Reaction #657275

Reaction equation

[2-(2,6-Dimethyl-piperidin-1-yl)acetylamino]-acetic acid

N-Hydroxysuccinimide

N,N′-Dicyclohexyl-carbodiimide

→

[2-(2,6-Dimethyl-piperidin-1-yl)acetylamino]-acetic acid-(2,5-dioxo-pyrrolidine-1-yl)-ester

Solvents

dichloromethane

Conditions

Workup

1. 1
   FiltrationThe solution was filtered
2. 2
   Otherthe filtrate was evaporated in vacuo to dryness
3. 3
   workup.DISSOLUTIONThe residue was dissolved in 50 mL dichloromethane
4. 4
   workup.ADDITIONtreated with charcoal
5. 5
   FiltrationAfter filtration
6. 6
   Otherthe solution was evaporated in vacuo to dryness
7. 7
   Otherthe product was recrystallised from ethyl acetate

Procedure

4.54 g (20 mMol) [2-(2,6-Dimethyl-piperidin-1-yl)acetylamino]-acetic acid (30) were added to 2.30 g (20 mMol) N-Hydroxysuccinimide and 4.12 g (20 mMol) N,N′-Dicyclohexyl-carbodiimide dissolved in 150 ml dichloromethane. The reaction mixture was stirred for 16 h at room temperature. The solution was filtered and the filtrate was evaporated in vacuo to dryness. The residue was dissolved in 50 mL dichloromethane and treated with charcoal. After filtration, the solution was evaporated in vacuo to dryness and the product was recrystallised from ethyl acetate.

Source