Chloroacetyl chloride → 1-{[1-(Chloroacetyl)azetidin-3-yl]carbonyl}-4-cyclobutyl-1,4-diazepane

HRID 1402734Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1402734
[NH:1]1[CH2:4][CH:3]([C:5]([N:7]2[CH2:13][CH2:12][CH2:11][N:10]([CH:14]3[CH2:17][CH2:16][CH2:15]3)[CH2:9][CH2:8]2)=[O:6])[CH2:2]1.C([O-])([O-])=O.[Na+].[Na+].[Cl:24][CH2:25][C:26](Cl)=[O:27]>ClCCl>[Cl:24][CH2:25][C:26]([N:1]1[CH2:2][CH:3]([C:5]([N:7]2[CH2:13][CH2:12][CH2:11][N:10]([CH:14]3[CH2:17][CH2:16][CH2:15]3)[CH2:9][CH2:8]2)=[O:6])[CH2:4]1)=[O:27]

Komponenten

5

Edukt 3

HCID 6577Chloroacetyl chlorideHCID 10340Sodium CarbonateHCID 667393581-(Azetidin-3-ylcarbonyl)-4-cyclobutyl-1,4-diazepane

Produkt 1

HCID 667393341-{[1-(Chloroacetyl)azetidin-3-yl]carbonyl}-4-cyclobutyl-1,4-diazepaneAusbeute 94,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 1-(azetidin-3-ylcarbonyl)-4-cyclobutyl-1,4-diazepane (330 mg, 1.39 mmol) and Na2CO3 (590 mg, 5.56 mmol) in dichloromethane (10 ml) at 0° C. was added chloroacetyl chloride (107 μl, 1.39 mmol). After 10 mins the reaction temperature was raised to RT and stirred for a further hour. The reaction was then filtered and concentrated at reduced pressure to give the title compound as colourless oil (411 mg, 91% yield), which was used without further purification.

Aufarbeitung

  1. filtrationThe reaction was then filtered
  2. concentrationconcentrated at reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-109d182e29d4429f9a7589a51eeef51d
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08912176B2

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