2-[5-(4-Bromo-phenyl)-1H-imidazol-2-yl]-4-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester → 4-Difluoromethoxy-pyrrolidine-1,2-dicarboxylic acid 2-[2-(4-bromo-phenyl)-2-oxo-ethyl]ester 1-tert-butyl ester

HRID 417649

Reaktionsgleichung

Reaktionsgleichung von HRID 417649
C(OC(N1CC(O[CH:14]([F:16])[F:15])CC1C1NC(C2C=CC(Br)=CC=2)=CN=1)=O)(C)(C)C.C(OC(N1CC(O)CC1C1NC(C2C=CC(Br)=CC=2)=CN=1)=O)(C)(C)C.[C:54]([O:58][C:59]([N:61]1[CH2:65][CH:64]([OH:66])[CH2:63][CH:62]1[C:67]([O:69][CH2:70][C:71]([C:73]1[CH:78]=[CH:77][C:76]([Br:79])=[CH:75][CH:74]=1)=[O:72])=[O:68])=[O:60])([CH3:57])([CH3:56])[CH3:55]>>[C:54]([O:58][C:59]([N:61]1[CH2:65][CH:64]([O:66][CH:14]([F:16])[F:15])[CH2:63][CH:62]1[C:67]([O:69][CH2:70][C:71]([C:73]1[CH:78]=[CH:77][C:76]([Br:79])=[CH:75][CH:74]=1)=[O:72])=[O:68])=[O:60])([CH3:57])([CH3:55])[CH3:56]

Komponenten

4

Edukt 3

HCID 666203882-[5-(4-Bromo-phenyl)-1H-imidazol-2-yl]-4-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 666209004-Hydroxy-pyrrolidine-1,2-dicarboxylic acid 2-[2-(4-bromo-phenyl)-2-oxo-ethyl]ester 1-tert-butyl esterHCID 723381365-(4-Bromo-phenyl)-1H-imidazol-2-yl-4-difluoromethoxy-pyrrolidine-1-carboxylic acid tert-butyl ester

Produkt 1

HCID 666212034-Difluoromethoxy-pyrrolidine-1,2-dicarboxylic acid 2-[2-(4-bromo-phenyl)-2-oxo-ethyl]ester 1-tert-butyl ester

Versuchsvorschrift

2-[5-(4-Bromo-phenyl)-1H-imidazol-2-yl-4-difluoromethoxy-pyrrolidine-1-carboxylic acid tert-butyl ester: Title compound was prepared according to the method employed to prepare 2-[5-(4-Bromo-phenyl)-1H-imidazol-2-yl]-4-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester (Example 1), substituting 4-Difluoromethoxy-pyrrolidine-1,2-dicarboxylic acid 2-[2-(4-bromo-phenyl)-2-oxo-ethyl]ester 1-tert-butyl ester (305 mg) for 4-Hydroxy-pyrrolidine-1,2-dicarboxylic acid 2-[2-(4-bromo-phenyl)-2-oxo-ethyl]ester 1-tert-butyl ester (244 mg, 83%).

Quellen und Nachweise

ORD-Eintrag
ord-7c276dadf63b420ba71bc91ff866dcff
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08088368B2

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