Sodium Acetate → HCID 68835322, compound

Participants

Reaction Conditions

Reaction Steps

1-[5-(2-Amino-7-bromo-[1,2,4]triazolo[1,5-a]pyridine-5-yl)-[1,3,4]oxadiazol-2-yl]-propan-2-one (product of Step 2), (0.37 g, 1.1 mmol), 3-pyridyl boronic acid (0.2 g, 1.65 mmol) and NaOAc, (0.5 g, 5 mmol) were placed in a flask with 100 mL of 8:1:1 toluene/EtOH/water and placed under a N2 atmosphere. PdCl2(dppf), (0.09 g, 0.11 mmol) was added and the mixture was heated to 105° C. for two hours. The mixture was concentrated to dryness under reduced pressure and the residue taken up in 100 mL of 9:1 CH2Cl2/methanol. The mixture was filtered through celite and insoluble residue discarded. The filtrate was extracted with 1 N HCl (3×25 mL), and any residue in the aqueous removed by filtration. The aqueous filtrate was adjusted to pH 8 with K2CO3, resulting in a precipitate that was dried under vacuum to give 1-[5-(2-Amino-7-pyridin-3-yl-[1,2,4]triazolo[1,5-a]pyridine-5-yl)-[1,3,4]oxadiazol-2-yl]-propan-2-one. MS (APCI+): m/z 336.1.

Provenance & Evidence