1,2-Dimethoxyethane → HCID 59379878, compound

Participants

Reaction Conditions

Reaction Steps

trans-Dichlorobis(triphenylphosphine)palladium (II) (0.039 g, 0.06 mmol) was added to a mixture of 2-chloro-4-[(3S)-3-methylmorpholin-4-yl]-6-(pyridin-4-ylsulfonylmethyl)pyrimidine (0.411 g, 1.11 mmol), 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (0.366 g, 1.67 mmol) and sodium carbonate (0.233 mL, 5.56 mmol) in 18% DMF in a mixture of 7:3:2 DME:water:ethanol (100 mL) at RT under nitrogen. The resulting solution was stirred at 90° C. for 5 hours. The reaction was cooled and diluted with ethyl acetate and water. The reaction mixture was extracted with ethyl acetate and the combined organics dried (MgSO4), filtered and evaporated. The crude product was chromatographed on silica, eluting with 0-5% methanol in DCM, to give the desired material as a white solid (0.453 g).

Provenance & Evidence