4-Methylbenzaldehyde → 1-[4-(4-Methylphenylpropionyl)-phenyl]-4-(4-pyridyl)piperazine

HRID 427457Notes

Reaction equation

[C:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][N:13]([C:16]3[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=3)[CH2:12][CH2:11]2)=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[C:22]1([CH3:30])[CH:27]=[CH:26][C:25]([CH:28]=O)=[CH:24][CH:23]=1>>[CH3:30][C:22]1[CH:27]=[CH:26][C:25]([CH2:28][CH2:2][C:1]([C:4]2[CH:5]=[CH:6][C:7]([N:10]3[CH2:11][CH2:12][N:13]([C:16]4[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=4)[CH2:14][CH2:15]3)=[CH:8][CH:9]=2)=[O:3])=[CH:24][CH:23]=1

Participants

Reactant 2

HCID 77254-Methylbenzaldehyde

HCID 183571351-(4-Acetylphenyl)-4-(4-pyridyl)piperazine

Product 1

HCID 543750621-[4-(4-Methylphenylpropionyl)-phenyl]-4-(4-pyridyl)piperazineYield 27%

Procedure

Using an analogous procedure to that described in Example 39, but using as starting material 1-(4-acetylphenyl)-4-(4-pyridyl)piperazine in place of 1-(4-formylphenyl)-4-(4pyridyl)piperazine and 4-tolualdehyde in place of 4-methylacetophenone, was prepared 1-[4-(4-methylphenylpropionyl)-phenyl]-4-(4-pyridyl)piperazine (27% yield), m.p. 130-132° C.

Sources & evidence

ORD record: ord-4a2631dd914e4c0686d693973e477eeb
Source dataset: uspto-grants-2001_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06313127B1

Reaction notes

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