Dimethyl Sulfoxide → HCID 66906160, 화합물

HRID 1691767노트

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HRID 1691767 반응식
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([F:11])[C:9]=1F)[C:5]#[N:6].C(=O)([O-])[O-].[K+].[K+].CS(C)=O.[C:22]([O:26][C:27](=[O:54])[N:28]([C@@H:42]([C:44]1[C:53]2[C:48](=[CH:49][CH:50]=[CH:51][CH:52]=2)[CH:47]=[CH:46][CH:45]=1)[CH3:43])[CH2:29][CH:30]1[CH2:35][CH2:34][NH:33][CH2:32][CH:31]1[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)([CH3:25])([CH3:24])[CH3:23]>C1COCC1.O>[C:5]([C:4]1[CH:7]=[C:8]([F:11])[C:9]([N:33]2[CH2:34][CH2:35][CH:30]([CH2:29][N:28]([C@@H:42]([C:44]3[C:53]4[C:48](=[CH:49][CH:50]=[CH:51][CH:52]=4)[CH:47]=[CH:46][CH:45]=3)[CH3:43])[C:27](=[O:54])[O:26][C:22]([CH3:23])([CH3:24])[CH3:25])[CH:31]([C:36]3[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=3)[CH2:32]2)=[C:2]([F:1])[CH:3]=1)#[N:6]

참가 물질

7

반응물 4

HCID 679Dimethyl SulfoxideHCID 11430Potassium CarbonateHCID 5938143,4,5-TrifluorobenzonitrileHCID 59178521HCID 59178521, 화합물

생성물 1

HCID 66906160HCID 66906160, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

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온도
100 °C

실험 절차

To a mixture of 96 mg of 3,4,5-trifluorobenzonitrile, 113 mg of potassium carbonate, and 3.0 mL of DMSO was added a solution of 181 mg of a crude product of tert-butyl[(1R)-1-(1-naphthyl)ethyl][(3-phenylpiperidin-4-yl)methyl]carbamate in 3.0 mL of THF, the reaction vessel was tightly sealed, and the mixture was heated at 100° C. overnight. The reaction mixture was cooled to room temperature, and water was then added thereto, followed by extraction with ethyl acetate. The organic layer was washed with water and saturated brine in this order, and dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure to obtain 232 mg of tert-butyl {[1-(4-cyano-2,6-difluorophenyl)-3-phenylpiperidin-4-yl]methyl}[(1R)-1-(1-naphthyl)ethyl]carbamate as a crude product. FAB+: 582

후처리

  1. customthe reaction vessel was tightly sealed
  2. temperatureThe reaction mixture was cooled to room temperature
  3. extractionfollowed by extraction with ethyl acetate
  4. washThe organic layer was washed with water and saturated brine in this order
  5. dry with materialdried over anhydrous sodium sulfate
  6. filtrationAfter filtration
  7. concentrationthe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-16cc81cbf1e44b348cf24eb976af3907
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08153658B2

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