Lithium Hexamethyldisilazide → N-(3-(2-Methyl-9-(tetrahydro-2H-pyran-2-YL)-9H-purin-6-YL)-5-(4-(methylsulfonyl)benzyl)pyridin-2-YL)-1-(tetrahydro-2H-pyran-2-YL)-1H-indazol-4-amine

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Reaction Steps

A mixture of 6-(2-fluoro-5-(4-(methylsulfonyl)benzyl)pyridin-3-yl)-2-methyl-9-(tetrahydro-2H-pyran-2-yl)-9H-purine (78.5 mg, 0.163 mmol) and 1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-4-amine (45.5 mg, 0.209 mmol) in THF (1.0 mL) was cooled in an ice/salt bath and treated dropwise with LiHMDS (0.627 mL of a 1.0 M solution in THF). The mixture was stirred for 20 min and then quenched with water (0.1 mL). The mixture was stirred for 3 min and then extracted into EtOAc from saturated aqueous NaHCO3. The EtOAc extracts were dried (MgSO4) and concentrated to give a dark yellow solid (128 mg). This was taken on to the next step without further purification.

Provenance & Evidence