Hydrochloric Acid → [6-(2-Hydroxy-ethylamino)-3-methyl-5-(3-trifluoromethyl-phenyl)-pyridin-2-yl]-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanone

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Reaction Steps

A solution of 0.14 g (0.25 mmol) of [6-(2-benzyloxy-ethylamino)-3-methyl-5-(3-trifluoromethyl-phenyl)-pyridin-2-yl]-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanone (intermediate 14) in 6.0 ml of MeOH was treated at RT with 0.49 ml (0.49 mmol) of hydrochloric acid (1.0 molar in MeOH), followed by 0.026 g (0.025 mmol) of Pd—C (10%). The reaction mixture was vigorously stirred in an atmosphere of hydrogen for 3 hours. After filtration through dicalite, the solvent was removed by evaporation, then the residue was dissolved in H2O/Na2CO3 and extracted twice with CH2Cl2; the organic phases were washed with water, dried over magnesium sulfate, filtered and evaporated. The residue was purified by flash column chromatography (CH2Cl2/MeOH 1:0 to 95:5) to give 0.091 g (77%) of the title compound as yellow amorphous solid. MS: 477.3 (MH+).

Provenance & Evidence