反应详情

温度

-78 °C

To a cooled (−78° C.) solution of [2-(3-bromo-benzo[b]thiophen-2-yl)-ethyl]-dimethyl-amine (400 mg, 1.4 mmol) in anhydrous toluene (16 mL), TMEDA (240 uL, 2.8 mmol) was added followed by nBuLi (1.0 mL, 1.7 mmol, 1.6M in hexanes). The mixture was stirred for 40 min at −78° C. and 2-fluoro-3-pyridine-carbaldehyde (0.70 g, 5.6 mmol) was added. The mixture was stirred for 12 hrs during which the mixture warmed up to room temperature, quenched with 1M HCl (2 mL) and extracted with EtOAc (3×). The combined organic layers were dried (Na2SO4), concentrated and purified by silical gel column chromatography (gradient of DCM/MeOH=98/2 up to 90/10) to afford [2-(2-dimethylamino-ethyl)-benzo[b]thiophen-3-yl]-(2-fluoro-pyridin-3-yl)-methanol (Compound 24-1) (0.12 g) in 26% yield. MH+=331.0.

1. additionwas added
2. stirringThe mixture was stirred for 12 hrs during which the mixture
3. temperaturewarmed up to room temperature
4. customquenched with 1M HCl (2 mL)
5. extractionextracted with EtOAc (3×)
6. dry with materialThe combined organic layers were dried (Na2SO4)
7. concentrationconcentrated
8. custompurified by silical gel column chromatography (gradient of DCM/MeOH=98/2 up to 90/10)