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Water → cis-4-[[3,5-Bis(trifluoromethyl)benzyl]oxy]-N-methyl-3-phenyl-1-piperidinecarboxamide

HRID 1437633
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인쇄 미리보기

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HRID 1437633 반응식
Cl.[F:2][C:3]([F:29])([F:28])[C:4]1[CH:5]=[C:6]([CH:21]=[C:22]([C:24]([F:27])([F:26])[F:25])[CH:23]=1)[CH2:7][O:8][C@H:9]1[CH2:14][CH2:13][NH:12][CH2:11][C@H:10]1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C[CH2:31][N:32]([CH2:35]C)CC.[OH2:37]>C(#N)C.CN=C=O>[F:29][C:3]([F:2])([F:28])[C:4]1[CH:5]=[C:6]([CH:21]=[C:22]([C:24]([F:27])([F:25])[F:26])[CH:23]=1)[CH2:7][O:8][C@H:9]1[CH2:14][CH2:13][N:12]([C:31]([NH:32][CH3:35])=[O:37])[CH2:11][C@H:10]1[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 962WaterHCID 8471TriethylamineHCID 86606807cis-4-[[3,5-Bis(trifluoromethyl)benzyl]oxy]-3-phenylpiperidine hydrochloride

생성물 1

HCID 86606812cis-4-[[3,5-Bis(trifluoromethyl)benzyl]oxy]-N-methyl-3-phenyl-1-piperidinecarboxamide수율 95%

시약·촉매·용매 2

HCID 6342Acetonitrile용매
HCID 12228
Methyl Isocyanate
용매

실험 절차

To a solution of the compound (0.20 g) obtained in Example 1 and Et3N (0.19 ml) in acetonitrile (5 ml), methyl isocyanate (0.050 ml) was added, and the reaction mixture was stirred at room temperature for 14 hours. The reaction mixture was poured into water, and then the product was. extracted with ethyl acetate. The organic layer was washed with an aqueous 10% citric acid solution and saturated brine, dried, and then the solvent was evaporated under reduced pressure. The obtained residue was isolated and purified by silica gel column chromatography (ethyl acetate:methanol=20:1) to obtain the title compound as colorless oil (0.20 g, 95%).

후처리

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with an aqueous 10% citric acid solution and saturated brine
  3. customdried
  4. customthe solvent was evaporated under reduced pressure
  5. customThe obtained residue was isolated
  6. custompurified by silica gel column chromatography (ethyl acetate:methanol=20:1)

출처 및 근거

ORD 기록
ord-41de082fff154dba95b4e758b7672e67
출처 데이터셋
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07622487B2

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