Piperidine → 2-(Piperidin-1-yl)-1-phenyl-1H-indole-3-carboxaldehyde

HRID 1678119Notes

Reaction equation

HRID 1678119 reaction equation
Cl[C:2]1[N:3]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:4]2[C:9]([C:10]=1[CH:11]=[O:12])=[CH:8][CH:7]=[CH:6][CH:5]=2.[NH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1>>[N:19]1([C:2]2[N:3]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[C:4]3[C:9]([C:10]=2[CH:11]=[O:12])=[CH:8][CH:7]=[CH:6][CH:5]=3)[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1

Participants

3

Reactant 2

HCID 8082PiperidineHCID 3147932-chloro-1-phenyl-1H-indole-3-carbaldehyde

Product 1

HCID 597547562-(Piperidin-1-yl)-1-phenyl-1H-indole-3-carboxaldehydeYield 50%

Procedure

2-Chloro-1-phenyl-1H-indole-3-carboxaldehyde is reacted with piperidine as described in Example 2 to give, after flash chromatography, the title compound (50% yield). NMR (CDCl3) 10.23 (1H, s), 8.29 (1H, d), 7.59 (2H, m), 7.50 (1H, m), 7.40 (2H, d), 7.22 (1H, m), 7.11 (1H, t), 6.98 (1H, d), 3.25 (4H, m), 1.53 (2H, m), 1.42 (4H, m).

Workup

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Sources & evidence

ORD record
ord-bc40dd90ecba47cbbf1ad49d4d6e1b68
Source dataset
uspto-grants-2011_08
Patent number
US08008491B2

Reaction notes

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