Ethyl bromoacetate → ethyl (5-bromo-6-fluoro-1H-indol-1-yl)acetate

NaH (81 mg, 3.21 mmol) was added to a 0° C. solution of 5-bromo-6-fluoro-1H-indole (0.343 g, 1.60 mmol) in THF (16 mL). The reaction mixture was stirred at 0° C. for 15 min, then ethyl bromoacetate (0.535 mL, 4.81 mmol) was added. The reaction was stirred at rt for 1 h, then partitioned between water and EtOAc. The aqueous layer was extracted with EtOAc and the combined organic layers were washed with brine, dried (Na2SO4), filtered, and concentrated. The crude product was used in the next step without further purification.

1. stirringThe reaction was stirred at rt for 1 h
2. custompartitioned between water and EtOAc
3. extractionThe aqueous layer was extracted with EtOAc
4. washthe combined organic layers were washed with brine
5. dry with materialdried (Na2SO4)
6. filtrationfiltered
7. concentrationconcentrated
8. customThe crude product was used in the next step without further purification

ORD-Eintrag

ord-6cdfe8153d384caf93eb044a18277248

Quelldatensatz

uspto-grants-2013_03

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08394969B2