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5-bromo-1-ethyl-1H-indole-2,3-dione synthesis

7synthesis methods
-

Yield:69736-76-1 77%

Reaction Conditions:

with potassium carbonate in N,N-dimethyl-formamide at 60; for 1 h;

Steps:

B1.1

In a 25 ml. round-bottomed flask, 5-bromoindoline-2,3-dione (158 mg, 0.699 mmol) was dissolved in DMF (5 ml_). K2C03 (145 mg, 1.049 mmol) and ethyl iodide (0.062 ml_, 0.769 mmol) were added. The resulting mixture was heated up and stirred at 60°C for 1 hr. The reaction was quenched with water, diluted with EtOAc and saturated aqueous NaHC03 solution and both phases were separated. The aqueous layer was extracted with EtOAc. The combined organic layers were washed with brine, dried over MgS04, filtered and concentrated under reduced pressure to afford the title product (196 mg, 0.540 mmol, 77% yield) as a brown solid. Rt = 0.92 min (UPLC-MS); ESI- MS = 253.9 / 255.9 [M+1]+ (UPLC-MS).

References:

WO2019/102256,2019,A1 Location in patent:Page/Page column 64

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