Sodium Hydroxide → N-[6-(4-Hydroxyphenyl)-1H-indazol-4-yl]cyclohexanecarboxamide

Participants

Reaction Steps

DIPEA (82 mg, 0.635 mmol) and cyclohexanecarbonyl chloride (37 mg, 0.254 mmol) were added to 2-(tetrahydro-2H-pyran-2-yl)-6-[4-(tetrahydro-2H-pyran-2-yloxy)phenyl]-2H-indazol-4-amine (50 mg, 0.127 mmol) in DCM (1 ml) and the reaction was stirred for 1 h. 2 M Sodium hydroxide (aq) (2 ml) was added and the reaction stirred for 1 h. The organic layer was passed through a hydrophobic frit and the aqueous layer was extracted with DCM. The organic layers were combined and the solvent removed under a stream of nitrogen. The residue was dissolved in MeOH (2 ml), 4 M HCl in 1,4-dioxane (2 ml) was added and the reaction was stirred at RT for 1 h. The solvent was removed under a stream of nitrogen. The residue was purified by MDAP using the following method:

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