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2,2,2-trichloro-1-(4-chloro-6-methoxy-1H-indol-3-yl)ethanone[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
320 mg
With pyridine; In dichloromethane; at 0 - 20℃;
4-Chloro-6-methoxy-1H-indole (250 mg, 1.38 mmol) was dissolved in DCM (5 mL) and pyridine (0.334 mL, 4.13 mmol) was added. The solution was cooled to ~ 0 ^C, and a solution of trichloroacetyl chloride (0.231 mL, 2.07 mmol) in DCM (1 mL) was added over the course of about 30 min. The cooling bath was removed and the reaction mixture was stirred at rt overnight. All the volatiles are removed under reduced pressure. The mixture was then stirred with ethanol-water (1:1, 15 mL) for 10 min, and the product was filtered off and dried. Further purification by silica gel flash chromatography eluting with 0-100% ethyl acetate gradient in hexanes to give 2,2,2-trichloro-1-(4-chloro-6-methoxy-1H-indol-3- yl)ethanone (320 mg).
4-chloro-6-methoxy-1-(2-naphthylmethyl)-N-[(3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)-3-methyltetrahydropyran-3-yl]indole-3-carboxamide[ No CAS ]
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