反应 #417929

ord-f7d23d7d006f4c8e93c81ce4dbf85e80

反应方程式

O
water
O=S1(=O)Cc2cccnc2C(O)=C1c1ccccc1C(F)(F)F
6,6-Dioxo-7-(2-trifluoromethyl-phenyl)-5,6-dihydro-thiopyrano[4,3-b]pyridin-8-ol
c1ccncc1
pyridine
CC(C)(C)C(=O)Cl
pivaloylchloride
CC(C)(C)C(=O)OC1=C(c2ccccc2C(F)(F)F)S(=O)(=O)Cc2cccnc21
colourless crystals
收率 15.7%
CC(C)(C)C(=O)OC1=C(c2ccccc2C(F)(F)F)S(=O)(=O)Cc2cccnc21
2,2-Dimethyl-propionic acid 6,6-dioxo-7-(2-trifluoromethyl-phenyl)-5,6-dihydro-thiopyrano[4,3-b]pyridin-8-yl ester
收率 15.7%

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    workup.ADDITIONwas added
  2. 2
    其他the organic phase separated
  3. 3
    浓缩concentrated

实验过程

To a solution of 6,6-Dioxo-7-(2-trifluoromethyl-phenyl)-5,6-dihydro-thiopyrano[4,3-b]pyridin-8-ol (1.92 g, 5.61 mmol) prepared according to the above Example 1 in methylenehloride (70 ml) was added at 0° C. pyridine (1.77 g, 22.4 mmol), followed by pivaloylchloride (0.744 g, 6.17 mmol). After stirring at room temperature for 16 h methylenehloride and water was added, the organic phase separated and concentrated. Chromatography over silica with ethylacetate/cyclohexane gave 380 mg colourless crystals (0.88 mmol).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08877683B2uspto-grants-2014_11