Oxalyl chloride → 4-{5-[4-(2-Methylpiperidin-1-yl)-3-(trifluoromethyl)phenyl]-1,2,4-oxadiazol-3-yl}benzenesulfonamide

関与物質

反応手順

Oxalyl chloride (190 mg; 1.5 mmol) was added to a suspension of Intermediate 15 (144 mg; 0.5 mmol) and DMF (catalytic amount) in DCM (2 mL) and the reaction mixture was stirred at RT for 1 hour. After concentration to dryness, the residue was taken up in THF (2 mL) and added to a solution of 4-(aminosulfonyl)-N′-hydroxybenzenecarboximidamide, prepared as described in WO 2006/013104 A1 from 4-cyanobenzene-1-sulfonamide (ABCR; CD10716), (108 mg; 05 mmol, 1 eq.) and DIEA (194 mg; 1.5 mmol) in THF (1 mL). The reaction mixture was then stirred at 150° C. for 30 minutes in the microwave. After cooling, the mixture was filtered through a SPE-NH2 column, which was further washed with THF. After concentration in vacuo, the residue was purified by recrystallisation from DCM/n-pentane, affording the title compound as a white solid. LC/MS (Method A): 467.3 (M+H)+. HPLC (Method A) Rt 5.59 min (purity 99.3%).

情報源と証拠