Boronic Acid → 3-(6-Amino-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-isopropylbenzamide

Participants

Reaction Conditions

Reaction Steps

3-(N-isopropylaminocarbonyl)benzene boronic acid (0.99 g, 0.48 mmol) and 1.27M aqueous potassium phosphate solution (0.591 ml, 0.75 mmol) are stirred in 1,4-dioxane (1 ml), under an inert atmosphere of argon for 15 minutes. Separately, 3-Bromo-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-6-ylamine (Intermediate 3) (0.1 g, 0.44 mmol), PCy3 (4 mg, 0.012 mmol) and Pd2(dba)3 (5 mg, 0.005 mmol) are stirred in 1,4-dioxane (1 ml) before being added to the boronic acid solution. The reaction mixture is heated to 100° C. for 1.5 hours and then filtered hot to remove the palladium residues. The filtrate is diluted with a little MeOH/water and the resulting precipitate is collected by filtration and dried under vacuum at 45° C. to afford the title compound.

Provenance & Evidence