Methyl N-(triethylammoniosulfonyl)carbamate → 1-(Morpholin-4-ylcarbonyl)-5-[4-(trifluoromethyl)phenyl]piperidine-3-carbonitrile

HRID 1642824노트

반응식

HRID 1642824 반응식
CC[N+](S(N=C(OC)[O-])(=O)=O)(CC)CC.[N:16]1([C:22]([N:24]2[CH2:29][CH:28]([C:30]3[CH:35]=[CH:34][C:33]([C:36]([F:39])([F:38])[F:37])=[CH:32][CH:31]=3)[CH2:27][CH:26]([C:40]([NH2:42])=O)[CH2:25]2)=[O:23])[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1>O1CCCC1>[N:16]1([C:22]([N:24]2[CH2:29][CH:28]([C:30]3[CH:35]=[CH:34][C:33]([C:36]([F:37])([F:38])[F:39])=[CH:32][CH:31]=3)[CH2:27][CH:26]([C:40]#[N:42])[CH2:25]2)=[O:23])[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1

참가 물질

4

반응물 2

HCID 2724994Methyl N-(triethylammoniosulfonyl)carbamateHCID 580024451-(Morpholin-4-ylcarbonyl)-5-[4-(trifluoromethyl)phenyl]piperidine-3-carboxamide

생성물 1

HCID 580024921-(Morpholin-4-ylcarbonyl)-5-[4-(trifluoromethyl)phenyl]piperidine-3-carbonitrile

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
70 °C

실험 절차

Under argon, 3.83 g (16.1 mmol) of Burgess reagent were added to a solution of 4.42 g (11.5 mmol) of the compound from Example 82A in 208 ml of tetrahydrofuran. The mixture was stirred at 70° C. for 1 h. For work-up, the solvent was removed under reduced pressure and the residue was taken up in ethyl acetate. The organic phase was washed successively with water and saturated aqueous sodium chloride solution, dried over magnesium sulphate and concentrated. Yield: 4.19 g (99% of theory)

후처리

  1. customFor work-up, the solvent was removed under reduced pressure
  2. washThe organic phase was washed successively with water and saturated aqueous sodium chloride solution
  3. dry with materialdried over magnesium sulphate
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-50799a67b6e0458f9b92f3610d463aa0
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08119663B2

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