Reaktion #41423

Reaktionsgleichung

2-Fluoro-5-iodobenzaldehyde

2-hydrazinopyridine

cesium carbonate

NMP

→

5-iodo-1-pyridin-2-yl-1H-indazole

Ausbeute 5.0%

Lösungsmittel

ethylacetate

Water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas sealed
2. 2
   Sonstigethe phases was separated
3. 3
   WaschenThe organic layer was washed three times with brine
4. 4
   Einengenconcentrated
5. 5
   SonstigePurification on silica with ethylacetate:heptane 5:95 to 10:90 over 15 min
6. 6
   Sonstige10 ml/min, followed by evaporation

Vorschrift

2-Fluoro-5-iodobenzaldehyde (527 mg, 2.11 mmol), 2-hydrazinopyridine (237 mg, 2.17 mmol), cesium carbonate (2.06 g, 6.32 mmol) and NMP (10 ml) werer charged in a 10 ml vial which was sealed and stirred (magnetic bar) over night at 100° C. Water and ethylacetate were added and the phases was separated. The organic layer was washed three times with brine and concentrated. Purification on silica with ethylacetate:heptane 5:95 to 10:90 over 15 min, 10 ml/min, followed by evaporation afforded 31 mg (5%) of 5-iodo-1-pyridin-2-yl-1H-indazole.

Quelle