Реакция #162316

Уравнение реакции

(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

Выход 65.0%

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

Выход 65.0%

Растворители

DMF

Условия реакции

Обработка

1. 1
   Другоеquenched with deionzied water
2. 2
   ЭкстракцияThe aqueous layer was extracted with diethyl ether (2×10 mL)
3. 3
   СушкаThe organic layer was dried (Na2SO4)
4. 4
   Фильтрацияfiltered
5. 5
   Концентрированиеconcentrated in vacuo
6. 6
   ДругоеThe crude product was purified by flash chromatography (SiO2, 10-70% ethyl acetate in hexanes)

Методика

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%).

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