Diisopropylethylamine → HCID 16097529, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2,5-dichloro-N-(5-cyclopropyl-1H-pyrazol-3-yl)pyrimidin-4-amine (Method 7; 0.18 g, 0.666 mmol), (S)-1-(3,5-difluoropyridin-2-yl)ethanamine (Method 21; 0.132 g, 0.833 mmol), and DIEA (0.139 ml, 0.800 mmol) in n-BuOH (2 ml) was heated in a sealed tube at 175° C. for 17 hours. The solvent was removed under reduced pressure and the residue was purified by column chromatography (hexane:EtOAc=1.5:1) to give the title compound as a white solid (0.21 g, 80%). 1H NMR (400 MHz) δ 12.50 and 12.09 (s, 1H), 9.60 and 8.50 (s, 1H), 8.43 and 8.35 (s, 1H), 7.88-8.04 (m, 3H), 7.26 (br, 1H), 5.33 (m, 1H), 1.88 (m, 1H), 1.36 (d, J=6.8 Hz, 3H), 0.94 (m, 1H), 0.86 (m, 1H), 0.74 (m, 1H), 0.62 (m, 1H). MS: Calcd.: 391. Found: [M+H]+ 392.

Provenance & Evidence