Sodium Carbonate → 1-Isopropylsulfonyl-2-amino-6-(3-(methyl)-1-(phenyl)-pyrazol-5-yl)-benzimidazole

Participants

Reaction Conditions

Reaction Steps

To a solution of 5-(bromo)-3-(methyl)-1-(phenyl)-pyrazole (264 mg, 1.11 mmol) in 6 mL DME add 1-isopropylsulfonyl-2-amino-benzimidazole-6-boronic acid (694 mg, 2.45 mmol). Add sodium carbonate (354 mg, 3.34 mmol) dissolved in 0.5 mL of water and trans-dichlorobis(triphenylphosphine) palladium (II) (234 mg, 0.33 mmol). Heat the mixture to 100° C. with stirring under nitrogen. After 2 hours, cool and filter over a pad of Celite® and sodium sulfate. Purify the crude product by radial chromatography eluting with 4% methanol in CH2Cl2 to yield 201 mg (46%) of the title compound. MS(ES+): m/z=396.0 (M+H)+

Provenance & Evidence