Реакция #48373

ord-f06cba3385d146d3b17067dc2a249813

Уравнение реакции

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

Реагенты

Нет

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Фильтрацияthe mixture was filtered
  2. 2
    Промывкаrinsed with more tetrahydrofuran
  3. 3
    Концентрированиеconcentrated
  4. 4
    workup.DISSOLUTIONThis residue was dissolved in ethanol (50 mL)
  5. 5
    Другоеpurged 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
    ФильтрацияThe catalyst was filtered
  9. 9
    Другоеthe solvent evaporated from the filtrate

Методика

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)

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07745427B2uspto-grants-2010_06