HCID 69299470, compound → HCID 69297994, compound

Participants

Reaction Steps

To a solution of 1-(1-tert-butyl-1H-pyrazol-4-yl)-3-(2-fluoro-4-methyl-5-(8-methyl-2-(methylsulfinyl)-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-6-yl)phenyl)urea from Example 109 (0.075 g, 0.15 mmol) in THF (1 mL) was added, N1-dimethylethane-1,2-diamine (0.04 g, 0.44 mmol) and stirring continued for 4 h at RT. Solvent was removed under vacuum and crude product was purified by silica gel chromatography to provide 1-(1-tert-butyl-1H-pyrazol-4-yl)-3-(5-(2-(2-(dimethylamino)ethylamino)-8-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-6-yl)-2-fluoro-4-methylphenyl)urea as the hydrochloride salt (0.058, 74% yield). 1H NMR (400 MHz, DMSO-d6): δ 9.61 (brs, 1H), 8.67-8.64 (m, 2H), 8.42 (s, 1H), 7.95-7.88 (m, 2H), 7.71 (s, 1H), 7.68 (s, 1H), 7.32 (s, 1H), 7.07 (d, J=12.4 Hz, 1H), 3.68-3.65 (m, 2H), 3.57 (s, 3H), 3.28-3.26 (m, 2H), 2.79 (s, 3H), 2.78 (s, 3H), 2.00 (s, 3H), 1.40 (s, 9H); MS (ESI) m/z: 536.2 (M+H+).

Provenance & Evidence