Oxalyl chloride → 4-(2-Methyl-4-{3-[2-(trifluoromethoxy)phenyl]-1,2,4-oxadiazol-5-YL}phenyl)morpholine

HRID 1950876Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1950876
C(Cl)(=O)C(Cl)=O.[CH3:7][C:8]1[CH:9]=[C:10]([CH:14]=[CH:15][C:16]=1[N:17]1[CH2:22][CH2:21][O:20][CH2:19][CH2:18]1)[C:11]([OH:13])=O.O[N:24]=[C:25]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1[O:33][C:34]([F:37])([F:36])[F:35])[NH2:26].CCN(C(C)C)C(C)C>>[CH3:7][C:8]1[CH:9]=[C:10]([C:11]2[O:13][N:26]=[C:25]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[O:33][C:34]([F:35])([F:36])[F:37])[N:24]=2)[CH:14]=[CH:15][C:16]=1[N:17]1[CH2:22][CH2:21][O:20][CH2:19][CH2:18]1

Komponenten

5

Edukt 4

HCID 65578Oxalyl chlorideHCID 81531DiisopropylethylamineHCID 2794708N'-hydroxy-2-(trifluoromethoxy)benzenecarboximidamideHCID 184757233-Methyl-4-(morpholin-4-yl)benzoic acid

Produkt 1

HCID 252552774-(2-Methyl-4-{3-[2-(trifluoromethoxy)phenyl]-1,2,4-oxadiazol-5-YL}phenyl)morpholine

Versuchsvorschrift

Oxalyl chloride (1384; 1.63 mmol; 3 eq.), Intermediate 35 (120 mg; 0.54 mmol; 1 eq.), Intermediate 2 (119 mg; 0.54 mmol, 1 eq.) and DIEA (280 μL; 1.63 mmol; 3 eq.) were reacted according to general procedure 2. Purification by column chromatography (c-hexane/ethyl acetate, 90/10) afforded the title compound as a white solid.

Aufarbeitung

  1. customPurification by column chromatography (c-hexane/ethyl acetate, 90/10)

Quellen und Nachweise

ORD-Eintrag
ord-fe48d292c4b24284a35d8549c11a67db
Quelldatensatz
uspto-grants-2013_03
Patentnummer
US08404676B2

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