Ammonium Chloride → 4-bromo-6,7-difluoro-1H-indole

Temperature

-40 °C

A solution (20 mL) of 5-Bromo-1,2-difluoro-3-nitrobenzene (1.19 g, 5.00 mmol) in THF was cooled to −50° C. To this, a 1 M vinylmagnesium bromide/THF solution (15 mL) was added dropwise. After the mixture was stirred at −40° C. for 4 hours, a saturated aqueous ammonium chloride solution was added thereto, and concentrated under reduced pressure. The reaction solution was diluted with ethyl acetate, and after washed with saturated brine, the resultant was dried over anhydrous magnesium sulfate. The resultant was concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (hexane) to thus obtain the title compound.

1. concentrationconcentrated under reduced pressure
2. additionThe reaction solution was diluted with ethyl acetate
3. washafter washed with saturated brine
4. dry with materialthe resultant was dried over anhydrous magnesium sulfate
5. concentrationThe resultant was concentrated under reduced pressure
6. customThe resulting residue was purified by silica gel chromatography (hexane)

ORD record

ord-10a4fb9beb48464aae2122878b586aee

Source dataset

uspto-grants-2016_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09290487B2