Reaktion #156387

Reaktionsgleichung

(rac)-1-[6-Fluoro-2-(2-trimethylsilanyl-ethoxymethyl)-2H-indazol-5-yl]-1-[6-(1-methyl-1H-pyrazol-4-yl)-imidazo[1,2-b]pyridazin-3-yl]-ethanol

(rac)-1-[6-Fluoro-1-(2-trimethylsilanyl-ethoxymethyl)-1H-indazol-5-yl]-1-[6-(1-methyl-1H-pyrazol-4-yl)-imidazo[1,2-b]pyridazin-3-yl]-ethanol

iodine

H3PO2

→

title compound

(rac)-3-[1-(6-Fluoro-1H-indazol-5-yl)-ethyl]-6-(1-methyl-1H-pyrazol-4-yl)-imidazo[1,2-b]pyridazine

Lösungsmittel

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwere introduced in a microwave tube
2. 2
   SonstigeThe solvent was removed
3. 3
   Waschenwashed with EtOAc three times
4. 4
   Extraktionextracted twice with EtOAc
5. 5
   Waschenwashed with brine
6. 6
   Trocknendried over Na2SO4
7. 7
   Sonstigethe solvent was removed

Vorschrift

A mixture of (rac)-1-[6-Fluoro-2-(2-trimethylsilanyl-ethoxymethyl)-2H-indazol-5-yl]-1-[6-(1-methyl-1H-pyrazol-4-yl)-imidazo[1,2-b]pyridazin-3-yl]-ethanol and (rac)-1-[6-Fluoro-1-(2-trimethylsilanyl-ethoxymethyl)-1H-indazol-5-yl]-1-[6-(1-methyl-1H-pyrazol-4-yl)-imidazo[1,2-b]pyridazin-3-yl]-ethanol (Stage 164.1, 563 mg, 1.109 mmol), iodine (844 mg, 3.33 mmol), H3PO2 (1.815 mL of a 50% aqueous solution, 16.64 mmol) and acetic acid (9.5 mL) were introduced in a microwave tube and the mixture was subjected to MW-irradiation at 150° C. for 5 min. The solvent was removed and the residue was taken up with 1 N HCl and washed with EtOAc three times. The aqueous layer was basified with NaOH pellets and extracted twice with EtOAc. The organics were joined and washed with brine, dried over Na2SO4 and the solvent was removed. The title compound was obtained as a racemic mixture (tR 1.0 min (conditions 2), MH+=362).

Quelle