1H-Benzimidazole, 1-(1-methylethyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- synthesis

Yield:-

Reaction Conditions:

with dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂;potassium acetate in 1,4-dioxane at 100; for 4 h;Inert atmosphere;Sealed tube;

Steps:

17 PREPARATION xl7: l-isopropyl-5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)- lH-benzo[d]imidazole

PREPARATION xl7: l-isopropyl-5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)- lH-benzo[d]imidazole [0222] 5-Bromo-l-isopropyl-lH-benzo[d]imidazole (500 mg, 2.091 mmol), potassium acetate (694 mg, 7.07 mmol) and 4,4,4',4',5,5,5',5'-octamethyl-2,2'-bi(l,3,2-dioxaborolane) (719 mg, 2.83 mmol) were mixed in dioxane and degassed with N₂ for 20 minutes. PdCl₂(dppf)CH₂Cl₂ adduct (193 mg, 0.236 mmol) was added in one portion and the reaction mixture was sealed and heated to 100°C for 4 hours. The mixture, which contained the title compound, was used without further purification.

References:

WO2013/148603,2013,A1 Location in patent:Paragraph 0221-0222