Potassium Carbonate → HCID 70142504, compound

Participants

Reaction Conditions

Reaction Steps

2-Chloro-N-(2,2,2-trifluoroethyl)furo[3,2-d]pyrimidin-4-amine (1.56 g, 6.20 mmol) and 1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazol-6-amine (1.797 g, 6.82 mmol) were dissolved in 1,4-dioxane (10 mL). RuPhos (0.296 g, 0.620 mmol), Pd2dba3 (0.568 g, 0.620 mmol, Alfa) and K2CO3 (1.714 g, 12.40 mmol) were added. The tube was evacuated and purged with N2 (3×), and the mixture was heated at about 110° C. for about 5 h. The mixture was cooled to rt and filtered. The filter cake was washed with DCM (3×25 mL). The filtrate was washed with saturated aqueous NaCl (3×20 mL). The combined organic layers were dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified by column chromatography (silica gel, 2:1 hexanes/EtOAc) to give N4-(2,2,2-trifluoroethyl)-N2-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazol-6-yl)furo[3,2-d]pyrimidine-2,4-diamine (2.22 g, 75%): LC/MS (Table 2, Method h) Rt=2.26 min; MS m/z: 479 (M+H)+.

Provenance & Evidence