Реакция #89171

Уравнение реакции

2-(((2S,3R)-3-methylpiperidin-2-yl)methyl)isoindoline-1,3-dione

5-methyl-2-(1-methyl-1H-pyrazol-4-yl)benzoic acid

diisopropylethylamine

HATU

→

title compound

2-(((2S,3R)-3-Methyl-1-(5-methyl-2-(1-methyl-1H-pyrazol-4-yl)benzoyl)piperidin-2-yl)methyl)isoindoline-1,3-dione

Растворители

DCM

DCM

Условия реакции

Обработка

1. 1
   Промывкаwashed with satd
2. 2
   ДругоеThe organic layer was separated
3. 3
   Сушкаdried with MgSO4
4. 4
   Концентрированиеconcentrated in vacuo
5. 5
   ДругоеThe crude product was purified by chromatography on silica gel (EtOAc/hexanes)

Методика

A mixture of 2-(((2S,3R)-3-methylpiperidin-2-yl)methyl)isoindoline-1,3-dione (0.66 g, 2.55 mmol), 5-methyl-2-(1-methyl-1H-pyrazol-4-yl)benzoic acid (0.5 g, 2.318 mmol), diisopropylethylamine (0.7 mL, 6.954 mmol) and HATU (0.881 g, 2.318 mmol) in DCM was stirred at rt for 1 h. The reaction mixture was diluted with DCM and washed with satd. NaHCO3 and brine successively. The organic layer was separated, dried with MgSO4 and concentrated in vacuo. The crude product was purified by chromatography on silica gel (EtOAc/hexanes) to afford the title compound. ESI-MS (m/z): 457 [M+1]+.

Источник