HCID 178454124, Verbindung → HCID 178454110, Verbindung

HRID 707425Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 707425
[C:1]([O:5][C:6](=[O:15])[NH:7][C@H:8]1[CH2:11][C@@H:10]([N:12]=[N+]=[N-])[CH2:9]1)([CH3:4])([CH3:3])[CH3:2]>[Pd]>[C:1]([O:5][C:6](=[O:15])[NH:7][C@H:8]1[CH2:11][C@@H:10]([NH2:12])[CH2:9]1)([CH3:4])([CH3:2])[CH3:3]

Komponenten

3

Edukt 1

HCID 178454124HCID 178454124, Verbindung

Produkt 1

HCID 178454110HCID 178454110, VerbindungAusbeute 84,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 23938PalladiumKatalysator

Versuchsvorschrift

A mixture of tert-butyl(cis-3-azidocyclobutyl)carbamate (15.00 g, 70.7 mmol) and palladium 10 wt. % (dry basis) on activated carbon, wet (3.76 ml, 35.3 mmol, Sigma-Aldrich Chemical Company, Inc.) in three necked 1000 mL flask was flushed with N2 and closed tightly and 2M ammonia in methanol solution (200 mL) was added. The flask was evacuated and a balloon filled with hydrogen was introduced. The mixture was stirred for 18 h, filtered, and the filtrate was evaporated under reduced pressure to give the title compound (11.1 g, 59.6 mmol, 84% yield), which was used in the next step without further purification.

Aufarbeitung

  1. customwas flushed with N2
  2. customclosed tightly
  3. addition2M ammonia in methanol solution (200 mL) was added
  4. customThe flask was evacuated
  5. additiona balloon filled with hydrogen
  6. additionwas introduced
  7. filtrationfiltered
  8. customthe filtrate was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-0aaa1f83639240048bd3ae9ccf498850
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09174992B2

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