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0 °C

To a solution of N-[(R)-2-[(1-isopropylpiperidin-4-yl-methyl) amino]-1-phenyl-2-oxoethyl]carbamic acid tert-butyl ester (1.0 g, 2.6 mmol) in 15 mL of THF was added 65 wt % sodium bis(2-methoxyethoxy)aluminum hydride in toluene (2.4 mL, 7.7 mmol). The reaction mixture was heated at reflux for 3 h after which time the mixture was cooled to 0° C. and the reaction was quenched by the slow addition of a saturated solution of Rochelle's salt. The product was extracted into EtOAc; and the combined extracts were dried over sodium sulfate, filtered, and concentrated to afford, after purification (SiO2: 0 to 30% isopropylamine in 1:1 hexane:EtOAc), 0.9 g (94%) of the title compound.

1. temperatureThe reaction mixture was heated
2. temperatureat reflux for 3 h after which time the mixture
3. customthe reaction was quenched by the slow addition of a saturated solution of Rochelle's salt
4. extractionThe product was extracted into EtOAc
5. dry with materialand the combined extracts were dried over sodium sulfate
6. filtrationfiltered
7. concentrationconcentrated
8. customto afford
9. customafter purification (SiO2: 0 to 30% isopropylamine in 1:1 hexane:EtOAc), 0.9 g (94%) of the title compound