Reaktion #62070

Reaktionsgleichung

[6-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-thianthren-2-yl]-carbamic acid tert-butyl ester

2-chloro-6-morpholin-4-yl-pyran-4-one

2-Chloro-6-morpholin-4-yl-pyran-4-one

K2CO3

→

title compound

Ausbeute 127.4%

[6-(6-Morpholin-4-yl-4-oxo-4H-pyran-2-yl)-thianthren-2-yl]-carbamic acid tert-butyl ester

Ausbeute 127.4%

Lösungsmittel

1,4-dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas then added The dark brown mixture
2. 2
   EinengenThe reaction mixture was concentrated in vacuo and water (100 ml)
3. 3
   workup.ADDITIONwas added
4. 4
   FiltrationThe brown solid was filtered
5. 5
   Waschenwashed with water
6. 6
   Sonstigedried overnight in a vacuum desiccator
7. 7
   Sonstigewas used without any further purification

Vorschrift

[6-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-thianthren-2-yl]-carbamic acid tert-butyl ester (8.34 g, 18.24 mmol), 2-chloro-6-morpholin-4-yl-pyran-4-one (3)(4.72 g, 21.89 mmol) and grinded K2CO3 (5.04 g, 36.48 mmol) were dissolved in dry 1,4-dioxane (100 ml). The mixture was degassed for 15 minutess and Pd(PPh3)4 (1.02 g, 0.91 mmol) was then added The dark brown mixture was heated to 100° C. under an atmosphere of N2 for 24 hour. The reaction mixture was concentrated in vacuo and water (100 ml) was added. The brown solid was filtered, washed with water, dried overnight in a vacuum desiccator and was used without any further purification to give the title compound (11.87 g). m/z (LC-MS, ESP), RT=4.61 min, (M++1)=511.2

Quelle