Diisopropylethylamine → 5-(1-(6-Chloro-5-methylpyrimidin-4-yl)piperidin-4-yl)-3-isopropyl-1,2,4-oxadiazole

HRID 402511

Reaktionsgleichung

Cl.[CH:2]([C:5]1[N:9]=[C:8]([CH:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)[O:7][N:6]=1)([CH3:4])[CH3:3].C(N(C(C)C)CC)(C)C.[Cl:25][C:26]1[C:31]([CH3:32])=[C:30](Cl)[N:29]=[CH:28][N:27]=1>ClCCl>[Cl:25][C:26]1[N:27]=[CH:28][N:29]=[C:30]([N:13]2[CH2:14][CH2:15][CH:10]([C:8]3[O:7][N:6]=[C:5]([CH:2]([CH3:4])[CH3:3])[N:9]=3)[CH2:11][CH2:12]2)[C:31]=1[CH3:32]

Komponenten

Reaktionsbedingungen

Temperatur: 27 °C

Versuchsvorschrift

A solution of 4-(3-isopropyl-1,2,4-oxadiazol-5-yl)piperidine hydrochloride (2.0 gm, 0.008369 moles) and diisopropylethylamine (2.78 gm, 0.0215 moles) in dichloromethane (30 ml) was added to an ice-cooled solution of 4,6-dichloro-5-methylpyrimidine (2.1 gm, 0.001295 moles) in dichloromethane (10 ml) and the reaction was stirred at 27° C. for 2 h. The reaction mixture was diluted with dichloromethane and washed with water and brine, dried over sodium sulfate and evaporated under reduced pressure. The crude was purified by flash column chromatography (silica gel, 15% ethyl acetate in hexane) to afford the title compound as a white solid (43% yield).

Aufarbeitung

washwashed with water and brine
dry with materialdried over sodium sulfate
customevaporated under reduced pressure
customThe crude was purified by flash column chromatography (silica gel, 15% ethyl acetate in hexane)

Quellen und Nachweise

ORD-Eintrag: ord-1835680b8e5e4078a7d45ff6eb06ff2d
Quelldatensatz: uspto-grants-2014_06
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08742117B2

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