1-(4-Fluorophenyl)piperazine → 4-(4-Fluorophenyl)-1-(4-oxo-4-(2-oxocyclohexyl)butyryl)piperazine

HRID 635334Notes

Reaction equation

HRID 635334 reaction equation
[O:1]=[C:2]([CH:8]1[CH2:13][CH2:12][CH2:11][CH2:10][C:9]1=[O:14])[CH2:3][CH2:4][C:5]([OH:7])=O.[F:15][C:16]1[CH:21]=[CH:20][C:19]([N:22]2[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]2)=[CH:18][CH:17]=1.N1NC(CCC(O)=O)=C2C=1CCCC2.ClC1C=CC(C2CCNCC2)=CC=1>>[F:15][C:16]1[CH:17]=[CH:18][C:19]([N:22]2[CH2:27][CH2:26][N:25]([C:5](=[O:7])[CH2:4][CH2:3][C:2](=[O:1])[CH:8]3[CH2:13][CH2:12][CH2:11][CH2:10][C:9]3=[O:14])[CH2:24][CH2:23]2)=[CH:20][CH:21]=1

Participants

5

Reactant 4

HCID 752601-(4-Fluorophenyl)piperazineHCID 12036134-(4-Chlorophenyl)piperidineHCID 36291314-Oxo-4-(2-oxocyclohexyl)butyric acidHCID 1785253693-(4,5,6,7-tetrahydro-2H-indazol-3-yl)propanoic acid

Product 1

HCID 177731984-(4-Fluorophenyl)-1-(4-oxo-4-(2-oxocyclohexyl)butyryl)piperazineYield 102.8%

Procedure

4-Oxo-4-(2-oxocyclohexyl)-n-butyric acid (4.0 g) and 1-(4-fluorophenyl)piperazine (3.6 g) were used instead of 3-(4,5,6,7-tetrahydro-2H-indazol-3-yl)propionic acid obtained in Example 102 and 4-(4-chlorophenyl)piperidine, 7.4 g of 4-(4-fluorophenyl)-1-(4-oxo-4-(2-oxocyclohexyl)butyryl)piperazine was obtained.

Sources & evidence

ORD record
ord-bf5d8bbd0f2e4a1885b247511a15559c
Source dataset
uspto-grants-2001_02
Patent number
US06187774B1

Reaction notes

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