反应详情

温度

70 °C

A mixture of 5-cyclopropyl-1H-pyrazol-3-amine (1.42 g, 11.5 mmol), 2,4-dichloro-6-(trifluoromethyl)pyrimidine (2.50 g, 11.5 mmol), DIPEA (4.05 mL, 23.0 mmol), and anhydrous EtOH (35 mL) was stirred at 70° C. under N2 for 22 h. The reaction mixture was concentrated in vacuo. The residue was diluted with EtOAc and the organic layer was washed sequentially with water and brine, dried (Na2SO4), filtered and concentrated in vacuo. Trituration with DCM afforded 1.80 g (51.5%) of 2-chloro-N-(5-cyclopropyl-1H-pyrazol-3-yl)-6-(trifluoromethyl)pyrimidin-4-amine (186) as a white solid: 1H NMR (400 MHz, DMSO-d6): δ 12.35 (br d, J=30.2 Hz, 1H), 10.97 (s, 1H), 8.14 (s, 0.50H, rotamer), 7.13 (s, 0.50H, rotamer), 6.38 (s, 0.50H, rotamer), 5.73 (s, 0.50H, rotamer), 1.91 (s, 1H), 0.98-0.90 (m, 2H), 0.70 (q, J=5.5 Hz, 2H); MS (ESI) m/z=304.2/306.2 [M+1]+.

1. concentrationThe reaction mixture was concentrated in vacuo
2. additionThe residue was diluted with EtOAc
3. washthe organic layer was washed sequentially with water and brine
4. dry with materialdried (Na2SO4)
5. filtrationfiltered
6. concentrationconcentrated in vacuo