4-Methylpiperidine → HCID 86749263, compound

HRID 2396494Notes

Reaction equation

HRID 2396494 reaction equation
[CH:1]([C:3]1[O:7][N:6]=[C:5]([C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[N:10]([CH3:17])[CH:9]=2)[N:4]=1)=[CH2:2].[CH3:18][CH:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1>CO>[CH3:18][CH:19]1[CH2:24][CH2:23][N:22]([CH2:2][CH2:1][C:3]2[O:7][N:6]=[C:5]([C:8]3[C:16]4[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=4)[N:10]([CH3:17])[CH:9]=3)[N:4]=2)[CH2:21][CH2:20]1

Participants

4

Reactant 2

HCID 693814-MethylpiperidineHCID 14773942HCID 14773942, compound

Product 1

HCID 86749263HCID 86749263, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5-Ethenyl-3-(1-methyl-1-H-indol-3-yl)-1,2,4-oxadiazole (D2)(0.0254 g, 1.13 mmol) was dissolved in methanol (5 ml) and 4-methyl piperidine (0.167 ml, 1.69 mmol) was added. The mixture was left standing at room temperature for 16 hours, before being evaporated under reduced pressure to give a colourless oil, which was purified by silica-gel chromatography, eluting with ethyl acetate to afford the title compound as a colourless oil that crystallised on standing. The material was then converted to its hydrochloride salt, mp 192°-192° C.

Workup

  1. waitThe mixture was left
  2. custombefore being evaporated under reduced pressure
  3. customto give a colourless oil, which
  4. customwas purified by silica-gel chromatography
  5. washeluting with ethyl acetate

Sources & evidence

ORD record
ord-7a66bda427fa45d6adfccc36c96fb49a
Source dataset
uspto-grants-1996_02
Patent number
US05492919

Reaction notes

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