HCID 59730557, compound → HCID 59730560, compound

HRID 130364Notes

Reaction equation

HRID 130364 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH:12]=[C:11]([C:14]2[CH:22]=[CH:21][CH:20]=[C:19]3[C:15]=2[CH:16]=[CH:17][NH:18]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[CH2:9][CH2:10][CH:11]([C:14]2[CH:22]=[CH:21][CH:20]=[C:19]3[C:15]=2[CH:16]=[CH:17][NH:18]3)[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 59730557HCID 59730557, compound

Product 1

HCID 59730560HCID 59730560, compoundYield 96.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 4-(1H-Indol-4-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester 4-6 (670 mg, 2.24 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 (650 mg, 96%) of 4-(1H-Indol-4-yl)-piperidine-1-carboxylic acid tert-butyl ester 4-7. Step 6

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-9a1e8ab1a5f24ea496ffa3f78e1cb2a9
Source dataset
uspto-grants-2008_06
Patent number
US07381739B2

Reaction notes

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