3-Oxopiperazine-1-sulfonamide → N-[2-[[(2,3-Difluorophenyl)methyl]thio]-6-methoxypyrimidin-4-yl]-3-oxopiperazine-1-sulfonamide

HRID 2388818Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2388818
[O:1]=[C:2]1[NH:7][CH2:6][CH2:5][N:4]([S:8]([NH2:11])(=[O:10])=[O:9])[CH2:3]1.Cl[C:13]1[CH:18]=[C:17]([O:19][CH3:20])[N:16]=[C:15]([S:21][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([F:29])[C:24]=2[F:30])[N:14]=1>CCOC(C)=O>[F:30][C:24]1[C:25]([F:29])=[CH:26][CH:27]=[CH:28][C:23]=1[CH2:22][S:21][C:15]1[N:14]=[C:13]([NH:11][S:8]([N:4]2[CH2:5][CH2:6][NH:7][C:2](=[O:1])[CH2:3]2)(=[O:10])=[O:9])[CH:18]=[C:17]([O:19][CH3:20])[N:16]=1

Komponenten

4

Edukt 2

HCID 431320453-Oxopiperazine-1-sulfonamideHCID 866198774-Chloro-2-([(2,3-difluorophenyl)methyl]thio]-6-methoxypyrimidine2×

Produkt 1

HCID 59558765N-[2-[[(2,3-Difluorophenyl)methyl]thio]-6-methoxypyrimidin-4-yl]-3-oxopiperazine-1-sulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

The title compound was prepared from 3-oxopiperazine-1-sulfonamide (the product of step i) (0.22 g) and 4-chloro-2-[[(2,3-difluorophenyl)methyl]thio]-6-methoxypyrimidine (the product of Example 35, step i) (0.25 g) according to the procedure outlined in Example 1, step iv). The crude material was purified by column chromatography using EtOAc/isohexane (1:1) as eluent to give a white solid. This solid was dissolved in EtOAc and Et2O and extracted with 1N sodium hydroxide. The basic solution was washed with Et2O, acidified with dilute hydrochloric acid and extracted with EtOAc. The organic solution was washed with H2O, dried (MgSO4) and the solvent evaporated in vacuo to give the product as a yellow foam.

Aufarbeitung

  1. customThe crude material was purified by column chromatography
  2. customto give a white solid
  3. extractionEt2O and extracted with 1N sodium hydroxide
  4. washThe basic solution was washed with Et2O
  5. extractionextracted with EtOAc
  6. washThe organic solution was washed with H2O
  7. dry with materialdried (MgSO4)
  8. customthe solvent evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-0616d2cd807e4637b0669abeef6b03cc
Quelldatensatz
uspto-grants-2012_09
Patentnummer
US08269002B2

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