Реакция #2028879

ord-cbe117f1f0da4e85b1f0a6af291a035e

Уравнение реакции

NS(=O)(=O)c1ccc(-n2nc(CO)cc2-c2ccccc2)cc1
alcohol
NS(=O)(=O)c1ccc(-n2nc(CO)cc2-c2ccccc2)cc1
4-[3-hydroxymethyl-5-phenyl-1H-pyrazol-1-yl]benzene Sulfonamide
CCN(CC)S(F)(F)F
diethylaminosulfur trifluoride
NS(=O)(=O)c1ccc(-n2nc(CF)cc2-c2ccccc2)cc1
4-[3-fluoromethyl-5-phenyl-1H-pyrazol-1-yl]benzenesulfonamide

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Другоеpartitioned between water and dichloromethane
  2. 2
    ПромывкаThe organic solution was washed with brine
  3. 3
    Концентрированиеconcentrated
  4. 4
    ДругоеThe residue was chromatographed on silica (72 mg, 34%)

Методика

To a mixture of the alcohol from Step 3 (212 mg, 0.64 mmol) in dichloromethane (4 mL) was added diethylaminosulfur trifluoride (0.13 mL, 1.0 mmol). The reaction mixture was stirred at room temperature for 3 hours and partitioned between water and dichloromethane. The organic solution was washed with brine and concentrated. The residue was chromatographed on silica (72 mg, 34%): mp 162°-163° C.; Anal. calc'd for C16H14N3O2SF: C, 58.00; H, 4.26; N, 12.68. Found: C, 57.95; H, 4.03; N, 12.58.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: USRE044048E1uspto-grants-2013_03