Potassium Carbonate → 1-(6-chloro-1-propyl-1H-indol-3-yl)-2,2,2-trifluoro-ethanone

Temperature

25 °C

A mixture of 1-(6-chloro-1H-indol-3-yl)-2,2,2-trifluoro-ethanone (200 mg, 0.81 mmol) and potassium carbonate (214 mg, 2.02 mmol) in N,N-dimethylformamide (4 mL) was stirred at 25° C. for 30 min. At this time, the reaction was treated with 1-iodopropane (0.12 mL, 1.21 mmol) and heated at 60° C. for 5 h. The reaction mixture was cooled to 25° C. and then concentrated in vacuo. The residue was diluted with ethyl acetate (50 mL) and was washed with a saturated aqueous sodium bicarbonate solution (1×50 mL), water (2×50 mL) and a saturated aqueous sodium chloride solution (1×50 mL). The organic layer was dried over magnesium sulfate, filtered, and concentrated in vacuo to afford 1-(6-chloro-1-propyl-1H-indol-3-yl)-2,2,2-trifluoro-ethanone (277.1 mg) as an orange solid which was used without further purification or characterization.

1. temperatureheated at 60° C. for 5 h
2. temperatureThe reaction mixture was cooled to 25° C.
3. concentrationconcentrated in vacuo
4. additionThe residue was diluted with ethyl acetate (50 mL)
5. washwas washed with a saturated aqueous sodium bicarbonate solution (1×50 mL), water (2×50 mL)
6. dry with materialThe organic layer was dried over magnesium sulfate
7. filtrationfiltered
8. concentrationconcentrated in vacuo

ORD record

ord-c63f149e96e54a13a43b452b9ef69eee

Source dataset

uspto-grants-2005_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06881844B2