Reaction #710532

Reaction equation

Methanesulfonic acid

(S)—N-(tert-butoxycarbonyl)nipecotic acid

Triethylamine

→

titled compound

(S)-nipecotic acid

Solvents

methylene chloride

Conditions

Workup

1. 1
   Othersolid was precipitated
2. 2
   OtherThe solid was sufficiently precipitated
3. 3
   workup.STIRRINGthe solution was stirred at 25° C. for 30 minutes
4. 4
   OtherThereafter, the solid was separated by filtration under reduced pressure
5. 5
   WashThe solid was washed with methylene chloride (5 mL)
6. 6
   Otherdrying

Procedure

Methanesulfonic acid (576 mg, 6 mmol) was added to a solution of (S)—N-(tert-butoxycarbonyl)nipecotic acid (1145 mg, 5 mmol) and methylene chloride (5 mL), and the mixture was stirred at 25° C. for 16 hours. Triethylamine (708 mg, 7 mmol) was added thereto, and then solid was precipitated. The solid was sufficiently precipitated, and then the solution was stirred at 25° C. for 30 minutes. Thereafter, the solid was separated by filtration under reduced pressure. The solid was washed with methylene chloride (5 mL), and then was subjected to vacuum drying. Thereby, the titled compound was produced as a white solid (238 mg, yield of 37%).

Source