Potassium Carbonate → HCID 45257088, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (R)-2-amino-6-bromo-4-methyl-8-(tetrahydrofuran-3-yl)pyrido[2,3-d]pyrimidin-7(8H)-one hydrobromide (2.97 g, 7.36 mmol) in 1,4-dioxane (100 mL) and water (25 mL) were added 2-aminopyridine-5-boronic acid pinacol ester (2.43 g, 11.0 mmol), K2CO3 (3.05 g, 22.1 mmol) and Pd(PPh3)4 (170 mg, 2 mol %) under a nitrogen atmosphere. The reaction mixture was heated at 95° C. for 3 h. After the reaction was complete by LC/MS, the reaction mixture was partitioned with ethyl acetate (200 mL). The precipitate in the aqueous layer was collected by filtration. Meanwhile, the aqueous layer was washed with ethyl acetate (100 mL×3) and the organic layers with brine. The organic layers were collected and dried with MgSO4, and the mixture filtered. The solvent was removed in vacuo to give a yellow solid. The combined solids were washed with ethyl acetate and water to give the desired product (1.96 g, 79% yield, >98% HPLC purity).

Provenance & Evidence