Reaktion #89565

Reaktionsgleichung

methyl 2,3-difluoro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

2-chloropyrimidine

K2CO3

→

title compound

Methyl 2,3-difluoro-6-(pyrimidin-2-yl)benzoate

Lösungsmittel

1,4-dioxane

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture was cooled to rt
2. 2
   Einengenconcentrated under reduced pressure
3. 3
   SonstigeThe resulting residue was directly purified by flash column chromatography on silica gel (0% to 50% EtOAc/hexanes)

Vorschrift

A stirred suspension of methyl 2,3-difluoro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate, 2-chloropyrimidine, PdCl2(dppf) and K2CO3 in 1,4-dioxane and water (3:1, v/v) was heated at 90° C. under nitrogen for 18 h. The reaction mixture was cooled to rt and concentrated under reduced pressure. The resulting residue was directly purified by flash column chromatography on silica gel (0% to 50% EtOAc/hexanes) to give the title compound. ESI MS (M+H) 251.

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