Реакция #2368432

Уравнение реакции

2-(quinuclidin-3-yl)acetic acid hydrochloride

HATU

2-(4-bromophenyl)propan-2-amine

triethylamine

→

N-(2-(4-bromophenyl)propan-2-yl)-2-(quinuclidin-3-yl)acetamide

Выход 76.0%

Растворители

DMF

Условия реакции

Обработка

1. 1
   КонцентрированиеThe mixture was concentrated in vacuo
2. 2
   workup.ADDITIONdiluted with EtOAc
3. 3
   Промывкаwashed with brine
4. 4
   СушкаThe organic layer was dried over Na2SO4
5. 5
   Другоеevaporated
6. 6
   Другоеto afford crude product, which
7. 7
   Другоеwas purified by silica gel column chromatography (EtOAc/methanol 50/1 to 3/1)

Методика

To a solution of 2-(quinuclidin-3-yl)acetic acid hydrochloride (0.97 g, 4.7 mmol) in DMF (30 mL) was added HATU (1.79 g, 4.72 mmol), 2-(4-bromophenyl)propan-2-amine (1.0 g, 4.7 mmol), and triethylamine (3.9 mL, 28 mmol). The resulting mixture was stirred at 60° C. for 16 h. The mixture was concentrated in vacuo, diluted with EtOAc and washed with brine. The organic layer was dried over Na2SO4 and evaporated to afford crude product, which was purified by silica gel column chromatography (EtOAc/methanol 50/1 to 3/1) to obtain N-(2-(4-bromophenyl)propan-2-yl)-2-(quinuclidin-3-yl)acetamide as a yellow solid (1.3 g, 76%).

Источник