Sodium Carbonate → N-Cyclopropyl-N-(3'-fluoro-5'-methyl-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-4-yl)-4-oxazol-5-yl-benzamide

Beteiligte Stoffe

Reaktionsbedingungen

Reaktionsschritte

A mixture of N-(5′-Bromo-3′-fluoro-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-yl)-N-cyclopropyl-4-oxazol-5-yl-benzamide (170 mg), methylboronic acid (126 mg), Na2CO3 solution (2 M; 385 μL), and Pd(PPh)4 (20 mg) in dioxane (3 mL) is stirred at 80° C. overnight under an argon atmosphere. Three more portions of methylboronic acid (42 mg each) as well as PdCl2[1,1′-bis(diphenylphosphino)-ferrocene]*CH2Cl2 complex (14 mg) are added successively over the next day until the conversion is complete. The reaction mixture is filtered through a pad of aluminium oxide and washed with dioxane. The filtrate is concentrated in vacuo and the residue is purified by preparative HPLC. LC (method 1): tR=1.15 min; Mass spectrum (ESI+): m/z=421 [M+H]+.

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