Dichloromethane → 7-Fluoro-5-methyl-2-(4-methyl-3-oxopiperazin-1-yl)-6-phenyl-1,3-benzoxazole-4-carbonitrile

HRID 17474Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 17474
C(N(C(C)C)CC)(C)C.Cl.[CH3:11][N:12]1[CH2:17][CH2:16][NH:15][CH2:14][C:13]1=[O:18].ClCCl.Cl[C:23]1[O:24][C:25]2[C:26](=[C:28]([C:40]#[N:41])[C:29]([CH3:39])=[C:30]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[C:31]=2[F:32])[N:27]=1>C(Cl)(Cl)Cl>[F:32][C:31]1[C:30]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)=[C:29]([CH3:39])[C:28]([C:40]#[N:41])=[C:26]2[C:25]=1[O:24][C:23]([N:15]1[CH2:16][CH2:17][N:12]([CH3:11])[C:13](=[O:18])[CH2:14]1)=[N:27]2

Komponenten

6

Edukt 4

HCID 6344DichloromethaneHCID 81531DiisopropylethylamineHCID 170607661-Methylpiperazin-2-one--hydrogen chloride (1/1)HCID 510414292-Chloro-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile

Produkt 1

HCID 685845617-Fluoro-5-methyl-2-(4-methyl-3-oxopiperazin-1-yl)-6-phenyl-1,3-benzoxazole-4-carbonitrileAusbeute 99,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

Diisopropylethylamine (232 μl, 1.36 mmol) and 1-methylpiperazin-2-one hydrochloride (103 mg, 0-682 mmol) were added to a dichloromethane (6 ml) solution of 2-chloro-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-cabonitrile (I-130) (163 mg, 0.569 mmol), followed by stirring at room temperature for 30 minutes. Chloroform (50 ml) was added to the reaction liquid, followed by washing with saturated brine (50 ml). After drying over anhydrous sodium sulfate and concentration under reduced pressure, the resulting residue was purified by silica gel column chromatography (eluent, chloroform:methanol=20:1) to obtain the entitled compound (207 mg, 99.9%) as a colorless solid.

Aufarbeitung

  1. washby washing with saturated brine (50 ml)
  2. dry with materialAfter drying over anhydrous sodium sulfate and concentration under reduced pressure
  3. customthe resulting residue was purified by silica gel column chromatography (eluent, chloroform:methanol=20:1)

Quellen und Nachweise

ORD-Eintrag
ord-8aee05eaa86143319375b494e6912907
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07737166B2

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