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0 °C

To a cold solution (0° C.) of methyl 3-[N-(4-chlorobenzyl)-5-(quinolin-2-ylmethoxy)indol-2-yl]-2,2-diethylpropanoate (from Step D) (177 mg, 0.33 mmol) in CH2Cl2 (3 mL) was added AlCl3 (220 mg, 1.65 mmol) followed by t-butylacetyl chloride (82 μL, 0.66 mmol). The reaction was stirred at 0° C. for 20 minutes and then quenched with 30 mL of 0.5N Na, K tartrate solution, and extracted with 3×30 mL of EtOAc. The organic layers were combined and dried over MgSO4. Filtration and concentration gave an oily residue which was purified by flash chromatography (eluant: EtOAc-hexane 17:83) to give the title compound.

1. customquenched with 30 mL of 0.5N Na, K tartrate solution
2. extractionextracted with 3×30 mL of EtOAc
3. dry with materialdried over MgSO4
4. filtrationFiltration and concentration
5. customgave an oily residue which
6. customwas purified by flash chromatography (eluant: EtOAc-hexane 17:83)