反応 #1898148

ord-8b8d07f68af74df58478088be04b392d

反応方程式

CC(C)(C)OC(=O)N1CCN(c2ncc(Cl)cc2[N+](=O)[O-])CC1
4-(5-chloro-3-nitro-pyridin-2-yl)-piperazine-1-carboxylic acid tert-butyl ester
CCOC(C)=O
ethyl acetate
CC(C)(C)OC(=O)N1CCN(c2ncc(Cl)cc2N)CC1
4-(3-amino-5-chloro-pyridin-2-yl)-piperazine-1-carboxylic acid tert-butyl ester
収率 80.0%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他The flask was evacuated
  2. 2
    workup.ADDITIONrefilled with argon three times
  3. 3
    ろ過The mixture is filtered through a pad of diatomaceous earth
  4. 4
    濃縮concentrated under reduced pressure

実験手順

A round bottom flask is charged with 5% platinum sulfide on carbon (0.20 g, 0.039 mmol). The flask was evacuated and refilled with argon three times. To the flask is added 4-(5-chloro-3-nitro-pyridin-2-yl)-piperazine-1-carboxylic acid tert-butyl ester (2.80 g, 8.17 mmol) as a solution in a 1:1 mixture of ethyl acetate:methanol (100 mL). The mixture is placed under an atmosphere of hydrogen and stirred overnight at room temperature. The mixture is filtered through a pad of diatomaceous earth and concentrated under reduced pressure to provide 2.0 g of 4-(3-amino-5-chloro-pyridin-2-yl)-piperazine-1-carboxylic acid tert-butyl ester as a dark solid in 80% yield.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08362249B2uspto-grants-2013_01