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

Yield:510771-54-7 84 %

Reaction Conditions:

with dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂;potassium acetate in 1,4-dioxane at 90;Sealed tube;

Steps:

19.1 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(trifluoromethyl)aniline

Under nitrogen protection, 3-bromo-5-(trifluoromethyl)aniline (19A) (2g, 8.33mmol), biboronic acid pinacol ester (3.17g, 12.50mmol), potassium acetate (3.27g, 33.32mmol) ), [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium dichloromethane complex (680mg, 0.83mmol) was placed in a sealed tube, and 15mL of 1,4-dioxane was added ring, heated to 90°C for 5 hours. The reaction liquid was cooled to room temperature, then water was added, and extracted three times with ethyl acetate. The organic phases were combined, dried over anhydrous sodium sulfate, filtered, concentrated under reduced pressure, and the residue was purified by column chromatography to obtain compound (19B) as a yellow oil (2 g, yield 84%).

References:

CN115304623,2022,A Location in patent:Paragraph 0999-1006