反应详情

温度

-30 °C

A mixture of compound 69 (4.4 g, 16.5 mmol) and the aniline derivative 66 (2.75 g, 16.5 mmol) in pyridine (140 mL) was cooled to −30° C. (upon cooling, the clear solution became partially a suspension). POCl3 (3.3 mL, 35 mmol) was added slowly over a 5 min period. The mixture was stirred at −30° C. for 1 h, and was then allowed to assume rt. After stirring at rt for 1.5 h the reaction mixture was poured over ice, and the pH was adjusted to about 9-10 using solid and saturated NaHCO3. The crude product was extracted into CH2Cl2 (3×) and the combined organic phases were dried (MgSO4) and evaporated. The crude dark-beige solid was purified by flash column chromatography (hexane/EtOAc 55:45) to give compound 70 (5.6 g, 76%) as a pale yellow solid.

1. temperatureupon cooling
2. customto assume rt
3. stirringAfter stirring at rt for 1.5 h the reaction mixture
4. additionwas poured over ice
5. extractionThe crude product was extracted into CH2Cl2 (3×)
6. dry with materialthe combined organic phases were dried (MgSO4)
7. customevaporated
8. customThe crude dark-beige solid was purified by flash column chromatography (hexane/EtOAc 55:45)