2-Bromoanisole → HCID 57869973, compound

Participants

Reaction Steps

A solution of 2-((R)-3-aminopyrrolidin-1-yl)-3-methyl-6-(pyridin-4-yl)-3H-pyrimidin-4-one (0.20 g, 0.74 mmol), 2-bromoanisole (0.13 g, 0.74 mmol), tris(dibenzylideneacetone)dipalladium chloroform complex (0.061 g, 0.059 mmol), sodium tertbutoxide (0.10 g, 1.03 mmol) and 2,2′-bis(diphenylphosphino)-1,1′-binaphthalene (0.11 g, 0.18 mmol) in toluene (12 ml) and dioxane (2 ml) was stirred for 19 hours at 90° C. The solvent was evaporated off under reduced pressure and the residue was partitioned between water and ethyl acetate. The organic layer was dried over sodium sulfate and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (eluent; ethyl acetate/methanol=5/1) to afford 2-[(R)-3-(2-methoxyphenylamino)pyrrolidin-1-yl]-3-methyl-6-(pyridin-4-yl)-3H-pyrimidin-4-one (0.083 g, 29%) as colorless crystals.

Provenance & Evidence