Potassium Phosphate, Tribasic → tert-butyl 4-(4-(3-(1-(3,5-difluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-fluorophenyl)-5,6-di hydropyridine-1(2H)-carboxylate

Participants

Reaction Steps

Using similar reaction conditions as described in step-i of example-1, 5-bromo-3-(1-(3,5-difluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine (step 1 product of example 71) (200 mg, 0.368 mmol) was coupled with tert-butyl 4-(2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-5,6-dihydropyridine-1(2H)-carboxylate (intermediate 70) (296 mg, 0.736 mmol) using potassium phosphate (234 mg, 1.104 mmol), tricyclohexyl phosphine (15 mg, 0.055 mmol) and Pd2(dba)3 (34 mg, 0.036 mmol) in dioxane/water (15/3 ml) to afford 104 mg (38.3% yield) of the pure product after column purification using 35% ethyl acetate in hexane as eluent. MS: m/z=740.7 (M+1).

Provenance & Evidence