Acetonitrile → 3-Tetrahydrofuran-3-yl-3,8-diazabicyclo[3.2.1]octane

HRID 876214

반응식

HRID 876214 반응식
O=[C:2]1[CH2:10][C:9]2[C:4](=[CH:5]C=CC=2)[N:3]1C1CCN(C(OC(C)(C)C)=O)CC1.BrN1[C:29](=O)[CH2:28][CH2:27][C:26]1=[O:31].[C:32](#[N:34])C>ClCCl.O>[O:31]1[CH2:26][CH2:27][CH:28]([N:34]2[CH2:5][CH:4]3[NH:3][CH:2]([CH2:10][CH2:9]3)[CH2:32]2)[CH2:29]1

참가 물질

6

반응물 3

HCID 6342AcetonitrileHCID 67184N-bromobutanimideHCID 67472855tert-Butyl 4-(2-oxo-2,3-dihydro-1H-indol-1-yl)piperidine-1-carboxylate

생성물 1

HCID 904140143-Tetrahydrofuran-3-yl-3,8-diazabicyclo[3.2.1]octane수율 99%

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

반응 조건

온도
-10 °C

실험 절차

Tert-butyl 4-(2-oxoindolin-1-yl)piperidine-1-carboxylate (100 mg, 0.32 mmol) in ACN is cooled down to −10° C., N-bromosuccinimide (56.47 mg, 0.32 mmol) is added and stirred at −10° C. for 2 h. The reaction mixture is diluted with dichlormethane and water. The organic layer is separated, dried and concentrated. The crude product is used for the next step without further purification. Yield 99%, m/z 395 [M+H]+, rt 1.126 min, LC-MS Method Z020_S01.

후처리

  1. customThe organic layer is separated
  2. customdried
  3. concentrationconcentrated
  4. customThe crude product is used for the next step without further purification
  5. customYield 99%, m/z 395 [M+H]+, rt 1.126 min, LC-MS Method Z020_S01

출처 및 근거

ORD 기록
ord-da02d577f2cd441789b6783cfa870619
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08987249B2

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