반응 #162316

반응 방정식

(R)—N-(1-(2,4-dichlorophenyl)ethyl)-2-fluoro-5-(piperazin-1-yl)aniline

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

HATU

iPr2NEt

→

desired product

수율 65.0%

(4-(3-((R)-1-(2,4-dichlorophenyl)ethylamino)-4-fluorophenyl)piperazin-1-yl)((R)-piperidin-2-yl)methanone

수율 65.0%

용매

DMF

반응 조건

후처리

1. 1
   기타quenched with deionzied water
2. 2
   추출The aqueous layer was extracted with diethyl ether (2×10 mL)
3. 3
   건조The organic layer was dried (Na2SO4)
4. 4
   여과filtered
5. 5
   농축concentrated in vacuo
6. 6
   기타The crude product was purified by flash chromatography (SiO2, 10-70% ethyl acetate in hexanes)

실험 절차

To a stirred solution of the (R)—N-(1-(2,4-dichlorophenyl)ethyl)-2-fluoro-5-(piperazin-1-yl)aniline (0.085 g, 0.23 mmol) and (R)-1-(t-butoxycarbonyl)piperidine-2-carboxylic acid (0.053 g, 0.23 mmol) in DMF (1.5 mL) was added HATU (0.11 g, 0.28 mmol) and iPr2NEt (0.075 g, 0.58 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, 10-70% ethyl acetate in hexanes) to afford the desired product (0.080 g, 0.14 mmol, 65%).

출처