Реакция #220978

ord-f0916e1ea436464caa81e27809abb42b

Уравнение реакции

COc1ccc(C(=O)CC(=O)N/C(=N/C(=O)OC(C)(C)C)NCc2cc(Cl)c(NC(C)=O)c(Cl)c2)cc1
(E)-tert-butyl (4-acetamido-3,5-dichlorobenzylamino)(3-(4-methoxyphenyl)-3-oxopropanamido)methylenecarbamate
CC(C)CON.Cl
O-isobutylhydroxylamine hydrochloride
→
COc1ccc(/C(CC(=O)N=C(N)NCc2cc(Cl)c(NC(C)=O)c(Cl)c2)=N/OCC(C)C)cc1
title compound
COc1ccc(/C(CC(=O)N=C(N)NCc2cc(Cl)c(NC(C)=O)c(Cl)c2)=N/OCC(C)C)cc1
(E)-N-((4-acetamido-3,5-dichlorobenzylamino)-(amino)methylene)-3-(isobutoxyimino)-3-(4-methoxyphenyl)propanamide

Реактанты

COc1ccc(C(=O)CC(=O)N/C(=N/C(=O)OC(C)(C)C)NCc2cc(Cl)c(NC(C)=O)c(Cl)c2)cc1
(E)-tert-butyl (4-acetamido-3,5-dichlorobenzylamino)(3-(4-methoxyphenyl)-3-oxopropanamido)methylenecarbamate
CC(C)CON.Cl
O-isobutylhydroxylamine hydrochloride

Реагенты

Нет

Растворители

CCO
ethanol

Условия реакции

Температура
80°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеEthanol was removed in vacuo
  2. 2
    Другоеthe crude mixture was purified by reverse phase HPLC (30×100 mm PHENOMENEX-LUNA S10 column, 10-90% methanol/H2O/0.1% TFA)

Методика

A mixture of (E)-tert-butyl (4-acetamido-3,5-dichlorobenzylamino)(3-(4-methoxyphenyl)-3-oxopropanamido)methylenecarbamate (6 mg) and O-isobutylhydroxylamine hydrochloride (3 mg) in ethanol (0.1 mL) was heated at 80° C. for 2 h. Ethanol was removed in vacuo and the crude mixture was purified by reverse phase HPLC (30×100 mm PHENOMENEX-LUNA S10 column, 10-90% methanol/H2O/0.1% TFA) to give the title compound as a clear sticky oil.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07390925B2uspto-grants-2008_06