反应详情

To a flame-dried flask containing 1-benzyl-4-(N-methyl-N-(3-methoxycarbonyl-2-pyridyl)amino)piperidine (XXIX, EXAMPLE 34, 750 mg) in dry tetrahydrofuran (22 ml) at 0° under nitrogen is added lithium aluminum hydride (84 mg) in two portions. The mixture is stirred at 0° for 1.5 hrs, quenched carefully with aqueous sodium hydroxide (5%, 5 ml), diluted with water (10 ml) and filtered through a pad of diatomaceous earth. The filtrate is then extracted with methylene chloride (2×30 ml) and the combined organic phases are washed with saline (10 ml), dried over sodium sulfate and concentrated under reduced pressure to give the title compound, NMR (CDCl3, 400 MHz) 8.28, 7.53, 7.31, 7.24, 6.99, 4.90, 4.71, 3.48, 3.16, 2.91, 2.74, 1.99 and 1.74δ.

1. customquenched carefully with aqueous sodium hydroxide (5%, 5 ml)
2. additiondiluted with water (10 ml)
3. filtrationfiltered through a pad of diatomaceous earth
4. extractionThe filtrate is then extracted with methylene chloride (2×30 ml)
5. washthe combined organic phases are washed with saline (10 ml)
6. dry with materialdried over sodium sulfate
7. concentrationconcentrated under reduced pressure