:17]=[C:18]3[C:22]=2[NH:21][CH:20]=[CH:19]3)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>CCO.[Pd]>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[CH:15]=[CH:16][CH:17]=[C:18]3[C:22]=2[NH:21][CH:20]=[CH:19]3)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 60108780HCID 60108780, compound

Product 1

HCID 60108785HCID 60108785, compoundYield 77.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 4-(1H-indol-7-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (100 mg) in EtOH (20 mL) was added 10% Pd/C (20 mg). The reaction was placed on a Parr shaker at 55 psi H2 for 24 h. The reaction was filtered through Celite™ and concentrated to afford 4-(1H-indol-7-yl)-piperidine-1-carboxylic acid tert-butyl ester (22) as a clear oil (78 mg).

Workup

  1. filtrationThe reaction was filtered through Celite™
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-52d04bef45344eb5a04475b15473f9a6
Source dataset
uspto-grants-2004_09
Patent number
US06787535B2

Reaction notes

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