Cesium carbonate → 6-Chloro-8-cyclopropyl-5-methyl-2-[2-(2-methyl-5-pyrrolidin-1-yl-2H-[1,2,4]triazol-3-yl)-ethyl]-[1,2,4]triazolo[1,5-a]pyridine

Participants

Reaction Conditions

Reaction Steps

A mixture of 8-bromo-6-chloro-5-methyl-2-[2-(2-methyl-5-pyrrolidin-1-yl-2H-[1,2,4]triazol-3-yl)-ethyl]-[1,2,4]triazolo[1,5-a]pyridine (30 mg, 70.6 μmol, Eq: 1), cyclopropyl-boronic acid (9.1 mg, 106 μmol, Eq: 1.5) and cesium carbonate (46.0 mg, 141 μmol, Eq: 2) in dioxane (0.75 mL) and water (0.075 ml) was stirred for 4 min. Dichloro1,1′-bis(diphenylphosphino)ferrocene palladium(II) (11.6 mg, 14.2 μmol, 0.2 Eq) was added, and the mixture was heated at 100° C. for 30 min in a microwave oven. The mixture was separated by preparative HPLC to give the desired product (6.2 mg, 22%) as a white solid. MS: m/z=386.4 (M+H+)

Provenance & Evidence