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

HRID 2205976Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2205976
[Br:1][C:2]1[C:6]2[C:7](=[O:11])[NH:8][CH:9]=[CH:10][C:5]=2[N:4](COCC[Si](C)(C)C)[CH:3]=1.C([SiH](CC)CC)C.FC(F)(F)C(O)=O>>[Br:1][C:2]1[C:6]2[C:7](=[O:11])[NH:8][CH:9]=[CH:10][C:5]=2[NH:4][CH:3]=1

Komponenten

4

Versuchsvorschrift

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).

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-40c8cf6c8469448f907809f43b2f1a7e
Quelldatensatz
uspto-grants-2016_06
Patentnummer
US09371320B2

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