反应详情

温度

-78 °C

To a 0° C. solution of diisopropyl amine (2.8 mL, 27 mmol) in tetrahydrofuran (80 mL) was added dropwise butyl lithium (8.1 mL, 2.5 M solution in hexane, 27 mmol). After 10 min., the flask was cooled to −78° C. and 3-fluoro quinoline from Step B (3 g, 20 mmol) in 20 mL of tetrahydrofuran was added over 15 min. period. The stirring was continued for an additional 4 h., after which iodine (5.4 g, 21 mmol) in 10 mL of THF (tetrahydrofuran) was added and the reaction temperature was maintained at −78° C. for additional 2 h. The reaction was quenched by adding a mixture of water and tetrahydrofuran (25 mL, 1:9), and the resulting solution was extracted with ethyl acetate. The organic layers were combined, washed with water and brine. Purification by silica gel column gave the title compound (2.26 g, 40%). MS (ES) 148.1 (M+H)+.

1. waitThe stirring was continued for an additional 4 h.
2. temperaturethe reaction temperature was maintained at −78° C. for additional 2 h
3. customThe reaction was quenched
4. additionby adding
5. additiona mixture of water and tetrahydrofuran (25 mL, 1:9)
6. extractionthe resulting solution was extracted with ethyl acetate
7. washwashed with water and brine
8. customPurification by silica gel column