Methanesulfonyl chloride → HCID 70223394, Verbindung

HRID 1531554Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1531554
[C:1]([O:5][C:6](=[O:45])[N:7]([CH2:23][CH2:24][C:25]1[C:33]2[C:28](=[CH:29][CH:30]=[C:31]([N+:34]([O-:36])=[O:35])[CH:32]=2)[NH:27][C:26]=1[C:37]1[CH:42]=[C:41]([CH3:43])[CH:40]=[C:39]([CH3:44])[CH:38]=1)[CH2:8][CH2:9][CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][C:15]([NH:18]S(C)(=O)=O)=[CH:14][CH:13]=1)([CH3:4])([CH3:3])[CH3:2].[CH3:46][S:47](Cl)(=[O:49])=[O:48]>C(N(CC)CC)C>[C:1]([O:5][C:6](=[O:45])[N:7]([CH2:23][CH2:24][C:25]1[C:33]2[C:28](=[CH:29][CH:30]=[C:31]([N+:34]([O-:36])=[O:35])[CH:32]=2)[NH:27][C:26]=1[C:37]1[CH:38]=[C:39]([CH3:44])[CH:40]=[C:41]([CH3:43])[CH:42]=1)[CH2:8][CH2:9][CH2:10][CH2:11][C:12]1[CH:13]=[CH:14][C:15]([NH2:18])=[C:16]([S:47]([CH3:46])(=[O:49])=[O:48])[C:17]=1[S:47]([CH3:46])(=[O:49])=[O:48])([CH3:2])([CH3:4])[CH3:3]

Komponenten

4

Edukt 2

HCID 31297Methanesulfonyl chlorideHCID 54430957HCID 54430957, Verbindung

Produkt 1

HCID 70223394HCID 70223394, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

To a solution of {2-[2-(3,5-dimethylphenyl)-5-nitro-1H-indol-3-yl]ethyl}-[4-(4-methanesulfonylaminophenyl)butyl]carbamic acid tert-butyl ester (300 mg in 7 mL methylene chloride) at 0° C. was added 0.135 mL triethylamine and 0.066 mL methanesulfonyl chloride and the mixture sired at low temperature. After 30 minutes, the reaction was quenched by the addition of saturated aqueous sodium bicarbonate and partitioned between water and ethyl acetate. The organic portion was washed successively with saturated ammonium chloride, saturated sodium bicarbonate and brine, then dried over sodium sulfate and concentrated in vacuo to give the crude title compound (330 mg).

Aufarbeitung

  1. customthe reaction was quenched by the addition of saturated aqueous sodium bicarbonate
  2. custompartitioned between water and ethyl acetate
  3. washThe organic portion was washed successively with saturated ammonium chloride, saturated sodium bicarbonate and brine
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-0078c30df14342ed8046e3ca6b49f495
Quelldatensatz
uspto-grants-2001_03
Patentnummer
US06197975B1

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