Diisobutylaluminum hydride → 2-[4-Cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidin-5-yl]-ethanol

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Reaction Steps

0.60 g (1.78 mmol) of [4-cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidin-5-yl]-acetic acid methyl ester (prepared from 5-chloromethyl-4-cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidine (example 9E]) in analogy to the sequences described in examples 4H] to 4J]) was dissolved in 10 ml of abs. THF and cooled down to 0° C. It was then reacted with 3.18 nml of DIBAL-H-solution (1.2 M in toluene) and the mixture stirred for 2 h at room temperature. Careful quenching with ice/THF/H2O, twofold extraction with AcOEt, washing with diluted HCl solution and brine, drying over sodium sulfate, and evaporation of the solvents left a crude product which was purified by crystallization from dichloromethane/n-heptane to deliver finally 0.53 g of the title compound as light yellow solid.

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