Cesium carbonate → HCID 71090249, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-bromo-1-isopropyl-3-(3-(pyrrolidin-1-yl)phenyl)-1H-pyrrolo[2,3-b]pyridine (D15) (400 mg, 1.041 mmol), 1-methyl-1H-pyrazole-3-sulfonamide (D94) (252 mg, 1.561 mmol), cesium carbonate (678 mg, 2.082 mmol), Pd2(dba)3 (71.5 mg, 0.078 mmol) and 2-(dimethylamino)-2′-(dicyclohexylphosphino)biphenyl (61.4 mg, 0.156 mmol) in 1,4-dioxane (4.5 mL) was heated under an atmosphere of nitrogen in a microwave at 150° C. for 30 minutes. The mixture was then filtered through celite, washing with ethyl acetate, and evaporated to dryness. The residues were purified on silica eluting with cyclohexane and ethyl acetate (0-100%). The appropriate fractions were combined and evaporated to dryness producing an impure material (327 mg). This was purified via MDAP (acidic) twice. The appropriate fractions were combined and evaporated to dryness to give the title compounds (131 mg). LCMS (A): m/z (M+H)+ 465, C24H28N6O2S requires 464 (acidic).

Provenance & Evidence