反应详情

6-{4-[(1R,2S)-2-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)cyclopropyl]piperidin-1-yl}pyridine-3-carbaldehyde (1.75 g, 4.50 mmol) was placed in a 250 ml flask and dissolved in MeOH (11.26 ml). Sodium borohydride (0.170 g, 4.50 mmol) was added and the mixture stirred at RT for 1 hour. The mixture was concentrated, dissolved in EtOAc (200 ml) and washed with 1:1 brine:saturated sodium bicarbonate (200 ml). The layers were separated, the aqueous phase extracted with EtOAc (2×70 ml), the organic fractions combined, washed with brine, dried over sodium sulfate filtered, and concentrated under reduced pressure to afford the title compound. LC/MS (m/z): 391 (M+H)+.

1. concentrationThe mixture was concentrated
2. dissolutiondissolved in EtOAc (200 ml)
3. washwashed with 1:1 brine
4. customThe layers were separated
5. extractionthe aqueous phase extracted with EtOAc (2×70 ml)
6. washwashed with brine
7. dry with materialdried over sodium sulfate
8. filtrationfiltered
9. concentrationconcentrated under reduced pressure