Reaktion #679586

Reaktionsgleichung

p-toluenesulfonic acid monohydrate

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

tert-butyl 4-amino-3-methyl-1H-pyrazole-1-carboxylate

tert-butyl 4-amino-5-methyl-1H-pyrazole-1-carboxylate

→

title compound 25

Ausbeute 25.0%

1-(2-(2-(5-Chloro-2-((3-methyl-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)ethyl)phenyl)cyclopropanecarboxamide

Ausbeute 25.0%

Lösungsmittel

1,4-dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigepurified by column chromatography (Biotage Isolera, 24 g SiO2 cartridge, 0-10% MeOH in DCM)

Vorschrift

A mixture of 1-(2-(2-(2,5-dichloropyrimidin-4-yl)ethyl)phenyl)cyclopropanecarboxamide A14 (0.120 g, 0.357 mmol), tert-butyl 4-amino-3-methyl-1H-pyrazole-1-carboxylate or tert-butyl 4-amino-5-methyl-1H-pyrazole-1-carboxylate (isomer not determined) A26 (0.141 g, 0.714 mmol) and p-toluenesulfonic acid monohydrate (0.007 g, 0.04 mmol) in 1,4-dioxane (2.0 mL) was stirred in a microwave reactor at 120° C. for 3 hours. The reaction mixture was adsorbed onto SiO2 and purified by column chromatography (Biotage Isolera, 24 g SiO2 cartridge, 0-10% MeOH in DCM) to give the title compound 25 as a white solid (0.035 g, 25%). LCMS-A: rt 5.62 min; m/z 397 [M+H]+.

Quelle