3-(4-Fluorobenzoyl)propyl chloride → 6-[4-((4-Trifluoromethyl-2-naphthyl)methyl)-1-piperidyl]-1-(4-methoxyphenyl)-1-hexanone

HRID 1389878Notes

Reaction equation

HRID 1389878 reaction equation
Cl.[F:2][C:3]([F:22])([F:21])[C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[C:6]([CH2:14][CH:15]2[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]2)[CH:5]=1.Cl.N1CCC(C(C2C=CC3C(=CC=C(Cl)C=3)C=2)=O)CC1.Br[CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][C:49]([C:51]1[CH:56]=[CH:55][C:54]([O:57][CH3:58])=[CH:53][CH:52]=1)=[O:50].ClCCCC(C1C=CC(F)=CC=1)=O>>[F:22][C:3]([F:2])([F:21])[C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[C:6]([CH2:14][CH:15]2[CH2:20][CH2:19][N:18]([CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][C:49]([C:51]3[CH:56]=[CH:55][C:54]([O:57][CH3:58])=[CH:53][CH:52]=3)=[O:50])[CH2:17][CH2:16]2)[CH:5]=1

Participants

5

Reactant 4

HCID 197503-(4-Fluorobenzoyl)propyl chlorideHCID 106131051-Hexanone, 6-bromo-1-(4-methoxyphenyl)-HCID 202956304-[(4-Trifluoromethyl-2-naphthyl)methyl]piperidine hydrochlorideHCID 705701616-Chloro-2-naphthyl 4-piperidyl ketone hydrochloride

Product 1

HCID 202955386-[4-((4-Trifluoromethyl-2-naphthyl)methyl)-1-piperidyl]-1-(4-methoxyphenyl)-1-hexanone

Procedure

When in the procedure of Example 25, 4-[(4-trifluoromethyl-2-naphthyl)methyl]piperidine hydrochloride is substituted for 6-chloro-2-naphthyl 4-piperidyl ketone hydrochloride and 6-bromo-1-(4-methoxyphenyl)-1-hexanone substituted for 4-chloro-1-(4-fluorophenyl)-1-butanone, 6-[4-((4-trifluoromethyl-2-naphthyl)methyl)-1-piperidyl]-1-(4-methoxyphenyl)-1-hexanone is obtained.

Sources & evidence

ORD record
ord-4bdd4d37e6df42fd91ac43e2738a6091
Source dataset
uspto-grants-1981_01
Patent number
US04246268

Reaction notes

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