Diisopropylethylamine → (S)-5-Bromo-N4-(5-cyclopropyl-1H-pyrazol-3-yl)-N2-(1-(5-fluoropyridin-2-yl)ethyl)pyrimidine-2,4-diamine

関与物質

反応条件

反応手順

A mixture of 5-bromo-2-chloro-N-(3-cyclopropyl-1H-pyrazol-5-yl)pyrimidin-4-amine (Method 8; 0.062 g, 0.196 mmol), (S)-1-(5-fluoropyridin-2-yl)ethanamine (Method 6; 0.025 g, 0.178 mmol), and DIEA (0.04 ml, 0.214 mmol) in n-BuOH (2 ml) was heated in a sealed tube at 175° C. for 20 hours. The solvent was removed under reduced pressure and the residue was purified by column chromatography (hexane:EtOAc=1:1) to give the title compound as a white solid (0.064 g, 86%). 1H NMR (400 MHz) 12.48 and 12.09 (s, 1H), 9.32 (s, 1H), 8.48 (d, J=2.4 Hz, 1H), 8.00 (b, 1H), 7.92 (s, 1H), 7.64 (m, 1H), 7.41 (m, 1H), 5.94 and 5.85 (b, 1H), 5.06 (m, 1H), 1.84 (m, 1H), 1.45 (d, J=7.2 Hz, 3H), 0.95 (m, 1H), 0.86 (m, 1H), 0.74 (m, 1H), 0.63 (m, 1H). MS: Calcd.: 417. Found: [M+H]+418.

情報源と証拠