Trifluoroacetic acid → 3-Bromo-1,5-dihydro-4H-pyrrolo[3,2-c]pyridin-4-one

To a suspension of 3-bromo-1-((2-(trimethylsilyl)ethoxy)methyl)-1,5-dihydro-4H-pyrrolo[3,2-c]pyridin-4-one (2.0 g) and triethylsilane (1.27 g) was added trifluoroacetic acid (17.31 mL) at room temperature, and the mixture was stirred under nitrogen atmosphere at room temperature for 1 hr. The reaction mixture was concentrated under reduced pressure, to the residue were added acetonitrile (11 mL) and aqueous ammonia solution (25%, 11 mL), and the mixture was stirred at room temperature for 2 hr. The precipitate was collected by filtration, and washed with acetonitrile and ethyl acetate to give the title compound (1.06 g).

1. concentrationThe reaction mixture was concentrated under reduced pressure, to the residue
2. additionwere added acetonitrile (11 mL) and aqueous ammonia solution (25%, 11 mL)
3. stirringthe mixture was stirred at room temperature for 2 hr
4. filtrationThe precipitate was collected by filtration
5. washwashed with acetonitrile and ethyl acetate

ORD record

ord-40c8cf6c8469448f907809f43b2f1a7e

Source dataset

uspto-grants-2016_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09371320B2