Isopropanol → HCID 58255767, 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, 0.153 mmol), 2-{[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]oxy}tetrahydro-2H-pyran (700 mg, 2.3 mmol), saturated sodium hydrogen carbonate (aq) (2 ml) and isopropyl alcohol (8 ml) were added to each of 5 microwave vessels. All 5 reactions were heated at 150° C. for 10 mins in a Biotage Initiator microwave. Reaction mixtures 1, 4, 5 were combined and water (250 ml) and ethyl acetate (250 ml) were added. The separated organic layer was washed with water followed by brine, then dried over sodium sulphate. The solvent was removed in vacuo and the residue was purified using silica gel chromatography, eluting with 10-35% ethyl acetate in cyclohexane. Appropriate fractions were combined and the solvent was removed in vacuo. This process was then repeated on combined reaction mixtures 2 and 3. Finally, the residues were combined to give the title compound, 1.06 g.

Provenance & Evidence