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Phenethyl bromide → 1-(4-Benzyloxy-3-fluorophenyl)-4-(3-cyclopentylpropyl)piperazine

HRID 269894
Notes
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Reaction equation

HRID 269894 reaction equation
Cl.Cl.COC1C=CC(N2CCNCC2)=CC=1.Br[CH2:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.[CH2:26]([O:33][C:34]1[CH:39]=[CH:38][C:37]([N:40]2[CH2:45][CH2:44][NH:43][CH2:42][CH2:41]2)=[CH:36][C:35]=1[F:46])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.CS(OCCCC1CCCC1)(=O)=O>>[CH2:26]([O:33][C:34]1[CH:39]=[CH:38][C:37]([N:40]2[CH2:45][CH2:44][N:43]([CH2:23][CH2:24][CH2:25][CH:20]3[CH2:19][CH2:18][CH2:22][CH2:21]3)[CH2:42][CH2:41]2)=[CH:36][C:35]=1[F:46])[C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 4

HCID 7666Phenethyl bromideHCID 27237001-(4-Methoxyphenyl)-piperazine, dihydrochlorideHCID 231114353-Cyclopentylpropyl methanesulfonateHCID 231114831-(4-Benzyloxy-3-fluorophenyl)piperazine

Product 1

HCID 231114131-(4-Benzyloxy-3-fluorophenyl)-4-(3-cyclopentylpropyl)piperazine

Procedure

Production Example 1 was repeated except that 1-(4-methoxyphenyl)piperazine dihydrochloride and (2-bromoethyl)-benzene were replaced with 1-(4-benzyloxy-3-fluorophenyl)piperazine (368 mg) and 3-cyclopentylpropyl methanesulfonate (319 mg), respectively, to provide crude 1-(4-benzyloxy-3-fluorophenyl)-4-(3-cyclopentylpropyl)piperazine (505 mg).

Sources & evidence

ORD record
ord-b3401e26144b4c8387107b7b946ea728
Source dataset
uspto-grants-2008_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07449466B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes