1-Phenethylpiperazine → 4-(3-Cyclohexylpropyl)-1-(2,5-difluoro-4-methoxyphenyl)piperidine

HRID 269911

Reaktionsgleichung

Reaktionsgleichung von HRID 269911
BrC1C=CC(OC)=C(C)C=1.C(N1CCNCC1)CC1C=CC=CC=1.Br[C:26]1[C:31]([F:32])=[CH:30][C:29]([O:33][CH3:34])=[C:28]([F:35])[CH:27]=1.[CH:36]1([CH2:42][CH2:43][CH2:44][CH:45]2[CH2:50][CH2:49][NH:48][CH2:47][CH2:46]2)[CH2:41][CH2:40][CH2:39][CH2:38][CH2:37]1>>[CH:36]1([CH2:42][CH2:43][CH2:44][CH:45]2[CH2:46][CH2:47][N:48]([C:26]3[CH:27]=[C:28]([F:35])[C:29]([O:33][CH3:34])=[CH:30][C:31]=3[F:32])[CH2:49][CH2:50]2)[CH2:37][CH2:38][CH2:39][CH2:40][CH2:41]1

Komponenten

5

Edukt 4

HCID 792141-PhenethylpiperazineHCID 6083154-Bromo-1-methoxy-2-methylbenzeneHCID 27249834-Bromo-2,5-difluoroanisoleHCID 231114964-(3-Cyclohexylpropyl)-piperidine

Produkt 1

HCID 231114634-(3-Cyclohexylpropyl)-1-(2,5-difluoro-4-methoxyphenyl)piperidineAusbeute 98,2 %

Versuchsvorschrift

Production Example 9 was repeated except that 5-bromo-2-methoxytoluene and 1-phenethylpiperazine were replaced with 4-bromo-2,5-difluoroanisole (338 mg) and 4-(3-cyclohexylpropyl)-piperidine (953 mg), respectively. The resulting crude product was purified on silica gel column chromatography (eluent, hexane: ethyl acetate=3:1) to provide 4-(3-cyclohexylpropyl)-1-(2,5-difluoro-4-methoxyphenyl)piperidine (523 mg).

Aufarbeitung

  1. customThe resulting crude product was purified on silica gel column chromatography (eluent, hexane: ethyl acetate=3:1)

Quellen und Nachweise

ORD-Eintrag
ord-5b3ee35c5f6748ad81787f6e55408130
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07449466B2

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