反応 #6782

ord-d902f388819647f19c93534fd4a3ba09

反応方程式

O=C(O)c1cccc2[nH]ccc12
4-carboxyindole
C[n+]1ccccc1Cl.[I-]
2-chloro-1-methylpyridinium iodide
c1ccc(CCN2CCNCC2)cc1
4-phenethylpiperazine
CCN(C(C)C)C(C)C
ethyldi-isopropylamine
Cl.O=C(c1cccc2[nH]ccc12)N1CCN(CCc2ccccc2)CC1
(1H-indol-4-yl)-(4-phenethylpiperazin-1-yl)methanone, hydrochloride
収率 100.1%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他the crude product is obtained
  2. 2
    その他the hydrochloride is precipitated
  3. 3
    その他After drying

実験手順

A solution of 2.0 g of 4-carboxyindole and 8.1 g of 2-chloro-1-methylpyridinium iodide in 60 ml of N-methylpyrrolidone (NMP) is treated with a solution of 2.36 g of 4-phenethylpiperazine and 8.2 g of ethyldi-isopropylamine (EDIPA) in 20 ml of NMP and subsequently stirred at room temperature for 3 hours. The mixture is worked up in the customary manner and the crude product is obtained. This is dissolved in acetone and the hydrochloride is precipitated using aqueous hydrochloric acid. After drying, 4.59 g of (1H-indol-4-yl)-(4-phenethylpiperazin-1-yl)methanone, hydrochloride, m.p. 289.3°, is obtained.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07084143B2uspto-grants-2006_08