反応 #170074

反応方程式

N-(2-(2-amino-3-benzyl-2,3-dihydro-1H-inden-5-yloxy)ethyl)-1-methyl-1H-imidazole-4-sulfonamide

1-bromo-3-chloro-2-methylpropane

potassium carbonate

acetonitrile

→

N-(2-(3-benzyl-2-(3-methylazetidin-1-yl)-2,3-dihydro-1H-inden-5-yloxy)ethyl)-1-methyl-1H-imidazole-4-sulfonamide

溶媒

dichloromethane

反応条件

後処理

1. 1
   抽出extracted with water and brine
2. 2
   乾燥dried over sodium bicarbonate
3. 3
   ろ過filtered
4. 4
   その他evaporated
5. 5
   その他to obtain the crude product as a brown oil, that
6. 6
   その他was purified by flash silica gel chromatography on 4 g SiO2-cartridge

実験手順

To N-(2-(2-amino-3-benzyl-2,3-dihydro-1H-inden-5-yloxy)ethyl)-1-methyl-1H-imidazole-4-sulfonamide (43 mg, 0.101 mmol; see example 193), 1-bromo-3-chloro-2-methylpropane (0.093 mL, 0.807 mmol) and potassium carbonate(111 mg, 0.807 mmol) in water (1 mL)+1 drop acetonitrile were added. Microwave at 120° C. for 40 min. Evaporated acetonitrile, re-dissolved in dichloromethane and extracted with water and brine, dried over sodium bicarbonate, filtered and evaporated to obtain the crude product as a brown oil, that was purified by flash silica gel chromatography on 4 g SiO2-cartridge using 10% methanol in dichloromethane to afford N-(2-(3-benzyl-2-(3-methylazetidin-1-yl)-2,3-dihydro-1H-inden-5-yloxy)ethyl)-1-methyl-1H-imidazole-4-sulfonamide as a yellow oil. m=4.9 mg (10%)

出典