Reaktion #157089

Reaktionsgleichung

4-chloro-3-nitropyridine

3-methylpiperidine-3-carboxylic acid

DIEA

→

3-methyl-(3-nitropyridin-4-yl)piperidine-3-carboxylic acid

Lösungsmittel

iPrOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenthen concentrated in vacuo
2. 2
   workup.ADDITIONThe crude residue was diluted with EtOAc
3. 3
   Waschenwashed with 1.0 N NaOH
4. 4
   Extraktionextracted with CH2Cl2
5. 5
   TrocknenThe combined organic phases were dried over anhydrous MgSO4
6. 6
   Filtrationfiltered
7. 7
   Einengenconcentrated in vacuo

Vorschrift

4-chloro-3-nitropyridine (1.1 eq) was added to a solution of 3-methylpiperidine-3-carboxylic acid (1 eq) and DIEA (3 eq) in iPrOH (0.1 M). The reaction mixture was heated in a 60° C. oil bath for 3 h then concentrated in vacuo. The crude residue was diluted with EtOAc and washed with 1.0 N NaOH. The combined aqueous washes were acidified to pH=4 with 1.0 N HCl and extracted with CH2Cl2. The combined organic phases were dried over anhydrous MgSO4, filtered, and concentrated in vacuo to give 3-methyl-(3-nitropyridin-4-yl)piperidine-3-carboxylic acid. LC/MS (m/z): 266.2 (MH+).

Quelle