Diisopropylethylamine → HCID 86644363, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-chloro-N-(3-cyclopropyl-1H-pyrazol-5-yl)-5-fluoropyrimidin-4-amine (Method 9; 0.200 g, 0.788 mmol), (S)-1-(5-fluoropyridin-2-yl)ethanamine (Method 6; 0.116 g, 0.828 mmol), and DIEA (0.17 ml, 0.946 mmol) in n-BuOH (2 ml) was heated in a sealed tube at 175° C. for 40 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 (0.175 g, 62%). 1H NMR (400 MHz) 12.47 and 11.98 (s, 1H), 10.15 and 9.27 (s, 1H), 8.48 (s, 1H), 7.89 and 7.81 (s, 1H), 7.65 (m, 1H), 7.42 (b, 1H), 7.20 (b, 1H), 5.76 and 5.64 (s, 1H), 5.00 (m, 1H), 1.85 (m, 1H), 1.44 (d, J=6.8 Hz, 3H), 0.95 (m, 1H), 0.85 (m, 1H), 0.74 (m, 1H), 0.63 (m, 1H). MS: Calcd.: 357. Found: [M+H]+358.

Provenance & Evidence