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Dichloromethane → 1-{2-[2-(4-Bromo-phenyl)-5-methyl-oxazol-4-yl]-ethyl}-piperidine

HRID 1445827
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HRID 1445827 반응식
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Br:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[O:15][C:16]([CH3:26])=[C:17]([CH2:19][CH2:20]OS(C)(=O)=O)[N:18]=2)=[CH:10][CH:9]=1.ClCCl>O1CCCC1>[Br:7][C:8]1[CH:9]=[CH:10][C:11]([C:14]2[O:15][C:16]([CH3:26])=[C:17]([CH2:19][CH2:20][N:1]3[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]3)[N:18]=2)=[CH:12][CH:13]=1
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참가 물질

5

반응물 3

HCID 6344DichloromethaneHCID 8082PiperidineHCID 11451238Methanesulfonic acid 2-[2-(4-bromo-phenyl)-5-methyl-oxazol-4-yl]-ethyl ester

생성물 1

HCID 116602921-{2-[2-(4-Bromo-phenyl)-5-methyl-oxazol-4-yl]-ethyl}-piperidine수율 82%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
60 °C

실험 절차

Add piperidine (1.3 g, 15 mmol) to a solution of methanesulfonic acid 2-[2-(4-bromo-phenyl)-5-methyl-oxazol-4-yl]-ethyl ester (0.531 g, 1.47 mmol) in tetrahydrofuran (5 mL) in a sealed tube, and heat at 60° C. overnight. Cool to room temperature and add dichloromethane. Wash the crude organic material with saturated sodium chloride solution. Dry the organic layer over Na2SO4, filter, and concentrate. Purify on silica gel eluting with 10% ammoniated methanol in dichloromethane to give 1-{2-[2-(4-bromo-phenyl)-5-methyl-oxazol-4-yl]-ethyl}-piperidine (0.421 g, 82%): MS (m/e): 349 (M+1).

후처리

  1. temperatureCool to room temperature
  2. washWash the crude organic material with saturated sodium chloride solution
  3. dry with materialDry the organic layer over Na2SO4
  4. filtrationfilter
  5. concentrationconcentrate
  6. customPurify on silica gel eluting with 10% ammoniated methanol in dichloromethane

출처 및 근거

ORD 기록
ord-b8bb55cb3053453f89379075343d92ef
출처 데이터셋
uspto-grants-2010_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07666871B2

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