反応 #68795

反応方程式

(S)—N-[1-(4-bromo-phenyl)-ethyl]-acetamide

3-(4-ethoxy-2-fluoro-phenoxy)-azetidine

Cs2CO3

water

→

desired product

(S)—N-(1-{4-[3-(4-Ethoxy-2-fluoro-phenoxy)-azetidin-1-yl]-phenyl}-ethyl)-acetamide

溶媒

toluene

tert-butanol

methanol

反応条件

後処理

1. 1
   ろ過the mixture is filtered
2. 2
   濃縮concentrated in vacuo
3. 3
   その他The residue is purified by HPLC (GeminiCl8, acetone/water (+0.3% NH4OH))

実験手順

Under an argon atmosphere a mixture of 0.078 g (0.32 mmol) (S)—N-[1-(4-bromo-phenyl)-ethyl]-acetamide (I.1), 0.080 g (0.32 mmol) 3-(4-ethoxy-2-fluoro-phenoxy)-azetidine (see US20090286812), 0.26 g (0.081 mmol) Cs2CO3, 0.0036 g (0.016 mmol) palladium(II) acetate, 0.0077 g (0.016 mmol) 2-dicyclohexylphosphine-2′,4′,6′-tri-isopropyl-1,1′-biphenyl (X-Phos) in 1.5 mL toluene and 0.5 mL tert-butanol is stirred for 12 h at 120° C. Few water and methanol is added, the mixture is filtered and concentrated in vacuo. The residue is purified by HPLC (GeminiCl8, acetone/water (+0.3% NH4OH)) to yield the desired product.

出典