反応 #159007

反応方程式

N-methylmorpholine

5-(4-bromo-naphthalen-1-yl)-2-pyrrolidin-2-yl-1H-imidazole

2-methoxycarbonylamino-3-methyl-butyric acid

HATU

→

(1-{2-[5-(4-bromo-naphthalen-1-yl)-1H-imidazol-2-yl]-pyrrolidine-1-carbonyl}-2-methyl-propyl)-carbamic acid methyl ester

収率 72.0%

溶媒

DMF

反応条件

後処理

1. 1
   その他evaporated under vacuum
2. 2
   workup.DISSOLUTIONThe oil was dissolved in DCM
3. 3
   その他purified by chromatography (0-100% ethyl acetate:hexanes)
4. 4
   その他evaporated under vacuum

実験手順

5-(4-bromo-naphthalen-1-yl)-2-pyrrolidin-2-yl-1H-imidazole (0.925 g), 2-methoxycarbonylamino-3-methyl-butyric acid (0.441 g), and HATU (1.00 g) were dissolved in anhydrous DMF (15 mL), and N-methylmorpholine (0.497 mL) was added. The reaction mixture was stirred at ambient temperature for 30 minutes and evaporated under vacuum. The oil was dissolved in DCM, purified by chromatography (0-100% ethyl acetate:hexanes), and evaporated under vacuum, giving (1-{2-[5-(4-bromo-naphthalen-1-yl)-1H-imidazol-2-yl]-pyrrolidine-1-carbonyl}-2-methyl-propyl)-carbamic acid methyl ester (0.814 g, 72%) as an off-white solid.

出典