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

HRID 876214

Reaktionsgleichung

Reaktionsgleichung von HRID 876214
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

Komponenten

6

Edukt 3

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

Produkt 1

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

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
-10 °C

Versuchsvorschrift

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.

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-da02d577f2cd441789b6783cfa870619
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08987249B2

Verknüpfte Notizen

Wird geladen…