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Triethylamine → methyl (4R*,9aS*)-6-oxo-4-(3,4,5-trifluorophenyl)-1,3,4,6,7,9a-hexahydropyrido[1,2-a]pyrazine-2-carboxylate

HRID 554008
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인쇄 미리보기

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HRID 554008 반응식
[C:1]([N:6]1[CH:11]([C:12]2[CH:17]=[C:16]([F:18])[C:15]([F:19])=[C:14]([F:20])[CH:13]=2)[CH2:10][N:9]([C:21]([O:23][CH3:24])=[O:22])[CH2:8][CH:7]1[CH:25]=CC(OCC)=O)(=[O:5])[CH2:2][CH:3]=C.C(N(CC)CC)C>Cl[Ru](=C1N(C2C(C)=CC(C)=CC=2C)CCN1C1C(C)=CC(C)=CC=1C)(Cl)(=CC1C=CC=CC=1)[P](C1CCCCC1)(C1CCCCC1)C1CCCCC1.C(Cl)Cl>[O:5]=[C:1]1[N:6]2[C@H:11]([C:12]3[CH:17]=[C:16]([F:18])[C:15]([F:19])=[C:14]([F:20])[CH:13]=3)[CH2:10][N:9]([C:21]([O:23][CH3:24])=[O:22])[CH2:8][C@@H:7]2[CH:25]=[CH:3][CH2:2]1
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참가 물질

5

반응물 2

HCID 8471TriethylamineHCID 67465156Methyl 4-(3-butenoyl)-3-(2-ethoxycarbonylvinyl)-5-(3,4,5-trifluorophenyl)piperazine-1-carboxylate

생성물 1

HCID 67463345methyl (4R*,9aS*)-6-oxo-4-(3,4,5-trifluorophenyl)-1,3,4,6,7,9a-hexahydropyrido[1,2-a]pyrazine-2-carboxylate수율 35%

시약·촉매·용매 2

HCID 178425456HCID 178425456, 화합물촉매
HCID 6344
Dichloromethane
용매

실험 절차

Grubbs catalyst 2nd generation (124 mg) was added to a solution of methyl 4-(3-butenoyl)-3-(2-ethoxycarbonylvinyl)-5-(3,4,5-trifluorophenyl)piperazine-1-carboxylate (643 mg) in methylene chloride (50 mL), and the reaction solution was heated under reflux for one hour. The reaction solution was left to cool to room temperature. Then, triethylamine (0.2 mL) was added to the reaction solution, which was then stirred at room temperature for 20 minutes. The reaction solution was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate) to obtain 174 mg of the title compound. The property values of the compound are as follows.

후처리

  1. temperaturethe reaction solution was heated
  2. temperatureunder reflux for one hour
  3. waitThe reaction solution was left
  4. concentrationThe reaction solution was concentrated under reduced pressure
  5. customthe residue was purified by silica gel column chromatography (ethyl acetate)

출처 및 근거

ORD 기록
ord-a9781196dcf84e90823cd4c057115cc5
출처 데이터셋
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08048878B2

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