Methanol → trans-(2S)-1-(4-Benzo[b]furanoxy)-3-(2-methyl-4-(4-methylbenzothiazol-2-yl)piperidin-1-yl)-2-propanol Oxalate

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Reaction Steps

A solution of trans-4-(4-methylbenzothiazol-2-yl)-2-methylpiperidine (0.061 g, 0.248 mmol, prepared in example 24) and (S)-(+)-4-(oxiranylmethoxy)benzo[b]furan (0.047 g, 0.248 mmol) in methanol (3 mL) was heated at reflux for 18 hours and then cooled and evaporated. The residue was purified using silica gel chromatography (dichloromethane/2% methanol/0.2% ammonium hydroxide in dichloromethane gradient elution) to give the free bases of the title compounds as two separate yellow oils. The oxalate salts were prepared to give the title compounds.

Provenance & Evidence