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Water → 1,1-Dimethylethyl 4-[1-(diphenylmethyl)-3-azetidinyl]hexahydro-1H-1,4-diazepine-1-carboxylate

HRID 1384795
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HRID 1384795 반응식
[C:1]1([CH:7]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[N:8]2[CH2:11][CH:10](OS(C)(=O)=O)[CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:23](=[O:26])([O-])[O-:24].[K+].[K+].O.ClCCl.CO.[C:35](#[N:37])[CH3:36]>>[C:1]1([CH:7]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[N:8]2[CH2:11][CH:10]([N:37]3[CH2:11][CH2:10][CH2:9][N:8]([C:23]([O:24][C:1]([CH3:7])([CH3:6])[CH3:2])=[O:26])[CH2:36][CH2:35]3)[CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 5

HCID 962WaterHCID 6342AcetonitrileHCID 11430Potassium CarbonateHCID 27587161-(Diphenylmethyl)azetidin-3-yl methanesulfonateHCID 21226129Dichloromethane methanol

생성물 1

HCID 211837621,1-Dimethylethyl 4-[1-(diphenylmethyl)-3-azetidinyl]hexahydro-1H-1,4-diazepine-1-carboxylate

실험 절차

To a solution of 1-diphenylmethyl-3-methanesulphonyloxyazetidine (WO 96/05193) (25 g) in acetonitrile (800 mL) were added the compound of PREPARATION 24 (19 g) and potassium carbonate (33 g). The reaction mixture was heated to reflux for 12 h, then cooled to room temperature. Water was added to the resulting slurry, and the mixture extracted three times with ethyl acetate. The combined organics were washed with brine, dried over magnesium sulphate, filtered and dried in vacuo to yield crude product. Chromatography on silica gel eluting with dichloromethane:methanol (95:5) yielded the title compound (24.7 g).

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 12 h
  3. extractionthe mixture extracted three times with ethyl acetate
  4. washThe combined organics were washed with brine
  5. dry with materialdried over magnesium sulphate
  6. filtrationfiltered
  7. customdried in vacuo
  8. customto yield crude product

출처 및 근거

ORD 기록
ord-56965c0a85c7480881ad8a711f4fef68
출처 데이터셋
uspto-grants-2001_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06262046B1

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