تفاعل #40750

ord-80481d022c79468f9dd37c5cace1fcb4

معادلة التفاعل

CCn1c(-c2cccc3ccccc23)nc(C)c1C(=O)N1CCN(C2CCC2)CC1
(4-cyclobutyl-piperazin-1-yl)-(3-ethyl-5-methyl-2-naphthalen-1-yl-3H-imidazol-4-yl)-methanone
CC(C)[CH2][AlH][CH2]C(C)C
DIBAL-H
CCn1c(-c2cccc3ccccc23)nc(C)c1CN1CCN(C2CCC2)CC1
title compound
CCn1c(-c2cccc3ccccc23)nc(C)c1CN1CCN(C2CCC2)CC1
1-Cyclobutyl-4-(3-ethyl-5-methyl-2-naphthalen-1-yl-3H-imidazol-4-ylmethyl)-piperazine

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىquenched with brine
  2. 2
    أخرىThe THF layer is separated
  3. 3
    أخرىevaporated
  4. 4
    أخرىpurified by column (2% Et3N, 3% MeOH in EtOAc)

الإجراء التجريبي

To a solution of (4-cyclobutyl-piperazin-1-yl)-(3-ethyl-5-methyl-2-naphthalen-1-yl-3H-imidazol-4-yl)-methanone (40 mg) in THF (1 ml) is added DIBAL-H (0.25 ml, 1.5 M in toluene) at 0° C. The resulting solution is stirred at rt for 2 hr, and then quenched with brine. The THF layer is separated, evaporated and purified by column (2% Et3N, 3% MeOH in EtOAc) to afford the title compound. LCMS 389.5 (M+1). NMR (CDCl3) δ ppm 1.05 (t, 3H), 1.63-2.05 (m, 9H), 2.29 (s, 3H), 2.35-2.56 (m, 5H), 2.74 (m, 1H), 3.52 (s, 2H), 3.82 (q, 2H), 7.42-7.60 (m, 5H), 7.87-7.94 (m, 2H).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07728009B1uspto-grants-2010_06