Réaction #2329004

Équation de réaction

4-{[(6-methoxypyridin-3-yl)methylene]amino}benzene-1,3-diol

DDQ

→

title compound

2-(6-Methoxypyridin-3-yl)-1,3-benzoxazol-6-ol

Solvants

CH2Cl2

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONSiO2 was added
2. 2
   Autrethe solvents were removed under reduced pressure
3. 3
   AutreThe crude product was purified by flash column chromatography

Mode opératoire

4-{[(6-methoxypyridin-3-yl)methylene]amino}benzene-1,3-diol was dissolved in CH2Cl2 (30 mL) and DDQ was added. The reaction mixture was stirred over night at r.t., SiO2 was added and the solvents were removed under reduced pressure. The crude product was purified by flash column chromatography to give the title compound (189.1 mg). 1H NMR δ ppm 9.88 (s, 1H) 8.90 (dd, 1H) 8.35 (dd, 1H) 7.56 (d, 1H) 7.09 (d, 1H) 6.85 (dd, 1H) 3.95 (s, 3H); MS m/z 243 (M+H).

Source