Pyridine → HCID 178514779, compound

Participants

Reaction Steps

A solution of 3-[4-(2-aminoethyl)-1,2,5-oxadiazol-3-yl]-4-(3-chloro-4-fluorophenyl)-1,2,4-oxadiazol-5(4h)-one trifluoroacetate (23.0 mg, 53.0 mmol), sulfamide (15.0 mg, 160 mmol) and pyridine (1.0 mL) was heated at 120° C. for 3 min in a microwave. To the reaction solution was added 0.5 mL 1 N NaOH and stirred for 30 min. The reaction solution was then acidified with acetic acid and purified by preparative LCMS to give the desired product (12 mg, 46%). MF═C11H12ClFN6O4S; LCMS calculated for C11H13ClFN6O4S(M+H)+: m/z=379.0. 1H NMR (400 MHz, DMSO-d6): d 11.52 (s, 1H), 10.45 (s, 0.1H), 9.05 (s, 0.1H), 8.98 (s, 1H), 7.95 (m, 0.1H), 7.32 (m, 0.2H), 7.15 (t, J=9.0 Hz, 1H), 7.00 (dd, J=6.5 Hz, 2.7 Hz, 1H), 6.76 (t, J=5.9 Hz, 1H), 6.65 (m, 1H), 6.59 (s, 2H), 3.29 (m, 2H), 3.07 (t, J=7.2 Hz, 2H);

Provenance & Evidence