Lithium Carbonate → 2-fluoro-4-[(2S,3S)-3-hydroxy-2-methyl-3-(trifluoromethyl)pyrrolidin-1-yl]benzonitrile

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Reaktionsgleichung

[CH3:1][C@H:2]1[C@@:6]([C:8]([F:11])([F:10])[F:9])([OH:7])[CH2:5][CH2:4][NH:3]1.[F:12][C:13]1[CH:20]=[C:19](F)[CH:18]=[CH:17][C:14]=1[C:15]#[N:16].C(=O)([O-])[O-].[Li+].[Li+]>>[F:12][C:13]1[CH:20]=[C:19]([N:3]2[CH2:4][CH2:5][C@@:6]([OH:7])([C:8]([F:9])([F:11])[F:10])[C@@H:2]2[CH3:1])[CH:18]=[CH:17][C:14]=1[C:15]#[N:16]

Komponenten

Edukt 3

HCID 11125Lithium Carbonate

HCID 775452,4-Difluorobenzonitrile

HCID 59273044(2S,3S)-2-methyl-3-(trifluoromethyl)pyrrolidin-3-ol

Produkt 1

HCID 592730162-fluoro-4-[(2S,3S)-3-hydroxy-2-methyl-3-(trifluoromethyl)pyrrolidin-1-yl]benzonitrile

Versuchsvorschrift

By an operation in the same manner as in Example 1 and using (2S,3S)-2-methyl-3-(trifluoromethyl)pyrrolidin-3-ol 0.5 oxalate (200 mg), 2,4-difluorobenzonitrile (258 mg) and lithium carbonate (138 mg), the title compound was obtained as a colorless solid (yield: 120 mg, yield: 45%).

Quellen und Nachweise

ORD-Eintrag: ord-30f783bed6ec4940ab268c53026fc770
Quelldatensatz: uspto-grants-2011_09
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08013008B2

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