反应详情

To a suspension of sodium hydride (abt. 60% in mineral oil, 342 mg, 8.6 mmol) in a mixture of tetrahydrofuran (20 mL) and N,N-dimethylformamide (10 mL) was added a solution of 1-{4-[(dibenzylamino)methyl]piperidin-1-yl}-2-methylpropan-2-ol (EXAMPLE 4, Step 4, 3.0 g, 8.2 mmol) in tetrahydrofuran (20 ml) at 0° C. Afer being stirred at the same temperature for 30 min, 0.53 mL (8.6 mmol) of iodomethane was added to the mixture. The mixture was stirred at ambient temperature for 3 days. The mixture was partitioned between ethyl acetate and water. After extraction with ethyl acetate, the combined organic phase was dried over magnesium sulfate, and concentrated. The residue was purified by flash column chromatography on amine gel eluting with hexane/ethyl acetate (100:1) to afford 0.76 g (24%) of the title compound as colorless amorphous.

1. stirringThe mixture was stirred at ambient temperature for 3 days
2. customThe mixture was partitioned between ethyl acetate and water
3. extractionAfter extraction with ethyl acetate
4. dry with materialthe combined organic phase was dried over magnesium sulfate
5. concentrationconcentrated
6. customThe residue was purified by flash column chromatography on amine gel
7. washeluting with hexane/ethyl acetate (100:1)