Isopropanol → HCID 56848821, compound

Participants

Reaction Conditions

Reaction Steps

To a 2 mL microwave tube with stirbar was added 1-(4-fluoro-phenyl)-4-iodo-2-oxo-1,2-dihydro-pyridine-3-carboxylic acid [3-fluoro-4-(2-phenyl-furo[3,2-b]pyridin-7-yloxy)-phenyl]-amide (45.00 mg; 0.07 mmol; 1.00 eq.) and iPrOH (1.00 ml) and the vial was sealed and flushed with N2. To the reaction mixture was added a solution of methylamine (0.05 ml; 0.54 mmol; 8.00 eq.) 40% in water. The reaction mixture was heated to 100° C. in a microwave reactor for 1 h. The reaction mixture was cooled to room temperature and the white precipitate was filtered, washed methanol, and dried under vacuo to afford the title compound as a white solid (19 mg, 49%). (HPLC (method F): 94%, RT: 4.96 min); 1H NMR (400 MHz, DMSO-d6) δ [ppm] 10.46 (d, J=5.1, 1H), 8.36 (d, J=5.6, 1H), 8.02 (dd, J=13.3, 2.4, 1H), 7.96-7.89 (m, 2H), 7.75 (d, J=7.8, 1H), 7.71 (s, 1H), 7.56-7.44 (m, 6H), 7.42-7.32 (m, 3H), 6.74 (d, J=5.0, 1H), 6.27 (d, J=7.9, 1H), 3.03 (d, J=5.1, 3H); MS (m/z) 565 [M+H]+, RT: 4.3 min.

Provenance & Evidence