Reaktion #62085

Reaktionsgleichung

[5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-9H-thioxanthen-2-yl]-carbamic acid tert-butyl ester

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

K2CO3

→

[5-(6-Morpholin-4-yl-4-oxo-4H-pyran-2-yl)-9H-thioxanthen-2-yl]-carbamic acid tert-butyl ester

Lösungsmittel

1,4-dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe mixture was degassed for 15 mins
2. 2
   EinengenThe reaction mixture was concentrated in vacuo and water (50 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 (1.51 g)

Vorschrift

[5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-9H-thioxanthen-2-yl]-carbamic acid tert-butyl ester (1.12 g), 2-chloro-6-morpholin-4-yl-pyran-4-one (0.66 g, 3.06 mmol) and grinded K2CO3 (0.71 g, 5.10 mmol) were dissolved in dry 1,4-dioxane (5 ml). The mixture was degassed for 15 mins and Pd(PPh3)4 (0.15 g, 0.13 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 (50 ml) was added. The brown solid was filtered, washed with water, dried overnight in a vacuum desiccator and was used without any further purification (1.51 g). m/z (LC-MS, ESP), RT=4.47 min, (M++1)=493

Quelle