Реакция #84236

Уравнение реакции

N-(5-chloro-4-fluoro-2-iodo-phenyl)-methanesulfonamide

triethylamine

1-Ethylsulfanyl-2-methyl-but-3-yn-2-ol

→

title compound

2-(6-Chloro-5-fluoro-1-methanesulfonyl-1H-indol-2-yl)-1-ethylsulfanyl-propan-2-ol

Растворители

Tetrahydrofuran

tetrahydrofuran

Условия реакции

Обработка

1. 1
   ДругоеThe flask was fitted with a septum
2. 2
   Температураthe reaction maintained
3. 3
   workup.STIRRINGwith stirring at 50-60° C. for four hours
4. 4
   ДругоеThe solution was evaporated
5. 5
   Другоеthe residue purified by column chromatography

Методика

To a 50 mL round-bottom flask were added N-(5-chloro-4-fluoro-2-iodo-phenyl)-methanesulfonamide (0.30 g, 1.0 mmol), bis(triphenylphosphine) palladium(II) chloride (35 mg, 0.05 mmol) and copper (I) iodide (19 mg, 0.1 mmol). The flask was fitted with a septum and stirred under argon. Tetrahydrofuran (5 mL) and triethylamine (0.28 mL, 2.0 mmol) were then added via syringe. 1-Ethylsulfanyl-2-methyl-but-3-yn-2-ol (0.14 g, 1.0 mmol) in tetrahydrofuran (1 mL) was added via syringe and the reaction maintained with stirring at 50-60° C. for four hours. The solution was evaporated and the residue purified by column chromatography using dichloromethane as solvent to yield the title compound as a brown oil.

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