Diisopropylethylamine → HCID 178493093, compound

Participants

Reaction Conditions

Reaction Steps

2,5-Dichloro-N-(5-methoxy-1H-pyrazol-3-yl)pyrimidin-4-amine (Method 37; 0.25 mmol, 64 mg) and (1S)-1-(5-fluoropyridin-2-yl)ethanamine (Method 6; 0.25 mmol, 34.5 mg) were dissolved in n-BuOH (0.35 M) and DIEA (0.50 mmol, 0.08 ml) was added. The reaction was stirred at 110° C. overnight. The solvent was evaporated and the remaining material was separated between EtOAc and water, washed with brine, and dried. Evaporation of the solvent gave a brown oil (131 mg). This material was purified by Gilson (10-50% acetonitrile/H2O, 15 min). The title compound was collected by evaporation of the solvent as a white solid (2.3 mg). 1H NMR (MeOD) 8.32 (d, 1H), 7.85-8.07 (m, 1H), 7.49 (ddd, 1H), 7.29-7.41 (m, 1H), 5.80 (s, 1H), 4.92-5.19 (m, 1H), 3.82 (s, 3H), 1.50 (d, 3H); m/z 364.

Provenance & Evidence