Réaction #48373

Équation de réaction

HCl

3-azido-5-fluoropyridin-2-amine

Carbonate

→

title compound

Rendement 92.8%

5-Fluoropyridine-2,3-diamine

Rendement 92.8%

Solvants

tetrahydrofuran

Conditions de réaction

Traitement

1. 1
   Filtrationthe mixture was filtered
2. 2
   Lavagerinsed with more tetrahydrofuran
3. 3
   Concentrationconcentrated
4. 4
   workup.DISSOLUTIONThis residue was dissolved in ethanol (50 mL)
5. 5
   Autrepurged 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
   FiltrationThe catalyst was filtered
9. 9
   Autrethe solvent evaporated from the filtrate

Mode opératoire

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)

Source