2-Aminothiazole → HCID 59212685, compound

Participants

Reaction Steps

A solution of 3-[8-(2,6-difluorophenyl)-2-(methylthio)-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-4-yl]-4-methylbenzoic acid (440 mg, 1.00 mmol) in DMF (15 mL) was mixed with DIEA (0.697 mL, 4.0 mmol), HATU (418 mg, 1.1 mmol) and 2-aminothiazole (150 mg, 1.5 mmol). The reaction mixture was stirred over night, diluted with H2O (0.5 mL), and concentrated under vaccum to remove DMF. Flash chromatography (load column with DCM, mobile phase EtOAc/Hexane) then provided the title compound as a white solid 425 mg (81%). MS (ES) m/z 522 (M+H)+; 1H-NMR (MeOD) δ 2.25 (s, 3H), 2.37 (s, 3H), 6.65 (d, J=6.0 Hz, 1H), 6.95 (d, J=3.6 Hz, 1H), 7.15 (t, J=8.4 Hz, 2H), 7.20 (d, J=3.6 Hz, 1H), 7.46 (d, J=9.6 Hz, 1H), 7.54 (m, 2H), 7.96 (d, J=1.6 Hz, 1H), 8.11 (dd, J1=8.0 Hz, J2=1.6 Hz, 1H).

Provenance & Evidence