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Sodium Bicarbonate → 4-[2-[4-(4-fluorobenzoyl)-1-piperidyl]ethyl]-6-methoxy-2(1H)-quinolone hydrochloride

HRID 619113
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HRID 619113 반응식
[Cl:1][CH2:2][CH2:3][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([O:14][CH3:15])[CH:12]=2)[NH:7][C:6](=[O:16])[CH:5]=1.[F:17][C:18]1[CH:31]=[CH:30][C:21]([C:22]([CH:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)=[O:23])=[CH:20][CH:19]=1.C(=O)([O-])O.[Na+]>C(#N)C>[ClH:1].[F:17][C:18]1[CH:19]=[CH:20][C:21]([C:22]([CH:24]2[CH2:29][CH2:28][N:27]([CH2:2][CH2:3][C:4]3[C:13]4[C:8](=[CH:9][CH:10]=[C:11]([O:14][CH3:15])[CH:12]=4)[NH:7][C:6](=[O:16])[CH:5]=3)[CH2:26][CH2:25]2)=[O:23])=[CH:30][CH:31]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 516892Sodium BicarbonateHCID 27244404-(4-Fluorobenzoyl)piperidineHCID 153886994-(2-chloroethyl)-6-methoxy-2(1H)-quinolone

생성물 1

HCID 218460534-[2-[4-(4-fluorobenzoyl)-1-piperidyl]ethyl]-6-methoxy-2(1H)-quinolone hydrochloride

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of 1.1 g (4.6 mmol) of 4-(2-chloroethyl)-6-methoxy-2(1H)-quinolone, 1.0 g (5.5 mmol) of 4-(4-fluorobenzoyl)piperidine and 0.38 g (4.6 mmol) of sodium hydrogen carbonate in 20 ml of acetonitrile is heated to reflux for 8.5 hours. The reaction medium is then evaporated to dryness and the crude product is purified by flash chromatography on silica, eluting with a methanol/dichloromethane (5:95) mixture containing traces of aqueous ammonia.

후처리

  1. temperatureis heated
  2. temperatureto reflux for 8.5 hours
  3. customThe reaction medium is then evaporated to dryness
  4. customthe crude product is purified by flash chromatography on silica
  5. washeluting with a methanol/dichloromethane (5:95) mixture
  6. additioncontaining traces of aqueous ammonia

출처 및 근거

ORD 기록
ord-f57cf540ea5b424981c2b0e5493f4ec0
출처 데이터셋
uspto-grants-1999_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05958924

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