HCID 21463019, compound → 5-(Piperidin-4-yl)-1H-indole

HRID 1983993Notes

Reaction equation

HRID 1983993 reaction equation
[NH:1]1[CH2:6][CH:5]=[C:4]([C:7]2[CH:8]=[C:9]3[C:13](=[CH:14][CH:15]=2)[NH:12][CH:11]=[CH:10]3)[CH2:3][CH2:2]1.[H][H]>[Pt]=O.C(O)(=O)C>[NH:1]1[CH2:6][CH2:5][CH:4]([C:7]2[CH:8]=[C:9]3[C:13](=[CH:14][CH:15]=2)[NH:12][CH:11]=[CH:10]3)[CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 21463019HCID 21463019, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 272820315-(Piperidin-4-yl)-1H-indoleYield 37.9%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 176Acetic AcidSolvent

Procedure

A mixture of 5-(3,6-dihydro-2H-pyridin-4-yl)-1H-indole (3.4 g), platinum oxide (0.2 g) and acetic acid (50 mL) was shaken at room temperature for 24 h and under 3 atmospheres of hydrogen. The mixture was filtered, and the solvent was removed in vacuo. The residue was purified by flash chromatography on silicagel (eluent: 4 M ammonia in methanol) to give the title compound (1.3 g).

Workup

  1. filtrationThe mixture was filtered
  2. customthe solvent was removed in vacuo
  3. customThe residue was purified by flash chromatography on silicagel (eluent: 4 M ammonia in methanol)

Sources & evidence

ORD record
ord-f30d1df2f9e548d880d91f581cf804fa
Source dataset
uspto-grants-2009_06
Patent number
US07544685B2

Reaction notes

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