反応 #162319

反応方程式

(R)-2-(1-(2,4-dichlorophenyl)ethylamino)-4-(piperazin-1-yl)benzonitrile

(R)-1-(t-butoxycarbonyl)piperidine-2-carboxylic acid

HATU

iPr2NEt

→

desired product

収率 77.0%

2-((R)-1-(2,4-dichlorophenyl)ethylamino)-4-(4-((R)-piperidine-2-carbonyl)piperazin-1-yl)benzonitrile

収率 77.0%

溶媒

NMP

反応条件

後処理

1. 1
   その他quenched with deionzied water
2. 2
   抽出The aqueous layer was extracted with diethyl ether (2×10 mL)
3. 3
   乾燥The organic layer was dried (Na2SO4)
4. 4
   ろ過filtered
5. 5
   濃縮concentrated in vacuo
6. 6
   その他The crude product was purified by flash chromatography (SiO2, 0-25% ethyl acetate in hexanes)

実験手順

To a stirred solution of the (R)-2-(1-(2,4-dichlorophenyl)ethylamino)-4-(piperazin-1-yl)benzonitrile (0.080 g, 0.21 mmol) and (R)-1-(t-butoxycarbonyl)piperidine-2-carboxylic acid (0.049 g, 0.21 mmol) in 1-methyl pyyrolidinone (NMP) (1.0 mL) was added HATU (0.085 g, 0.22 mmol) and iPr2NEt (0.055 g, 0.43 mmol). The reaction mixture was stirred at room temperature for 2 h, and quenched with deionzied water. The aqueous layer was extracted with diethyl ether (2×10 mL). The organic layer was dried (Na2SO4), filtered, and concentrated in vacuo. The crude product was purified by flash chromatography (SiO2, 0-25% ethyl acetate in hexanes) to afford the desired product (0.095 g, 0.16 mmol, 77%).

出典