تفاعل #2200629

ord-989279651b2d432e9ba842521140fc02

معادلة التفاعل

Cc1cncn1-c1ccc(OC(F)(F)F)cc1C#N
5-trifluoromethoxy-2-(5-methyl-imidazol-1-yl)-benzonitrile
N#Cc1cc(OC(F)(F)F)ccc1F
2-fluoro-5-trifluoromethoxy-benzonitrile
Cc1c[nH]cn1
4-methylimidazole
O=C([O-])[O-].[K+].[K+]
potassium carbonate
Cc1cn(-c2ccc(OC(F)(F)F)cc2C#N)cn1
title compound
Cc1cn(-c2ccc(OC(F)(F)F)cc2C#N)cn1
5-Trifluoromethoxy-2-(4-methyl-imidazol-1-yl)-benzonitrile

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىAqueous workup afforded

الإجراء التجريبي

In analogy to example 5a, 2-fluoro-5-trifluoromethoxy-benzonitrile was reacted with 4-methylimidazole and potassium carbonate for 16 h at 90° C. Aqueous workup afforded a 3:1 mixture of the title compound and its regioisomer [5-trifluoromethoxy-2-(5-methyl-imidazol-1-yl)-benzonitrile] as a light brown viscous oil (yield: 100%). 1H-NMR (300 MHz, DMSO): δ=2.19 (s, 3H), 7.37 (s, 1H), 7.75-7.90 (m, 2H), 8.02 (s, 1H), 8.27 (d, J=2.7 Hz, 1H).

المصدر

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