反应 #2329004

ord-9e490c376a294c6b9abad52ed81ec33c

反应方程式

COc1ccc(C=Nc2ccc(O)cc2O)cn1
4-{[(6-methoxypyridin-3-yl)methylene]amino}benzene-1,3-diol
N#CC1=C(C#N)C(=O)C(Cl)=C(Cl)C1=O
DDQ
COc1ccc(-c2nc3ccc(O)cc3o2)cn1
title compound
COc1ccc(-c2nc3ccc(O)cc3o2)cn1
2-(6-Methoxypyridin-3-yl)-1,3-benzoxazol-6-ol

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

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

实验过程

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).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07670591B2uspto-grants-2010_03