Реакция #61717

ord-cfcdd9358193486a949f41d25c918519

Уравнение реакции

C[C@H](C(=O)OC(C)(C)C)N1CC[C@@H](NS(=O)(=O)c2ccc3cc(Cl)ccc3c2)C1=O
Example 1
C[C@H](C(=O)OC(C)(C)C)N1CC[C@@H](NS(=O)(=O)c2ccc3cc(Cl)ccc3c2)C1=O
tert-Butyl(2R)-2-((3R)-3-{[(6-chloro-2-naphthyl)sulfonyl]amino}-2-oxopyrrolidin-1-yl)propanoate
Cl.ClCCN1CCOCC1
chloroethylmorpholine hydrochloride
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CCOC(C)=O
ethyl acetate
CN(C)C=O
DMF
C[C@@H](C(=O)N1CCOCC1)N1CC[C@H](N(CCN2CCOCC2)S(=O)(=O)c2ccc3cc(Cl)ccc3c2)C1=O.O=CO
title compound
C[C@@H](C(=O)N1CCOCC1)N1CC[C@H](N(CCN2CCOCC2)S(=O)(=O)c2ccc3cc(Cl)ccc3c2)C1=O.O=CO
6-Chloro-N-{(3S)-1-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]-2-oxopyrrolidin-3-yl}-N-(2-morpholin-4-ylethyl)naphthalene-2-sulfonamide formate

Растворители

Условия реакции

Температура
40°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ТемператураThe mixture was then heated at 80° C. for 8 h
  2. 2
    Температураcooled
  3. 3
    ЭкстракцияThe organic extract
  4. 4
    Сушкаwas dried (over magnesium sulphate)
  5. 5
    Концентрированиеconcentrated under reduced pressure
  6. 6
    ДругоеThe residue was purified

Методика

Example 1 (0.05 g) was dissolved in DMF (1 ml) and treated with chloroethylmorpholine hydrochloride (0.062 g) and potassium carbonate (0.093 g), and stirred at 40° C. for 2 h. The mixture was then heated at 80° C. for 8 h, cooled and treated with ethyl acetate and water. The organic extract was dried (over magnesium sulphate) and concentrated under reduced pressure. The residue was purified using mass directed preparative h.p.l.c. to give the title compound (0.018 g) as a white solid.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07429587B2uspto-grants-2008_09