反应详情

To a stirring solution of [4-(3-{3-[(2-chloro-3-trifluoromethyl-benzyl)-diphenylethyl-amino]-propoxy}-phenyl)-piperazin-1-yl]-acetic acid methyl ester (99 mg, 0.146 mmol) in a mixture of THF and water (3:1; 12 ml) was added lithium hydroxide monohydrate (8 mg, 0.192 mmol). The resulting mixture was stirred at room temperature for 18 hours and then acidified with 1 M aqueous HCl (0.2 ml). The mixture was concentrated in vacuo, water (5 mL) was added, and the crude material was extracted with EtOAc (3×). The combined organic layers were washed with brine (1×), dried over sodium sulfate, and filtered. The organic layer was concentrated, and the crude amine was treated with 1 M HCl (Et2O). The resulting precipitate was dried under vacuum to afford the title compound as a solid (87 mg, 97%). MS(ES) m/e 666.0 (M+).

1. concentrationThe mixture was concentrated in vacuo, water (5 mL)
2. additionwas added
3. extractionthe crude material was extracted with EtOAc (3×)
4. washThe combined organic layers were washed with brine (1×)
5. dry with materialdried over sodium sulfate
6. filtrationfiltered
7. concentrationThe organic layer was concentrated
8. additionthe crude amine was treated with 1 M HCl (Et2O)
9. customThe resulting precipitate was dried under vacuum