Potassium Acetate → Ethanesulfonic acid [5-(7-fluoro-1-methyl-2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-pyridin-3-ylmethyl]-amide

Participants

Reaction Steps

In analogy to the procedure described for the preparation of intermediates A-1 [B], the mixture of 6-bromo-7-fluoro-1-methyl-3,4-dihydro-1H-quinolin-2-one and 6-bromo-5-fluoro-1-methyl-3,4-dihydro-1H-quinolin-2-one was reacted with 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(1,3,2-dioxaborolane) in the presence of potassium acetate and PdCl2(DPPF)-CH2Cl2 and the reaction product was subsequently reacted with ethanesulfonic acid (5-bromo-pyridin-3-ylmethyl)-amide (intermediate A-11) in analogy to the procedure described for the preparation of example 45. The crude reaction product has been separated by preparative HPLC to give ethanesulfonic acid [5-(7-fluoro-1-methyl-2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-pyridin-3-ylmethyl]-amide (example 16) as well as the title compound as a white solid. MS: 378.1 (M+H+)+.

Provenance & Evidence