Ethyl Acetate → 5-Bromo-2-(1-methylethoxy)pyridine

5-Bromopyridin-2(1H)-one (5 g, 28.7 mmol) and potassium carbonate (9.93 g, 71.8 mmol) were mixed in dimethyl sulfoxide, and at room temperature, 2-iodoisopropyl (3.73 ml, 37.3 mmol) was added thereto, and stirred at room temperature for 4 hours. The reaction solution was diluted with ethyl acetate, and washed with water and saturated saline in that order. The organic layer was dried with sodium sulfate, and the solvent was evaporated off under reduced pressure. The residue was purified through silica gel column chromatography (eluate: ethyl acetate/hexane=20/80 to 50/50) to obtain the entitled compound (4.72 g, 76%) as a colorless oily substance.

1. additionat room temperature, 2-iodoisopropyl (3.73 ml, 37.3 mmol) was added
2. washwashed with water and saturated saline in that order
3. dry with materialThe organic layer was dried with sodium sulfate
4. customthe solvent was evaporated off under reduced pressure
5. customThe residue was purified through silica gel column chromatography (eluate: ethyl acetate/hexane=20/80 to 50/50)

ORD record

ord-c752380fa2da447d8583b47aeadfdd27

Source dataset

uspto-grants-2012_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08138206B2