Sodium Carbonate → HCID 58255828, compound

Participants

Reaction Conditions

Reaction Steps

6-Bromo-4-nitro-2-(tetrahydro-2H-pyran-2-yl)-2H-indazole (500 mg, 1.53 mmol), Pd(dppf)Cl2 (125 mg, 0.15 mmol), (3-methylphenyl)boronic acid (313 mg, 2.3 mmol), 1,4-dioxane (5 ml), 2 M sodium carbonate (aq) (2.3 ml) and water (5 ml) were combined and heated in a Biotage microwave at 150° C. for 30 mins. The crude reaction was combined with a separate reaction carried out at 1/10th scale. The combined reactions were partitioned between water (100 ml) and ethyl acetate (100 ml), filtered and the separated organic layer was washed several times with water, followed by brine, before being dried over magnesium sulphate and the solvent removed in vacuo. The residue was purified by silica gel chromatography, eluting with 0-25% ethyl acetate in cyclohexane, to give the title compound, 422 mg.

Provenance & Evidence