Methanesulfonic Acid → 2-Methyl-L-proline

Methanesulfonic acid (252 mg, 2.6 mmol) was added to a solution of (S)—N-(tert-butoxycarbonyl)-2-methylproline (500 mg, 2.2 mmol) and 1,2-dichloroethane (2.53 g), and the mixture was stirred at 25° C. for 3 hours. When triethylamine (265 mg, 2.6 mmol) was added thereto, a solid was precipitated. The solid was sufficiently precipitated, and then the solution was stirred at 25° C. for 30 minutes and further stirred at 25° C. for 2 hours. Thereafter, the solid was then separated by filtration under reduced pressure. The solid was washed with 1,2-dichloroethane (0.2 mL), and then was subjected to vacuum drying. Thereby, the titled compound was produced as a white solid (197 mg, yield of 69%).

1. customa solid was precipitated
2. customThe solid was sufficiently precipitated
3. stirringthe solution was stirred at 25° C. for 30 minutes
4. stirringfurther stirred at 25° C. for 2 hours
5. customThereafter, the solid was then separated by filtration under reduced pressure
6. washThe solid was washed with 1,2-dichloroethane (0.2 mL)
7. customdrying

ORD record

ord-dd5278d7a5ae40de88fa47dff3132cbf

Source dataset

uspto-grants-2016_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09302980B2