3-(2,3,4-Trimethoxyphenyl)-2-propenoic acid → N-(2,3,4-trimethoxycinnamoyl)-N'-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]piperazine

HRID 1267672Notes

Reaction equation

HRID 1267672 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:13]2[CH:18]=[C:17]([CH2:19][N:20]3[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]3)[CH:16]=[CH:15][N:14]=2)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[CH3:26][O:27][C:28]1[C:38]([O:39][CH3:40])=[C:37]([O:41][CH3:42])[CH:36]=[CH:35][C:29]=1[CH:30]=[CH:31][C:32](O)=[O:33]>>[CH3:26][O:27][C:28]1[C:38]([O:39][CH3:40])=[C:37]([O:41][CH3:42])[CH:36]=[CH:35][C:29]=1[CH:30]=[CH:31][C:32]([N:23]1[CH2:24][CH2:25][N:20]([CH2:19][C:17]2[CH:16]=[CH:15][N:14]=[C:13]([C:5]3[CH:6]=[C:7]([O:11][CH3:12])[C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=3)[CH:18]=2)[CH2:21][CH2:22]1)=[O:33]

Participants

3

Reactant 2

HCID 1184003-(2,3,4-Trimethoxyphenyl)-2-propenoic acidHCID 120211551-[[2-(3,4,5-Trimethoxyphenyl)pyridin-4-yl]-methyl]piperazine

Product 1

HCID 69181462N-(2,3,4-trimethoxycinnamoyl)-N'-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]piperazine

Procedure

1-[[2-(3,4,5-Trimethoxyphenyl)pyridin-4-yl]methyl]-piperazine (103 mg) and 2,3,4-trimethoxycinnamic acid (65 mg) were reacted in the same manner as in Example 56 to obtain the title compound as a free base.

Sources & evidence

ORD record
ord-02d9fa7dec66477799bca946b7a2bf90
Source dataset
uspto-grants-2003_04
Patent number
US06552188B2

Reaction notes

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