تفاعل #6782

ord-d902f388819647f19c93534fd4a3ba09

معادلة التفاعل

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
المردود 100.1%

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىthe crude product is obtained
  2. 2
    أخرىthe hydrochloride is precipitated
  3. 3
    أخرىAfter drying

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07084143B2uspto-grants-2006_08