تفاعل #417928

ord-a04857228ba94c70b4842eaa912328b1

معادلة التفاعل

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
المردود 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
المردود 37.3%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.ADDITIONdiluted with methylenehloride
  2. 2
    استخلاصextracted
  3. 3
    تجفيفThe organic phase was dried with sodiumsulfate
  4. 4
    تركيزconcentrated

الإجراء التجريبي

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).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08877683B2uspto-grants-2014_11