反应详情

温度

120 °C

A mixture of trans-2-{[3-(piperidin-4-ylmethoxy)-1,2-benzisoxazol-4-yl]oxy}cyclopentanol (77 mg, 0.23 mmol, EXAMPLE 33, Step 2), methyl 1-(iodomethyl)cyclopentanecarboxylate (75 mg, 0.28 mmol, EXAMPLE 33, Step 1), and N,N-diisopropylethylamine (0.12 mL, 0.70 mmol) in N-methylpyrrolidone (3.0 mL) was heated at 120° C. for 14 h. The mixture was cooled to room temperature and the mixture was diluted with ethyl acetate and water. The mixture was extracted with ethyl acetate (30 mL×2) and washed with brine. The extracts were combined and dried over sodium sulfate and concentrated in vacuo to give a brown solid. The residual solid was purified by silica gel column chromatography (hexane/ethyl acetate 3:2) to give 12 mg (11%) of the title compound as a colorless viscous oil.

1. temperatureThe mixture was cooled to room temperature
2. extractionThe mixture was extracted with ethyl acetate (30 mL×2)
3. washwashed with brine
4. dry with materialdried over sodium sulfate
5. concentrationconcentrated in vacuo
6. customto give a brown solid
7. customThe residual solid was purified by silica gel column chromatography (hexane/ethyl acetate 3:2)