Indole → 3-(1-Methyl-1,2,3,6-tetrahydropyrid-4-yl)indole

HRID 1701700Notes

Reaction equation

HRID 1701700 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C:3]1=O.[NH:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:11]=[CH:10]1.P(=O)(O)(O)O>C(O)(=O)C>[CH3:1][N:2]1[CH2:7][CH:6]=[C:5]([C:11]2[C:12]3[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=3)[NH:9][CH:10]=2)[CH2:4][CH2:3]1

Participants

5

Reactant 3

HCID 798IndoleHCID 1004Phosphoric AcidHCID 13603N-Methyl-2-piperidone

Product 1

HCID 1522153-(1-Methyl-1,2,3,6-tetrahydropyrid-4-yl)indole

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Using the same procedure of Example 1, 1-methyl-piperidone and 1H-indole were condensed in refluxing acetic acid in the presence of phosphoric acid to obtain 3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole melting at 228°~229° C.

Workup

  1. customcondensed

Sources & evidence

ORD record
ord-e27d458fa0bf4fea9c100af97bf234f1
Source dataset
uspto-grants-1980_03
Patent number
US04195081

Reaction notes

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