Reaktion #2368432

Reaktionsgleichung

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

Ausbeute 76.0%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenThe mixture was concentrated in vacuo
2. 2
   workup.ADDITIONdiluted with EtOAc
3. 3
   Waschenwashed with brine
4. 4
   TrocknenThe organic layer was dried over Na2SO4
5. 5
   Sonstigeevaporated
6. 6
   Sonstigeto afford crude product, which
7. 7
   Sonstigewas purified by silica gel column chromatography (EtOAc/methanol 50/1 to 3/1)

Vorschrift

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%).

Quelle