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m-Chloroperbenzoic acid → (E)-1-[4-(2-Methyl-1-oxido-quinolin-1-ium-4-yl)piperazin-1-yl]pent-2-en-1-one

HRID 333973
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HRID 333973 반응식
[CH3:1][C:2]1[CH:11]=[C:10]([N:12]2[CH2:17][CH2:16][N:15]([C:18](=[O:23])/[CH:19]=[CH:20]/[CH2:21][CH3:22])[CH2:14][CH2:13]2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.ClC1C=CC=C(C(OO)=[O:32])C=1>ClCCl>[CH3:1][C:2]1[CH:11]=[C:10]([N:12]2[CH2:17][CH2:16][N:15]([C:18](=[O:23])/[CH:19]=[CH:20]/[CH2:21][CH3:22])[CH2:14][CH2:13]2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N+:3]=1[O-:32]
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참가 물질

4

반응물 2

HCID 70297m-Chloroperbenzoic acidHCID 86691600(E)-1-[4-(2-Methyl-4-quinolyl)piperazin-1-yl]pent-2-en-1-one

생성물 1

HCID 66835841(E)-1-[4-(2-Methyl-1-oxido-quinolin-1-ium-4-yl)piperazin-1-yl]pent-2-en-1-one수율 18.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

(E)-1-[4-(2-Methyl-4-quinolyl)piperazin-1-yl]pent-2-en-1-one (30.9 mg, 0.1 mmol) was dissolved in anhydrous dichloromethane, meta-chloroperbenzoic acid (mCPBA) was added (44.6 mg, 0.2 mmol) and the mixture was stirred at room temperature for 15 minutes. The mixture was evaporated to dryness under reduced pressure and the residue was purified by preparative HPLC (gradient of water containing 0.1% NH3 and acetonitrile) to yield 6 mg of a solid (0.0185 mmol, 18.5%). MS (APCI): m/z=325.8 [M+1]+.

후처리

  1. customThe mixture was evaporated to dryness under reduced pressure
  2. customthe residue was purified by preparative HPLC (gradient of water containing 0.1% NH3 and acetonitrile)

출처 및 근거

ORD 기록
ord-f859c1cf3c8b4c32b6c3920f0971bb87
출처 데이터셋
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08883791B2

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