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

HRID 751337Notes

Reaction equation

HRID 751337 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-cc7061b6b7914ad0af4ebbe8da9612e4
Source dataset
uspto-grants-2008_07
Patent number
US07405300B2

Reaction notes

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