Реакция #1907325

Уравнение реакции

(2′-dicyclohexylphosphanyl-biphenyl-2-yl)-dimethyl-amine

sodium bicarbonate

cesium carbonate

2-[4-(trifluoromethyl)phenyl]pyrrolidine

N-(4-bromo-2,6-dimethyl-phenyl)-2-cyclopentyl-acetamide

N-(4-Bromo-2,6-dimethyl-phenyl)-2-cyclopentyl-acetamide

→

title compound

Выход 27.0%

2-Cyclopentyl-N-{2,6-dimethyl-4-[2-(4-trifluoromethyl-phenyl)-pyrrolidin-1-yl]-phenyl}-acetamide

Выход 27.0%

Растворители

toluene

Условия реакции

Обработка

1. 1
   Экстракцияthe mixture was extracted with ethyl acetate (3×3 mL)
2. 2
   СушкаThe combined organic phases were dried over magnesium sulfate
3. 3
   Концентрированиеconcentrated in vacuo
4. 4
   ДругоеThe crude product was purified by vacuum liquid chromatography

Методика

Bis(dibenzylideneacetone)palladium (3.6 mg) and (2′-dicyclohexylphosphanyl-biphenyl-2-yl)-dimethyl-amine (3.7 mg) were mixed in dry toluene (2 mL) under argon for 5 minutes. To this mixture were added cesium carbonate (41 mg), 2-[4-(trifluoromethyl)phenyl]pyrrolidine (15 mg) and N-(4-bromo-2,6-dimethyl-phenyl)-2-cyclopentyl-acetamide (1p, 20 mg) and the reaction was heated to 110° C. in a sealed 4 mL vial under argon for 48 hours. Aqueous sodium bicarbonate (5 mL) was added and the mixture was extracted with ethyl acetate (3×3 mL). The combined organic phases were dried over magnesium sulfate and concentrated in vacuo. The crude product was purified by vacuum liquid chromatography to furnish 7.6 mg (27% yield) of the title compound as an oil. LC-MS-TOF (m/z) 445 (MH+); tR=3.91, (UV, ELSD) 98%, 99%.

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