Potassium Phosphate, Tribasic → HCID 178516433, compound

Participants

Reaction Conditions

Reaction Steps

(6-benzyloxy-pyridin-3-yl)-[3-(4-methoxy-benzyloxy)-5-(1-triisopropylsilanyl-1H-indol-4-yl)-phenyl]-amine. To a tube purged with nitrogen containing (6-benzyloxy-pyridin-3-yl)-[3-bromo-5-(4-methoxy-benzyloxy)-phenyl]-amine (78 mg, 0.158 mmol), 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1-triisopropylsilanyl-1H-indole (63 mg, 0.158 mmol) and chloro(di-2-norbornylphosphino)(2′dimethylamino-1,1′-biphenyl-2-yl)palladium (II) (9.0 mg, 0.0158 mmol) in dioxane (2 mL) was added 2M aqueous K3PO4 (0.16 mL, 0.32 mmol). The tube was sealed and heated in a microwave reactor at 120° C. for an hour. The crude mixture was loaded directly to Celite®, and purified by chromatography to afford the -[3-hydroxy-5-(1H-indol-4-yl)-phenylamino]-pyridin-2-ol as a white solid (62 mg, 57.1%).

Provenance & Evidence