Acetic Anhydride → 5-Methyl-pyridine-2-sulfonic acid {6-methoxy-5-(2-methoxy-phenoxy)-2-[2-(5-methyl-[1,2,4]oxadiazol-3-yl)-pyridin-4-yl]-pyrimidin-4-yl}-amide

Participants

Reaction Steps

A solution of 108 mg of N-hydroxy-4-[4-methoxy-5-(2-methoxy-phenoxy)-6-(5-methyl-pyridine-2-sulfonylamino)-pyrimidin-2-yl]-pyridine-2-carboxamidine, product of example 34, in acetic acid (3 ml) was treated at RT with 0.057 ml of acetic anhydride then and refluxed for 12 h. The reaction mixture was partitioned between CH2Cl2 and diluted aqueous KHCO3, the organic layer was dried over Na2SO4 and the solvent was removed in a vacuo. The residue was purified on a silica gel chromatography column (eluted with AcOEt). Combination of the purified fractions and evacuation in vacuo afforded 5-methyl-pyridine-2-sulfonic acid {6-methoxy-5-(2-methoxy-phenoxy)-2-[2-(5-methyl-[1,2,4]oxadiazol-3-yl)-pyridin-4-yl]-pyrimidin-4-yl}-amide as a light yellow solid. ISN mass spectrum, m/e 560.1 (M−1 calculated for C26H23N7O6S: 560).

Provenance & Evidence