Methyl 4-{[4-(2-{[4-(benzyloxy)-1,2-benzisoxazol-3-yl]oxy}ethyl)piperidin-1-yl]methyl}tetrahydro-2H-pyran-4-carboxylate → Methyl 4-[(4-{2-[(4-hydroxy-1,2-benzisoxazol-3-yl)oxy]ethyl}piperidin-1-yl)methyl]tetrahydro-2H-pyran-4-carboxylate

Participants

Reaction Steps

A mixture of methyl 4-{[4-(2-{[4-(benzyloxy)-1,2-benzisoxazol-3-yl]oxy}ethyl)piperidin-1-yl]-methyl}tetrahydro-2H-pyran-4-carboxylate (3.2 g, 6.3 mmol, EXAMPLE 7, step 5) and 10% Pd—C (0.30 g) in tetrahydrofuran (20 mL) and methanol (40 mL) was stirred at room temperature for 10 min under hydrogen atmosphere. The mixture was filtered through a pad of celite and the filtrate was concentrated in vacuo to give an oil. The residual oil was purified by silica gel column chromatography (hexane/ethyl acetate 3:1 to 3:2) to give 2.2 g (83%) of the title compound as a pale yellow solid.

Provenance & Evidence