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

HRID 876214ノート

反応式

HRID 876214 の反応式
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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
-10 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-da02d577f2cd441789b6783cfa870619
出典データセット
uspto-grants-2015_03
特許番号
US08987249B2

反応ノート

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