HCID 60108780, compound → HCID 60108785, compound

HRID 1296583Notes

Reaction equation

HRID 1296583 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]>C(O)C.[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 98.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 4-(1H-indol-7-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester XVII (700 mg, 2.3 mmol) and 10% Pd/C (70 mg) in ethanol (75 mL) was placed under H2 atmosphere on the parr shaker at 50 psi, and was shaken overnight. The reaction mixture was filtered through a plug of celite capped with a glass filter. The filtrate was concentrated to afford (680 mg, 95%) of 4-(1H-indol-7-yl)-piperidine-1-carboxylic acid tert-butyl ester XVIII.

Workup

  1. filtrationThe reaction mixture was filtered through a plug of celite
  2. customcapped with a glass
  3. filtrationfilter
  4. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-2277f9aa378142b4a42af332765685dd
Source dataset
uspto-grants-2007_07
Patent number
US07247651B2

Reaction notes

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