Potassium Phosphate, Tribasic → tert-butyl 4-(4-amino-6-(3-(pyrrolidin-1-yl)propyl)pyrrolo[2,1-f][1,2,4]triazin-7-yl)-5,6-dihydropyridine-1(2H)-carboxylate

Participants

Reaction Conditions

Reaction Steps

To a solution of the compound (135 mg, 0.42 mmol) prepared in Example 13, tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate (194 mg, 0.63 mmol), potassium phosphate (2N, 1 mL, 2.0 mmol), Pd(PPh3)4 (11 mg, 0.01 mmol) in dioxane (3 mL) was deoxygenated by nitrogen gas for 5 minutes, and the reactor was sealed, heated at 90° C. for 20 hours. The mixture was concentrated, extracted with DCM and sodium hydroxide (1N). The organic layer was dried, concentrated, and the crude product was purified by prep TLC using 5% methanol in DCM (with 1% ammonium hydroxide) to obtain the title compound (132 mg) having the following physical data.

Provenance & Evidence