Water → 2-(3-Ethyl-ureido)-7-pyrimidin-5-yl-[1,2,4]triazolo[1,5-a]pyridine-5-carboxylic acid ethyl ester

Participants

Reaction Steps

A mixture of 7-bromo-2-(3-ethyl-ureido)-[1,2,4]triazolo[1,5-a]pyridine-5-carboxylic acid ethyl ester (0.548 g, 1.54 mmol/prepared as in Example 6, Step 4) sodium acetate (0.63 g, 7.68 mmol), dppf (86 mg, 0.155 mmol), pyrimidine-5-boronic acid (0.289 g, 2.33 mmol) in toluene (30 mL)/water (6 mL)/ethanol (6 mL) was purged with nitrogen. PdCl2(PhCN)2 (60 mg, 0.156 mmol) was added and the mixture was purged with nitrogen then refluxed for 0.5 h. The reaction mixture was cooled and the resulting crystalline product was filtered and washed with water. The product was dissolved in hot methanol, filtered through celite and cooled to give 2-(3-ethyl-ureido)-7-pyrimidin-5-yl-[1,2,4]triazolo[1,5-a]pyridine-5-carboxylic acid ethyl ester as a solid. ACPI-MS Found: [M+H]+=356.

Provenance & Evidence