Reaktion #166652

Reaktionsgleichung

2-(chloromethyl)-4-methylthiazole hydrochloride

3-iodo-4-nitro-1H-indazole

potassium carbonate

→

2-((3-iodo-4-nitro-1H-indazol-1-yl)methyl)-4-methylthiazole

Ausbeute 60.0%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenconcentrated under reduced pressure
2. 2
   workup.ADDITIONdiluted with DCM and brine
3. 3
   SonstigeThe organic phase was dried
4. 4
   workup.ADDITION(phase separator silicone treated filter paper)
5. 5
   Sonstigepurified by silica gel chromatography (10-50% ether in DCM)

Vorschrift

To a solution of 3-iodo-4-nitro-1H-indazole (0.500 g, 1.73 mmol) in DMF (8 mL) was added potassium carbonate (0.478 g, 3.46 mmol) at ambient temperature. After 15 minutes, 2-(chloromethyl)-4-methylthiazole hydrochloride was added. The mixture was allowed to stir at ambient temperature for 18 hours, concentrated under reduced pressure and diluted with DCM and brine. The organic phase was dried (phase separator silicone treated filter paper), and purified by silica gel chromatography (10-50% ether in DCM) to provide 2-((3-iodo-4-nitro-1H-indazol-1-yl)methyl)-4-methylthiazole (0.414 g, 60% yield) as a yellow solid.

Quelle