反应详情

温度

0 °C

A mixture of the product of Example 30, step A (92 mg, 0.19 mmol) and cobalt(II) chloride (25 mg, 0.19 mmol) in anhydrous methanol (1.5 mL), cooled to 0° C. was treated with sodium borohydride (22 mg, 0.58 mmol). The reaction mixture was stirred at 0° C. for 2 h then quenched with water and filtered through a celite bed. The filtrate was concentrated in vacuo and extracted with dichloromethane. The organic layer was dried over sodium sulfate and concentrated in vacuo. The residue was purified by flash column chromatography (SiO2, 80:18:2 chloroform/methanol/ammonium hydroxide) to give tert-butyl 2-(4-aminomethylphenyl)sulfonyl-5-methyl-5,6,7,8,9,10-hexahydro-7,10-epiminocyclohepta[b]indole-carboxylate (40 mg, 43%) as a light-yellow solid: ESI MS m/z 382 [M+H]+

1. customthen quenched with water
2. filtrationfiltered through a celite bed
3. concentrationThe filtrate was concentrated in vacuo
4. extractionextracted with dichloromethane
5. dry with materialThe organic layer was dried over sodium sulfate
6. concentrationconcentrated in vacuo
7. customThe residue was purified by flash column chromatography (SiO2, 80:18:2 chloroform/methanol/ammonium hydroxide)