6-Methoxy-1H-indole → 6-methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole

HRID 1456991Notes

Reaction equation

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

Participants

Reactant 2

HCID 766596-Methoxy-1H-indole

HCID 2723901Piperonylamine

Product 1

HCID 130190056-methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indoleYield 90%

Procedure

Beginning with 2.0 gm (14.0 mMol) 6-methoxy-1H-indole and 4.2 gm (27.0 mMol) 4-piperidone hydrochloride monohydrate, 2.8 gm (90%) of the title compound were recovered as a yellow solid.

Sources & evidence

ORD record: ord-e565409e03634b7dbf38c26b4dba974c
Source dataset: uspto-grants-1998_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05846982

Reaction notes

Loading…