4'-Mercaptoacetanilide → HCID 178418994, Verbindung

HRID 7621

Reaktionsgleichung

Reaktionsgleichung von HRID 7621
[CH3:1][S:2]([C:5]1[N:10]=[C:9]([NH:11][C:12]2[NH:13][N:14]=[C:15]([CH3:17])[CH:16]=2)[CH:8]=[C:7]([N:18]2[CH2:23][CH2:22][O:21][CH2:20][CH2:19]2)[N:6]=1)(=O)=O.[C:24]([NH:27][C:28]1[CH:33]=[CH:32]C(S)=[CH:30][CH:29]=1)(=[O:26])[CH3:25]>C(O)(C)(C)C>[C:24]([NH:27][C:28]1[CH:33]=[CH:32][C:1]([S:2][C:5]2[N:10]=[C:9]([NH:11][C:12]3[NH:13][N:14]=[C:15]([CH3:17])[CH:16]=3)[CH:8]=[C:7]([N:18]3[CH2:23][CH2:22][O:21][CH2:20][CH2:19]3)[N:6]=2)=[CH:30][CH:29]=1)(=[O:26])[CH3:25]

Komponenten

4

Edukt 2

HCID 707774'-MercaptoacetanilideHCID 178419103(2-methylsulfonyl-6-(morpholin-4-yl)-pyrimidin-4-yl]-(5-methyl-2H-pyrazol-3-yl)-amine

Produkt 1

HCID 178418994HCID 178418994, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6386tert-ButanolLösungsmittel

Versuchsvorschrift

The above-prepared [2-methylsulfonyl-6-(morpholin-4-yl)-pyrimidin-4-yl]-(5-methyl-2H-pyrazol-3-yl)-amine (178 mg, 0.52 mmol) and 4-acetamidothiophenol (176 mg, 1.05 mmol) are refluxed in tert-butanol (5 mL) over 20 h. The reaction mixture is cooled to room temperature and partitioned between ethyl acetate and aqueous NaHCO3. The organic layer is washed with brine, dried over MgSO4 and concentrated in vacuo. The residue is purified by flash chromatography to give the desired product [2-(4-acetamidophenylsulfanyl)-6-(morpholin-4-yl)-pyrimidin-4-yl]-(5-methyl-2H-pyrazol-3-yl)-amine.

Aufarbeitung

  1. custompartitioned between ethyl acetate and aqueous NaHCO3
  2. washThe organic layer is washed with brine
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated in vacuo
  5. customThe residue is purified by flash chromatography

Quellen und Nachweise

ORD-Eintrag
ord-1367579f6fb74257b840433719849b27
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07087603B2

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