Dichloromethane → HCID 68585192, Verbindung

HRID 17476

Reaktionsgleichung

C(N(C(C)C)CC)(C)C.[CH3:10][NH:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=1.ClCCl.Cl[C:22]1[O:23][C:24]2[C:25](=[C:27]([C:39]#[N:40])[C:28]([CH3:38])=[C:29]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)[C:30]=2[F:31])[N:26]=1>C(OCC)(=O)C>[F:31][C:30]1[C:29]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)=[C:28]([CH3:38])[C:27]([C:39]#[N:40])=[C:25]2[C:24]=1[O:23][C:22]([N:11]([CH3:10])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=1)=[N:26]2

Komponenten

Reaktionsbedingungen

Temperatur: 50 °C

Versuchsvorschrift

Diisopropylethylamine (169 μl, 0.944 mmol) and 2-(methylamino)pyridine (102 μl, 0.994 mmol) were added to a dichloromethane (10 ml) solution of 2-chloro-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-cabonitrile (I-130) (190 mg, 0.663 mmol), followed by heating under reflux in an oil bath at 50° C. for 3 hours. The reaction liquid was cooled to room, temperature, ethyl acetate (70 ml) was added, followed by washing with water (50 ml) and 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, hexane:ethyl acetate=4:1) to obtain the entitled compound (137 mg, 57.5%) as a colorless solid.

Aufarbeitung

temperatureby heating
customThe reaction liquid
additionwas added
washby washing with water (50 ml) and saturated brine (50 ml)
dry with materialAfter drying over anhydrous sodium sulfate and concentration under reduced pressure
customthe resulting residue was purified by silica gel column chromatography (eluent, hexane:ethyl acetate=4:1)

Quellen und Nachweise

ORD-Eintrag: ord-f1b148179b7e4b379a627f9581f4c5fc
Quelldatensatz: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07737166B2

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