反应详情

温度

50 °C

Sodium nitrite (2.88 g, 42 mmol) was added portionwise to cHCl (314 mL) at −15° C. and stirred for 15 min. 3-phenyl-4-(2-phenylethynyl)-1H-pyrazol-5-amine (5.4 g, 21 mmol) was added as a solid, followed by the addition of CH2Cl2 (10 mL). The reaction mixture was allowed to warm up and stirred at room temperature for 1 h. The reaction mixture was diluted with CH2Cl2 (44 mL) and NaCl (2.7 g) was added. The reaction mixture was heated to 50° C. for 1 d. The layers were separated and the organic layer was washed with water, dried (phase separator cartridge) and concentrated in vacuo. The residue was purified by column chromatography (silica gel, iso-hexanes/ethyl acetate 4:1, then CH2Cl2/ethyl acetate 1:0 to 4:1) yielding the title compound as a solid (3.0 g).

1. temperatureto warm up
2. stirringstirred at room temperature for 1 h
3. additionwas added
4. customThe layers were separated
5. washthe organic layer was washed with water
6. customdried (phase separator cartridge)
7. concentrationconcentrated in vacuo
8. customThe residue was purified by column chromatography (silica gel, iso-hexanes/ethyl acetate 4:1