反应详情

温度

0 °C

To a mixture of NaH (240 mg, 6.02 mmol) in DMF (dry, 4 mL) at 0° C. is added the solution of 2-(5-bromo-pyridin-3-yl)-propan-2-ol (500 mg, 2.31 mmol) in DMF (dry, 4 mL). The mixture is stirred at 0° C. for 15 min then raised to room temperature and stirred for 1 h. The mixture is then cooled back to 0° C. and iodomethane (397 mg, 2.80 mmol) iss added. The reaction mixture is stirred at room temperature overnight and is quenched by adding water dropwise. The mixture is partitioned between DCM and water. The DCM phase is separated and then washed with water twice. The DCM phase is evaporated under high vacuum. The residue is separated by silica gel flash column (EtOAc/Hepane 0 to 40% gradient, then 40%) to obtain 371 mg 3-bromo-5-(1-methoxy-1-methyl-ethyl)pyridine.

1. temperaturethen raised to room temperature
2. stirringstirred for 1 h
3. temperatureThe mixture is then cooled back to 0° C.
4. stirringThe reaction mixture is stirred at room temperature overnight
5. customis quenched
6. additionby adding water dropwise
7. customThe mixture is partitioned between DCM and water
8. customThe DCM phase is separated
9. washwashed with water twice
10. customThe DCM phase is evaporated under high vacuum
11. customThe residue is separated by silica gel flash column (EtOAc/Hepane 0 to 40% gradient