تفاعل #162316

معادلة التفاعل

(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

المردود 65.0%

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

المردود 65.0%

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   أخرىquenched with deionzied water
2. 2
   استخلاصThe aqueous layer was extracted with diethyl ether (2×10 mL)
3. 3
   تجفيفThe organic layer was dried (Na2SO4)
4. 4
   ترشيحfiltered
5. 5
   تركيزconcentrated in vacuo
6. 6
   أخرىThe crude product was purified by flash chromatography (SiO2, 10-70% ethyl acetate in hexanes)

الإجراء التجريبي

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%).

المصدر