Reaktion #68932

Reaktionsgleichung

Tin(II)chloride dihydrate

5-(4-(4-methoxybenzylamino)-5-nitropyridin-2-ylamino)pyrazine-2-carbonitrile

→

crude title compound

Ausbeute 84.7%

5-(4-(4-Methoxybenzylamino)-5-aminopyridin-2-ylamino)pyrazine-2-carbonitrile

Ausbeute 84.7%

Lösungsmittel

EtOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenbefore being concentrated in vacuo
2. 2
   workup.ADDITIONThe residue was suspended in a mixture of ethyl acetate and saturated sodium bicarbonate solution
3. 3
   Filtrationfiltered
4. 4
   Sonstigeto remove insoluble material
5. 5
   WaschenThe solids were then washed with EtOAc
6. 6
   ExtraktionThe aqueous phase was re-extracted with ethyl acetate
7. 7
   Waschenthe combined organic extracts were washed with brine
8. 8
   Trocknendried (Na2SO4)
9. 9
   Einengenconcentrated

Vorschrift

Tin(II)chloride dihydrate (1.59 g, 7.04 mmol) was added portionwise to 5-(4-(4-methoxybenzylamino)-5-nitropyridin-2-ylamino)pyrazine-2-carbonitrile (531 mg, 1.41 mmol) in absolute EtOH (10 mL) at room temperature. The mixture was heated at 70° C. for 2 hours before being concentrated in vacuo. The residue was suspended in a mixture of ethyl acetate and saturated sodium bicarbonate solution, then filtered to remove insoluble material. The solids were then washed with EtOAc. The aqueous phase was re-extracted with ethyl acetate and the combined organic extracts were washed with brine, dried (Na2SO4) and concentrated to give crude title compound (415 mg) as a brown solid. The product was 50% pure by LCMS analysis and was used without further purification. LCMS (2) Rt=1.73 min; m/z (ESI−) 346 (M−H); (ESI+) 348 (MH+).

Quelle