反応 #157089

反応方程式

4-chloro-3-nitropyridine

3-methylpiperidine-3-carboxylic acid

DIEA

→

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

溶媒

iPrOH

反応条件

後処理

1. 1
   濃縮then concentrated in vacuo
2. 2
   workup.ADDITIONThe crude residue was diluted with EtOAc
3. 3
   洗浄washed with 1.0 N NaOH
4. 4
   抽出extracted with CH2Cl2
5. 5
   乾燥The combined organic phases were dried over anhydrous MgSO4
6. 6
   ろ過filtered
7. 7
   濃縮concentrated in vacuo

実験手順

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+).

出典