Реакция #417928

ord-a04857228ba94c70b4842eaa912328b1

Уравнение реакции

COC(=O)c1ncccc1CS(=O)(=O)Cc1ccccc1C(F)(F)F
3-(2-Trifluoromethyl-phenylmethanesulfonylmethyl)-pyridine-2-carboxylic acid methyl ester
C1CCOC1
tetrahydrofurane
Cl
HCl
O=S1(=O)Cc2cccnc2C(O)=C1c1ccccc1C(F)(F)F
colourless crystals
Выход 37.3%
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
Выход 37.3%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    workup.ADDITIONdiluted with methylenehloride
  2. 2
    Экстракцияextracted
  3. 3
    СушкаThe organic phase was dried with sodiumsulfate
  4. 4
    Концентрированиеconcentrated

Методика

To a solution of 3-(2-Trifluoromethyl-phenylmethanesulfonylmethyl)-pyridine-2-carboxylic acid methyl ester (7.58 g, 19.6 mmol) in tetrahydrofurane (160 ml) potassium tert-butoxide (2.20 g, 19.57 mmol) was added at room temperature and stirring was continued for 3.5 h. 1M HCl was added, diluted with methylenehloride and extracted. The organic phase was dried with sodiumsulfate and concentrated. Chromatography over silica with ethylacetate/cyclohexane gave 2.50 g colourless crystals (7.32 mmol).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08877683B2uspto-grants-2014_11