Trifluoroacetic acid → N-[2-[[(2,3-difluorophenyl)methyl]thio]-6-ethoxy-4-pyrimidinyl]-1-piperazinesulfonamide

HRID 1958913Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1958913
CC(OC([N:8]1[CH2:13][CH2:12][N:11]([S:14]([NH:17][C:18]2[CH:23]=[C:22]([O:24][CH2:25][CH3:26])[N:21]=[C:20]([S:27][CH2:28][C:29]3[CH:34]=[CH:33][CH:32]=[C:31]([F:35])[C:30]=3[F:36])[N:19]=2)(=[O:16])=[O:15])[CH2:10][CH2:9]1)=O)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[F:36][C:30]1[C:31]([F:35])=[CH:32][CH:33]=[CH:34][C:29]=1[CH2:28][S:27][C:20]1[N:19]=[C:18]([NH:17][S:14]([N:11]2[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)(=[O:16])=[O:15])[CH:23]=[C:22]([O:24][CH2:25][CH3:26])[N:21]=1

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 536283464-[[[2-[[(2,3-Difluorophenyl)methyl]thio]-6-ethoxy-4-pyrimidinyl]amino]sulfonyl]-1-piperazinecarboxylic acid-1,1-dimethylethyl ester

Produkt 1

HCID 59558798N-[2-[[(2,3-difluorophenyl)methyl]thio]-6-ethoxy-4-pyrimidinyl]-1-piperazinesulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 4-[[[2-[[(2,3-difluorophenyl)methyl]thio]-6-ethoxy-4-pyrimidinyl]amino]sulfonyl]-1-piperazinecarboxylic acid-1,1-dimethylethyl ester (the product from step ii) (0.24 g) in DCM (2 mL) was added trifluoroacetic acid (2 mL) and the reaction mixture was stirred at ambient temperature for 2.5 h. The reaction mixture was evaporated, the residue was azeotroped with DCM (×2) and then purified by reverse phase HPLC eluting with acetonitrile/aq. 0.2% trifluoroacetic acid mixtures to give title compound as a white solid. Yield: 0.18 g

Aufarbeitung

  1. customThe reaction mixture was evaporated
  2. customthe residue was azeotroped with DCM (×2)
  3. custompurified by reverse phase HPLC
  4. washeluting with acetonitrile/aq

Quellen und Nachweise

ORD-Eintrag
ord-95dc3351a83c4461a30e91f4ba708902
Quelldatensatz
uspto-grants-2013_04
Patentnummer
US08410123B2

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