Phosphorus tribromide → 3-(Bromomethyl)-6-chloro-2-methylpyridine

温度

0 °C

(6-Chloro-2-methylpyridin-3-yl)methanol (500 mg, 3.17 mmol) was taken up in dichloromethane (9.1 mL) and cooled to 0° C. Phosphorus tribromide (0.6 mL, 6.35 mmol) was added dropwise, and the reaction was allowed to warm to room temperature overnight. The reaction was then quenched by slow addition of saturated aqueous sodium bicarbonate, followed by solid sodium carbonate to obtain pH>7. The mixture was extracted with dichloromethane two times. The combined organic layers were dried over magnesium sulfate, filtered, and concentrated under reduced pressure. Purification was performed via silica gel chromatography (0-40% ethyl acetate in hexane) to yield the title compound.

1. temperatureto warm to room temperature overnight
2. customThe reaction was then quenched by slow addition of saturated aqueous sodium bicarbonate
3. customto obtain pH>7
4. extractionThe mixture was extracted with dichloromethane two times
5. dry with materialThe combined organic layers were dried over magnesium sulfate
6. filtrationfiltered
7. concentrationconcentrated under reduced pressure
8. customPurification

ORDレコード

ord-b4df6cbfdea64a09926bf2aace03af63

出典データセット

uspto-grants-2013_02

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08367706B2