反応 #679571

反応方程式

1-(2-(2-(2,5-dichloropyrimidin-4-yl)ethyl)phenyl)cyclopropanecarboxamide

Cs2CO3

tert-butyl 4-(5-aminopyridin-2-yl)piperidine-1-carboxylate

Xantphos

→

title compound

tert-Butyl 4-(5-((4-(2-(1-carbamoylcyclopropyl)phenethyl)-5-chloropyrimidin-2-yl)amino)pyridin-2-yl)piperidine-1-carboxylate

溶媒

1,4-dioxane

反応条件

後処理

1. 1
   その他was sonicated for 10 minutes
2. 2
   その他the mixture was irradiated in the microwave at 120° C. for 20 minutes
3. 3
   その他purified by column chromatography (Biotage Isolera, 24 g SiO2 cartridge, 0-100% EtOAc in cyclohexane)

実験手順

A suspension of 1-(2-(2-(2,5-dichloropyrimidin-4-yl)ethyl)phenyl)cyclopropanecarboxamide A14 (0.150 g, 0.446 mmol), Cs2CO3 (0.436 g, 1.34 mmol) and tert-butyl 4-(5-aminopyridin-2-yl)piperidine-1-carboxylate 19 (247 mg, 0.892 mmol) in 1,4-dioxane (3 mL) was sonicated for 10 minutes. Xantphos (10 mg, 18 μmol) and Pd(II) acetate (2.0 mg, 8.9 μmol) were added and the mixture was irradiated in the microwave at 120° C. for 20 minutes. The mixture was adsorbed onto silica gel and purified by column chromatography (Biotage Isolera, 24 g SiO2 cartridge, 0-100% EtOAc in cyclohexane) to give the title compound A19 as a yellow oil (79 mg, 31%). LCMS-C: rt 4.92 min; m/z 577.0 [M+H]+.

出典