Water → HCID 54342136, Verbindung

HRID 1789815Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1789815
[C:1]([O:5][C:6](=[O:16])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14]Br)=[CH:10][N:9]=1)([CH3:4])([CH3:3])[CH3:2].[CH3:17][C:18]1([CH3:28])[O:23][C:22](=[O:24])[CH:21]([CH2:25][CH3:26])[C:20](=[O:27])[O:19]1.C(N(CC)CC)C.O>CS(C)=O>[C:1]([O:5][C:6](=[O:16])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][C:21]2([CH2:25][CH3:26])[C:20](=[O:27])[O:19][C:18]([CH3:17])([CH3:28])[O:23][C:22]2=[O:24])=[CH:10][N:9]=1)([CH3:4])([CH3:3])[CH3:2]

Komponenten

6

Edukt 4

HCID 962WaterHCID 8471TriethylamineHCID 37577125-Ethyl-2,2-dimethyl-1,3-dioxane-4,6-dioneHCID 23030321tert-Butyl (5-(bromomethyl)pyridin-2-yl)carbamate

Produkt 1

HCID 54342136HCID 54342136, VerbindungAusbeute 87,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Versuchsvorschrift

(5-Bromomethyl-pyridin-2-yl)-carbamic acid tert-butyl ester (1.0 g, 3.48 mmol) was added to a solution of 2,2-dimethyl-5-ethyl-1,3-dioxane4,6-dione (600 mg, 3.48 mmol) and triethylamine (0.51 mL, 3.66 mmol) in dimethyl sulfoxide (40 mL) under nitrogen. The reaction mixture was stirred over night and water (100 mL) was added. Filtration of the precipitate gave [5-(5-ethyl-2,2-dimethyl-4,6-dioxo-[1,3]dioxan-5-ylmethyl)-pyridin-2-yl]-carbamic acid tert-butyl ester (1.15 g, 87%).

Aufarbeitung

  1. filtrationFiltration of the precipitate

Quellen und Nachweise

ORD-Eintrag
ord-436afded2b2d4ff79d62622977886f08
Quelldatensatz
uspto-grants-2006_07
Patentnummer
US07071175B1

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