Reacción #48373

ord-f06cba3385d146d3b17067dc2a249813

Ecuación de reacción

Cl
HCl
[N-]=[N+]=Nc1cc(F)cnc1N
3-azido-5-fluoropyridin-2-amine
O=C([O-])[O-]
Carbonate
Nc1cc(F)cnc1N
title compound
Rendimiento 92.8%
Nc1cc(F)cnc1N
5-Fluoropyridine-2,3-diamine
Rendimiento 92.8%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Filtraciónthe mixture was filtered
  2. 2
    Lavadorinsed with more tetrahydrofuran
  3. 3
    Concentraciónconcentrated
  4. 4
    workup.DISSOLUTIONThis residue was dissolved in ethanol (50 mL)
  5. 5
    Otropurged with argon, and 10% palladium on carbon
  6. 6
    workup.ADDITIONwas added (0.15 g)
  7. 7
    workup.ADDITIONHydrogen was introduced (1 atm)
  8. 8
    FiltraciónThe catalyst was filtered
  9. 9
    Otrothe solvent evaporated from the filtrate

Procedimiento

The HCl salt of 3-azido-5-fluoropyridin-2-amine (1.90 g, 10.0 mmol) was dissolved in tetrahydrofuran (100 mL) and treated with MP-Carbonate (Argonaut, 11.5 g). After 1 h, the mixture was filtered, rinsed with more tetrahydrofuran, and concentrated. This residue was dissolved in ethanol (50 mL), purged with argon, and 10% palladium on carbon was added (0.15 g). Hydrogen was introduced (1 atm) and the reaction stirred until complete. The catalyst was filtered and the solvent evaporated from the filtrate to give the title compound (1.18 g). MS 128.0 (M+1)

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07745427B2uspto-grants-2010_06