Phenethyl bromide → 2-[4-(3-Cyclohexylpropyl)piperazin-1-yl]-5-methoxybenzonitrile

HRID 269877

반응식

HRID 269877 반응식
Cl.Cl.COC1C=CC(N2CCNCC2)=CC=1.BrCCC1C=CC=CC=1.[CH3:26][O:27][C:28]1[CH:29]=[CH:30][C:31]([N:36]2[CH2:41][CH2:40][NH:39][CH2:38][CH2:37]2)=[C:32]([CH:35]=1)[C:33]#[N:34].CS(O[CH2:47][CH2:48][CH2:49][CH:50]1[CH2:55][CH2:54][CH2:53][CH2:52][CH2:51]1)(=O)=O>CN(C)C=O.O1CCCC1>[CH:50]1([CH2:49][CH2:48][CH2:47][N:39]2[CH2:40][CH2:41][N:36]([C:31]3[CH:30]=[CH:29][C:28]([O:27][CH3:26])=[CH:35][C:32]=3[C:33]#[N:34])[CH2:37][CH2:38]2)[CH2:55][CH2:54][CH2:53][CH2:52][CH2:51]1

참가 물질

7

반응물 4

HCID 7666Phenethyl bromideHCID 27237001-(4-Methoxyphenyl)-piperazine, dihydrochlorideHCID 231114433-Cyclohexylpropyl methanesulfonateHCID 231114465-Methoxy-2-(piperazin-1-yl)benzonitrile

생성물 1

HCID 231115132-[4-(3-Cyclohexylpropyl)piperazin-1-yl]-5-methoxybenzonitrile수율 46.6%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8028Tetrahydrofuran용매

실험 절차

Production Example 1 was repeated except that 1-(4-methoxyphenyl)piperazine dihydrochloride, (2-bromoethyl)benzene and tetrahydrofuran were replaced with 5-methoxy-2-(piperazin-1-yl)benzonitrile (599 mg), 3-cyclohexylpropyl methylsulfonate (608 mg) and N,N-dimethylformamide (6.8 mL), respectively, and the resulting crude product was purified on silica gel column chromatograpy (eluent, ethyl acetate: hexane=1:1) to provide 2-[4-(3-cyclohexylpropyl)piperazin-1-yl]-5-methoxybenzonitrile (439 mg).

후처리

  1. customrespectively, and the resulting crude product was purified on silica gel column chromatograpy (eluent, ethyl acetate: hexane=1:1)

출처 및 근거

ORD 기록
ord-bf18d2e7c17e4b388881331306289aa6
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07449466B2

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