반응 #679622

반응 방정식

1-(2-(2-(2-chloro-5-methylpyrimidin-4-yl)ethyl)phenyl)cyclopropanecarboxamide

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

Xantphos

Cs2CO3

→

title compound

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

용매

dioxane

반응 조건

후처리

1. 1
   기타was bubbled with N2 for 10 minutes
2. 2
   기타The volatiles were removed in vacuo
3. 3
   기타purified by column chromatography (Biotage Isolera, 40 g SiO2 cartridge, 0-100% EtOAc in petroleum benzine 40-60° C.

실험 절차

A mixture of 1-(2-(2-(2-chloro-5-methylpyrimidin-4-yl)ethyl)phenyl)cyclopropanecarboxamide A40 (0.240 g, 0.761 mmol), tert-butyl 4-(5-aminopyridin-2-yl)piperidine-1-carboxylate (0.422 g, 1.52 mmol), Pd(OAc)2 (0.003 g, 0.015 mmol), Xantphos (0.018 g, 0.030 mmol) and Cs2CO3 (0.744 g, 2.28 mmol) in dioxane (8 mL) was bubbled with N2 for 10 minutes and then stirred in the microwave at 120° C. for 20 minutes. The volatiles were removed in vacuo and the residue was adsorbed onto SiO2 and purified by column chromatography (Biotage Isolera, 40 g SiO2 cartridge, 0-100% EtOAc in petroleum benzine 40-60° C. then 0-20% MeOH in EtOAc) to give the title compound A45 as a white solid (0.212 g, 50%). LCMS-D: rt 3.20 min; m/z 557 [M+H]+.

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