Reaktion #87410

Reaktionsgleichung

4-(azetidin-1-yl)-2-chloro-6-((cyclopropylmethoxy)methyl)pyrimidine

3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline

cesium carbonate

2-(dicyclohexyl-phosphino)biphenyl

→

title compound

Ausbeute 78.3%

4-(Azetidin-1-yl)-6-((cyclopropylmethoxy)methyl)-N-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)pyrimidin-2-amine

Ausbeute 78.3%

Lösungsmittel

dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe mixture was filtered through a short silica plug which
2. 2
   Waschenwas washed with 10% MeOH in EtOAc (75 mL)
3. 3
   SonstigeThe solvent was removed in vacuum
4. 4
   Sonstigethe residue was purified by preparative HPLC

Vorschrift

A mixture of 4-(azetidin-1-yl)-2-chloro-6-((cyclopropylmethoxy)methyl)pyrimidine (44 mg, 0.17 mmol), 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline (42 mg, 0.21 mmol), cesium carbonate (113 mg, 0.35 mmol), palladium acetate (5.84 mg, 0.03 mmol) and 2-(dicyclohexyl-phosphino)biphenyl (9 mg, 0.03 mmol) in dioxane (2 mL) was stirred under argon at 120° C. for 90 minutes in microwave reactor. The mixture was filtered through a short silica plug which was washed with 10% MeOH in EtOAc (75 mL). The solvent was removed in vacuum and the residue was purified by preparative HPLC to give the title compound as a solid 56 mg (77%).

Quelle