Pyridine → N-allyltaurine isopropyl ester

2-Chloroethylsulfonyl chloride (2 g, 12.3 mmol) was dissolved in 2-propanol (20 mL), pyridine (2.7 mL) was added, and the mixture was stirred at room temperature for 3 hours. Allylamine hydrochloride (1.15 g, 12.3 mmol) and diisopropylethylamine (6.4 ml) was added, and stirred at room temperature for 3 hours. The reaction mixture was evaporated under reduced pressure, 5% sodium bicarbonate solution was added to the residue, and the mixture was extracted with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography to give the title compound (0.5 g, 2.4 mmol, 20%).

1. stirringstirred at room temperature for 3 hours
2. customThe reaction mixture was evaporated under reduced pressure, 5% sodium bicarbonate solution
3. additionwas added to the residue
4. extractionthe mixture was extracted with ethyl acetate
5. washThe extract was washed with brine
6. dry with materialdried over anhydrous magnesium sulfate
7. concentrationconcentrated under reduced pressure
8. customThe obtained residue was purified by silica gel column chromatography

ORD record

ord-c47b2d8e5a6f40fd84601e018491a9a9

Source dataset

uspto-grants-2015_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09024044B2