3-Phenylprop-2-enoyl chloride → N-cinnamoyl-N'-[[2-(3,4,5-trimethoxyphenyl)-pyridin-4-yl]methyl]piperazine

HRID 1267670Notes

Reaction equation

HRID 1267670 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].[C:26](Cl)(=[O:35])[CH:27]=[CH:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>>[C:26]([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:35])[CH:27]=[CH:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

Participants

3

Reactant 2

HCID 660233-Phenylprop-2-enoyl chlorideHCID 120211551-[[2-(3,4,5-Trimethoxyphenyl)pyridin-4-yl]-methyl]piperazine

Product 1

HCID 69181767N-cinnamoyl-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 cinnamoyl chloride (65 mg) were reacted in the same manner as in Example 46 to obtain the title compound as a free base.

Sources & evidence

ORD record
ord-6c934ba88cbc4b2fbc273b40f84d74e8
Source dataset
uspto-grants-2003_04
Patent number
US06552188B2

Reaction notes

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