반응 #48373

ord-f06cba3385d146d3b17067dc2a249813

반응 방정식

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

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    여과the mixture was filtered
  2. 2
    세척rinsed with more tetrahydrofuran
  3. 3
    농축concentrated
  4. 4
    workup.DISSOLUTIONThis residue was dissolved in ethanol (50 mL)
  5. 5
    기타purged 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
    여과The catalyst was filtered
  9. 9
    기타the solvent evaporated from the filtrate

실험 절차

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)

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07745427B2uspto-grants-2010_06