3-Benzylpiperidine → 3-Benzyl-1-[4-(5-methoxyindol-3-yl)butanoyl]piperidine

HRID 2271047Notes

Reaction equation

HRID 2271047 reaction equation
[CH2:1]([CH:8]1[CH2:13][CH2:12][CH2:11][NH:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:14][O:15][C:16]1[CH:17]=[C:18]2[C:22](=[CH:23][CH:24]=1)[NH:21][CH:20]=[C:19]2[CH2:25][CH2:26][CH2:27][C:28](O)=[O:29].[I-].ClC1C=CC=C[N+]=1C>>[CH2:1]([CH:8]1[CH2:13][CH2:12][CH2:11][N:10]([C:28](=[O:29])[CH2:27][CH2:26][CH2:25][C:19]2[C:18]3[C:22](=[CH:23][CH:24]=[C:16]([O:15][CH3:14])[CH:17]=3)[NH:21][CH:20]=2)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 1145513-BenzylpiperidineHCID 1670692-Chloro-1-methylpyridinium iodideHCID 112417775-Methoxyindole-3-butyric acid

Product 1

HCID 158588903-Benzyl-1-[4-(5-methoxyindol-3-yl)butanoyl]piperidine

Procedure

Equimolar amounts of 3-benzylpiperidine and 4-(5-methoxyindol-3-yl)butanoic acid (preparation analogous to Example 1a) are reacted at room temperature with addition of 2-chloro-1-methyl-pyridinium iodide. After customary work-up, 3-benzyl-1-[4-(5-methoxyindol-3-yl)butanoyl]piperidine is obtained.

Sources & evidence

ORD record
ord-72e4c4d8705f47999e64218b11513e05
Source dataset
uspto-grants-2001_12
Patent number
US06333339B1

Reaction notes

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