5-Methoxyindole → 5-Methoxy 3-(1,2,3,6-tetrahydro-4-pyridinyl)1H indole

HRID 1003565Notes

Reaction equation

HRID 1003565 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[CH:6]2.O.Cl.[NH:14]1[CH2:19][CH2:18][C:17](=O)[CH2:16][CH2:15]1>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[C:6]2[C:17]1[CH2:18][CH2:19][NH:14][CH2:15][CH:16]=1

Participants

3

Reactant 2

HCID 138725-MethoxyindoleHCID 2723901Piperonylamine

Product 1

HCID 1080295-Methoxy 3-(1,2,3,6-tetrahydro-4-pyridinyl)1H indoleYield 79%

Procedure

Beginning with 5.0 gm (34.0 mmol) 5-methoxy-1H-indole and 10.0 gm (65.0 mMol) 4-piperidone hydrochloride monohydrate, 6.1 gm (79%) of the title compound were recovered as a yellow solid.

Sources & evidence

ORD record
ord-cbdb71a70ea64fdc9d322a14ab771ace
Source dataset
uspto-grants-2000_04
Patent number
US06046215

Reaction notes

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