Реакция #440106

ord-fc3a74b8e4e24755ac82eb416493f431

Уравнение реакции

Cl.NO
hydroxylamine hydrochloride
CC(=O)[O-].[Na+]
sodium acetate
O=S(=O)(c1cc2cc(Cl)ccc2[nH]1)N1CCN(C(=S)c2ncc(-c3ccncc3)cn2)CC1
1-[(5-chloroindol-2-yl)sulfonyl]-4-[[5-(pyridin-4-yl)pyrimidin-2-yl]thiocarbonyl]piperazine
O=S(=O)(c1cc2cc(Cl)ccc2[nH]1)N1CCN(C(=NO)c2ncc(-c3ccncc3)cn2)CC1
1-[(5-Chloroindol-2-yl)sulfonyl]-4-[(hydroxyimino)[5-(pyridin-4-yl)pyrimidin-2-yl]methyl]piperazine

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Другоеat room temperature
  2. 2
    ФильтрацияThe insoluble matter was filtered off through Celite filtration
  3. 3
    ДругоеThe residue was purified by chromatography on a silica gel column (7% methanol—methylene chloride)
  4. 4
    Другоеwhereby two fractions were obtained
  5. 5
    КонцентрированиеThey were concentrated
  6. 6
    Другоеrespectively, whereby a low-polarity compound (20 mg, colorless powder) and a high-polarity compound (20 mg, colorless powder) were obtained

Методика

In ethanol (50 ml) was suspended 1-[(5-chloroindol-2-yl)sulfonyl]-4-[[5-(pyridin-4-yl)pyrimidin-2-yl]thiocarbonyl]piperazine (243 mg) at room temperature, followed by the successive addition of hydroxylamine hydrochloride (338 mg), sodium acetate (399 mg) and mercury (II) chloride (132 mg). The resulting mixture was stirred at room temperature for 6 hours. The insoluble matter was filtered off through Celite filtration. The residue was purified by chromatography on a silica gel column (7% methanol—methylene chloride), whereby two fractions were obtained. They were concentrated, respectively, whereby a low-polarity compound (20 mg, colorless powder) and a high-polarity compound (20 mg, colorless powder) were obtained. Low-polarity compound:

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US06747023B1uspto-grants-2004_06