تفاعل #2200630

ord-00489ff7b91142ed817457fb253a448f

معادلة التفاعل

Cc1cn(-c2ccc(OC(F)(F)F)cc2C#N)cn1
5-trifluoromethoxy-2-(4-methyl-imidazol-1-yl)-benzonitrile
C=[N+](C)C.[I-]
Eschenmoser's salt
Cc1ncn(-c2ccc(OC(F)(F)F)cc2C#N)c1CN(C)C
title compound
المردود 38.0%
Cc1ncn(-c2ccc(OC(F)(F)F)cc2C#N)c1CN(C)C
2-(5-Dimethylaminomethyl-4-methyl-imidazol-1-yl)-5-trifluoromethoxy-benzonitrile
المردود 38.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىEvaporation of the solvent, aqueous workup and chromatography

الإجراء التجريبي

In analogy to example 5b, 5-trifluoromethoxy-2-(4-methyl-imidazol-1-yl)-benzonitrile (+regioisomer) was reacted with Eschenmoser's salt in DMF for 24 h at 90° C. Evaporation of the solvent, aqueous workup and chromatography afforded the title compound as a colorless oil that was sufficiently pure to be used in the next step (yield: 38%). 1H-NMR (300 MHz, DMSO): δ=1.93 (s, 6H), 2.17 (s, 3H), 3.21 (s, 2H), 7.80-7.95 (m, 3H), 8.22 (s, 1H).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07432256B2uspto-grants-2008_10