反应详情

温度

90 °C

A mixture of 5-ethynyl-4-(4-fluoro-phenyl)-1-methyl-1H-[1,2,3]triazole (101 mg, 0.5 mmol), methyl 6-bromonicotinate (130 mg, 0.6 mmol), triethylamine (174 μL, 1.25 mmol) and PdCl2(PPh3)2 (11 mg, 0.3 mol %) in DMF (1 mL) was evaporated and flushed with Ar five times. Then CuI (2 mg, 0.2 mol %) was added and the reaction mixture was stirred at 90° C. for 30 min and DMF (1 mL) was added. The mixture was then poured into sodium hydroxide solution (1 M) and extracted with ethyl acetate and the combined organic extracts washed with brine, dried over sodium sulphate, filtered and evaporated. Purification by chromatography (silica, 0 to 50% ethyl acetate in heptane) afforded the title compound (133 mg, 79%) as a light yellow solid. MS: m/e=337.1 [M]+.

1. customwas evaporated
2. customflushed with Ar five times
3. additionThen CuI (2 mg, 0.2 mol %) was added
4. additionDMF (1 mL) was added
5. additionThe mixture was then poured into sodium hydroxide solution (1 M)
6. extractionextracted with ethyl acetate
7. washthe combined organic extracts washed with brine
8. dry with materialdried over sodium sulphate
9. filtrationfiltered
10. customevaporated
11. customPurification by chromatography (silica, 0 to 50% ethyl acetate in heptane)