Реакция #417995

ord-a3e0281aa7624959a4a5400401d16364

Уравнение реакции

CCN=C=NCCCN(C)C.Cl
N-(3-Dimethylaminopropyl)-N-ethylcarbodiimide hydrochloride
CC(C(=O)O)c1ccc(I)cc1
2-(4-Iodo-phenyl)-propionic acid
CCN(C(C)C)C(C)C
DIPEA
CCN.Cl
ethylamine hydrochlorid
CCNC(=O)C(C)c1ccc(I)cc1
N-Ethyl-2-(4-iodo-phenyl)-propionamide

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ТемператураSubsequently, cooling
  2. 2
    Другоеis removed
  3. 3
    ПромывкаAfter that time, the mixture is washed with water and brine
  4. 4
    Сушкаdried over sodium sulphate
  5. 5
    Другоеthe solvent is evaporated
  6. 6
    ДругоеThe residue is purified by column chromatography (silicia gel; heptane:EtOAc 50:50)

Методика

1.97 g (7.14 mmol) 2-(4-Iodo-phenyl)-propionic acid (111.1) and 1.25 mL (7.14 mmol) DIPEA are added to 582 mg (7.14 mmol) ethylamine hydrochlorid in 70 mL DCM. 1.64 g (8.57 mmol) N-(3-Dimethylaminopropyl)-N-ethylcarbodiimide hydrochloride and 194 mg (1.43 mmol) 1-hydroxy-7-azabenotriazole are added at 0° C. Subsequently, cooling is removed and the mixture is stirred for 20 h at rt. After that time, the mixture is washed with water and brine, dried over sodium sulphate and the solvent is evaporated. The residue is purified by column chromatography (silicia gel; heptane:EtOAc 50:50).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08877754B2uspto-grants-2014_11