4-Acetyl-1-(3-chloro-2-pyridyl)-5-methylpyrazole → 3-[4-(3-Chlorophenyl)-1-piperazinyl]-1-[1-(3-chloro-2-pyridyl)-5-methyl-4-pyrazolyl]-1-propanone

HRID 564861Notes

Reaction equation

HRID 564861 reaction equation
[C:1]([C:4]1[CH:5]=[N:6][N:7]([C:10]2[C:15]([Cl:16])=[CH:14][CH:13]=[CH:12][N:11]=2)[C:8]=1[CH3:9])(=[O:3])[CH3:2].Cl.[Cl:18][C:19]1[CH:20]=[C:21]([N:25]2[CH:29]=[CH:28]C=N2)[CH:22]=[CH:23][CH:24]=1>>[Cl:18][C:19]1[CH:20]=[C:21]([N:25]2[CH2:29][CH2:28][N:7]([CH2:10][CH2:2][C:1]([C:4]3[CH:5]=[N:6][N:7]([C:10]4[C:15]([Cl:16])=[CH:14][CH:13]=[CH:12][N:11]=4)[C:8]=3[CH3:9])=[O:3])[CH2:8][CH2:4]2)[CH:22]=[CH:23][CH:24]=1

Participants

3

Reactant 2

HCID 118172064-Acetyl-1-(3-chloro-2-pyridyl)-5-methylpyrazoleHCID 185452821-(3-Chlorophenyl)pyrazole hydrochloride

Product 1

HCID 185453003-[4-(3-Chlorophenyl)-1-piperazinyl]-1-[1-(3-chloro-2-pyridyl)-5-methyl-4-pyrazolyl]-1-propanoneYield 71.9%

Procedure

4-Acetyl-1-(3-chloro-2-pyridyl)-5-methylpyrazole (648 mg), 1-(3-chlorophenyl)pyrazole hydrochloride (641 mg), and p-formaldehyde (1.65 g) were reacted, and the product was worked up in the same manner as in Example 5-(4) to yield 439 mg of the title compound.

Sources & evidence

ORD record
ord-436e612a8d55449186253b20d7e68ee0
Source dataset
uspto-grants-2001_01
Patent number
US06169086A

Reaction notes

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