反应详情

Dissolve carbamic acid tert-butyl ester (R)-(6-(1-((2-methoxyethyl)methylamino)ethylideneamino)-2(R)-hydroxyindan-1-yl)amide (153.6 mg, 0.407 mmol) in excess TFA at 0° C. and allow to stir for 1 hour. Remove the solvent in vacuo. Dissolve the residue in 10 mL methylene chloride and add triethylamine (411.8 mg, 4.07 mmol) and biphenyl-4-carboxylic acid 2,5-dioxopyrrolidin-1-yl ester (118.3 mg, 0.400 mmol). Allow the reaction mixture to stir for 21 hours. Dilute the reaction mixture with methylene chloride and wash it with saturated aqueous sodium hydrogen carbonate (1×) and brine (1×). Dry the organic layer with magnesium sulfate. Filter and remove the solvent in vacuo to give 162.1 mg of crude product. Purify via Biotage chromatography (30% MeOH/EtOAc) to afford 93.1 mg of the titled product as an oil (50% yield). MS (ES): m/z 458.3(M+H).

1. customRemove the solvent in vacuo
2. dissolutionDissolve the residue in 10 mL methylene chloride
3. stirringto stir for 21 hours
4. washwash it with saturated aqueous sodium hydrogen carbonate (1×) and brine (1×)
5. dry with materialDry the organic layer with magnesium sulfate
6. filtrationFilter
7. customremove the solvent in vacuo
8. customto give 162.1 mg of crude product
9. customPurify via Biotage chromatography (30% MeOH/EtOAc)