反应详情

温度

70 °C

4-Bromo-5-methylthiophene-2-carboxylic acid (1.05 g, 4.75 mmol) was suspended in thionyl chloride (4.75 mL) and heated to 70° C. for 1.5 h. The mixture was concentrated and dried azeotropically with toluene. The reaction mixture was dissolved in dioxane (11.9 mL) to which diisopropylethylamine (4.14 mL, 23.7 mmol) and cyclopropylamine (1.36 mL, 23.7 mmol) were added and stirred at RT for 2 h. The reaction mixture was diluted with 50 mL ethyl acetate, partitioned with sodium bicarbonate (saturated, aqueous), and the organic layers were washed 2×50 mL with sodium bicarbonate (saturated, aqueous), washed with 3 N HCl, separated, dried over sodium sulfate, and concentrated in vacuo to give the title compound. MS (ES+): 262 (M+H)+.

1. concentrationThe mixture was concentrated
2. dry with materialdried azeotropically with toluene
3. additionwere added
4. custompartitioned with sodium bicarbonate (saturated, aqueous)
5. washthe organic layers were washed 2×50 mL with sodium bicarbonate (saturated, aqueous)
6. washwashed with 3 N HCl
7. customseparated
8. dry with materialdried over sodium sulfate
9. concentrationconcentrated in vacuo