Diisobutylaluminumhydride → (5-Chloro-6-{4-[6-(4-fluoro-phenyl)-2-(2-methyl-pyrrolidin-1-yl)pyrimidin-4-yl]-piperazin-1-yl}-pyridin-3-yl)-methanol

Participants

Reaction Conditions

Reaction Steps

Dissolve 5-chloro-6-{4-[6-(4-fluoro-phenyl)-2-(2-methyl-pyrrolidin-1-yl)-pyrimidin-4-yl]-piperazin-1-yl}-nicotinic acid ethyl ester (595 mg, 1.13 mmol, prepared in Example 1-B, step 5, above) in DCM and cool to −78° C. using a dry ice/acetone bath. Add diisobutylaluminum hydride (4.53 mL, 1N in hexanes) dropwise and continue stirring for 1 h at −78° C. Add excess Na2SO4.10H2O, stir at −78° C. for 5 min and then remove the cooling bath and allow to come to room temperature. Filter the mixture through celite washing with DCM then concentrate under reduced pressure. The resulting oil is purified using flash chromatography (30-50% EtOAc/hexanes eluent) to afford the title compound as a white foam.

Provenance & Evidence