Binap, (A+-)- → N-(5,6'-dimethyl-2,2'-bipyridin-4-yl)-1-(4-methoxybenzyl)-1H-pyrazolo[4,3-b]pyridin-7-amine

Participants

Reaction Conditions

Reaction Steps

(R)-BINAP (0.478 g, 0.767 mmol) and diacetoxypalladium (0.040 g, 0.178 mmol) were combined in toluene (8 mL) and stirred at 40° C. for 10 minutes. 7-Iodo-2-(4-methoxybenzyl)-2H-pyrazolo[4,3-b]pyridine (0.65 g, 1.780 mmol) suspended in toluene (5 mL), 5,6′-dimethyl-2,2′-bipyridin-4-amine (0.355 g, 1.780 mmol) and sodium 2-methylpropan-2-olate (0.257 g, 2.67 mmol) were added. Nitrogen was sparged into the solution for about 2 minutes, and the reaction was heated at 100° C. overnight. The reaction was then cooled to give a solution of N-(5,6′-dimethyl-2,2′-bipyridin-4-yl)-1-(4-methoxybenzyl)-1H-pyrazolo[4,3-b]pyridin-7-amine which was used as is in the next step.

Provenance & Evidence