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ChemicalBook CAS DataBase List 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole synthesis

2synthesis methods
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Yield:-

Reaction Conditions:

with potassium acetate;(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in 1,4-dioxane at 100; for 12 h;

Steps:


A mixture of 5-bromothiazole (0.54 mL, 6.1 mmol), 6w(pinacolato)diboron (1.56 g, 6.1 mmol), 1,1'-[6w(diphenylphosphino)ferrocene]dichloropalladium(H) (250 mg, 0.3 mmol), and potassium acetate (1.8 g, 18.3 mmol) in 1,4-dioxane (20 mL) was heated at 100 °C for 12 h. The cooled reaction mixture was diluted with DCM (50 mL) and washed with water (15 mL). The organic phase was separated, dried over sodium sulfate, filtered and evaporated in vacuo. The resultant residue was purified by flash chromatography through a thin pad of silica eluting with DCM to afford the title compound as a brown solid which was used without further purification.

References:

GENENTECH, INC. WO2009/151598, 2009, A1 Location in patent:Page/Page column 167

FullText

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