tert-Butyl 3-(6-Nitropyridin-3-yloxy)azetidine-1-carboxylate → Tert-butyl 3-((6-aminopyridin-3-yl)oxy)azetidine-1-carboxylate

HRID 592868Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 592868
[N+:1]([C:4]1[N:9]=[CH:8][C:7]([O:10][CH:11]2[CH2:14][N:13]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:12]2)=[CH:6][CH:5]=1)([O-])=O>[Pd].CO>[NH2:1][C:4]1[N:9]=[CH:8][C:7]([O:10][CH:11]2[CH2:14][N:13]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:12]2)=[CH:6][CH:5]=1

Komponenten

4

Edukt 1

HCID 58043652tert-Butyl 3-(6-Nitropyridin-3-yloxy)azetidine-1-carboxylate

Produkt 1

HCID 58043889Tert-butyl 3-((6-aminopyridin-3-yl)oxy)azetidine-1-carboxylateAusbeute 99,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A 100-mL Parr hydrogenation bottle was purged with nitrogen and charged with 206b (1.07 g, 3.6 mmol), 10% palladium on carbon (50% wet, 0.30 g), and methanol (60 mL). The bottle was evacuated, charged with hydrogen gas to a pressure of 25 psi, and shaken for 2 h on a Parr hydrogenation apparatus. The hydrogen was then evacuated and nitrogen charged to the bottle. The catalyst was removed by filtration through a pad of CELITE® and the filtrate was concentrated under reduced pressure to afford 206c (0.95 g, 99%). MS-ESI: [M+H]+ 266.

Aufarbeitung

  1. customA 100-mL Parr hydrogenation bottle was purged with nitrogen
  2. customThe bottle was evacuated
  3. additioncharged with hydrogen gas to a pressure of 25 psi
  4. customThe hydrogen was then evacuated
  5. additionnitrogen charged to the bottle
  6. customThe catalyst was removed by filtration through a pad of CELITE®
  7. concentrationthe filtrate was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-aee504fcd96e4a3388026c1d8d852ff5
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09238655B2

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