Potassium Carbonate → HCID 68108958, compound

Participants

Reaction Conditions

Reaction Steps

A sealed tube was charged with [3-(3-bromo-phenyl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-d]pyrimidin-6-yl]-(2-morpholin-4-yl-ethyl)-amine (from Example 40 supra) (430 mg, 0.81 mmol), (3-amino-3-phenyl-propyl)-carbamic acid tert-butyl ester (from Example 2 supra) (300 mg, 1.13 mmol), DavePhos (63 mg, 0.16 mmol), K2CO3 (120 mg, 1.13 mmol), Pd2(dba)3 (37 mg, 0.04 mmol) and 1,4-dioxane (16 mL). This mixture was stirred at 140° C. for 15 hours under an atmosphere of N2. The mixture was cooled and filtered; the filtrate was evaporated under reduced pressure to give the crude product. It was purified by chromatography (silica gel, 200-300 mesh, dichloromethane:MeOH, 150:1 to 50:1) to give crude (3-{3-[6-(2-morpholin-4-yl-ethylamino)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-d]pyrimidin-3-yl]-phenylamino}-3-phenyl-propyl)-carbamic acid tert-butyl ester. (Yield 329 mg).

Provenance & Evidence