HCID 86617954, Verbindung → HCID 57798317, Verbindung

HRID 2100316Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2100316
C1(C(C2C=CC=CC=2)[N:8]2[CH2:11][C:10]([CH2:18][NH:19][C:20](=[O:26])[O:21][C:22]([CH3:25])([CH3:24])[CH3:23])([N:12]3[CH2:17][CH2:16][O:15][CH2:14][CH2:13]3)[CH2:9]2)C=CC=CC=1>CO.[OH-].[OH-].[Pd+2]>[N:12]1([C:10]2([CH2:18][NH:19][C:20](=[O:26])[O:21][C:22]([CH3:24])([CH3:23])[CH3:25])[CH2:11][NH:8][CH2:9]2)[CH2:13][CH2:14][O:15][CH2:16][CH2:17]1

Komponenten

4

Edukt 1

HCID 86617954HCID 86617954, Verbindung

Produkt 1

HCID 57798317HCID 57798317, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 9942167Palladium hydroxideKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

[1-(diphenylmethyl)-3-morpholin-4-ylazetidin-3-yl]methyl}amine (1.00 g, 3.0 mmol) was dissolved in dichloromethane (10 ml) and di-tert-butyldicarbonate (0.71 g, 3.3 mmol) was added. This was followed by the dropwise addition of triethylamine (0.62 ml, 4.4 mmol). The reaction was stirred at room temperature overnight. The organics were washed with water, dried over anhydrous magnesium sulfate and evaporated to dryness to give tert-butyl {[1-(diphenylmethyl)-3-morpholin-4-ylazetidin-3-yl]methyl}carbamate. tert-butyl {[1-(diphenylmethyl)-3-morpholin-4-ylazetidin-3-yl]methyl}carbamate (1.20 g, 2.7 mmol) and 20% palladium hydroxide on carbon (0.12 g) in methanol (20 ml) was hydrogenated on a parr at 45 psi for 2 days (complete conversion to product by 1c-ms). The resulting mixture was filtered and the filtercake washed with methanol. The methanol was evaporated to give tert-butyl [(3-morpholin-4-ylazetidin-3-yl)methyl]carbamate which was used without further purification. m/z (M++H) 272.

Aufarbeitung

  1. filtrationThe resulting mixture was filtered
  2. washthe filtercake washed with methanol
  3. customThe methanol was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-076c7464529745409cf1f5c67c86f380
Quelldatensatz
uspto-grants-2009_08
Patentnummer
US07572792B2

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