2,4-Dimethylaniline → (2S,4S)-4-fluoro-1-[[N-[4-[N-(2,4-dimethylphenyl)amino]carbonylbicyclo[2.2.2]oct-1-yl]amino]acetyl]pyrrolidine-2-carbonitrile

HRID 228019

Reaktionsgleichung

Reaktionsgleichung von HRID 228019
[C:1]([C:4]12[CH2:11][CH2:10][C:7]([NH:12][CH2:13][C:14]([N:16]3[CH2:20][C@@H:19]([F:21])[CH2:18][C@H:17]3[C:22]#[N:23])=[O:15])([CH2:8][CH2:9]1)[CH2:6][CH2:5]2)(O)=[O:2].[CH3:24][C:25]1[CH:31]=[C:30]([CH3:32])[CH:29]=[CH:28][C:26]=1[NH2:27]>>[F:21][C@@H:19]1[CH2:20][N:16]([C:14](=[O:15])[CH2:13][NH:12][C:7]23[CH2:10][CH2:11][C:4]([C:1]([NH:27][C:26]4[CH:28]=[CH:29][C:30]([CH3:32])=[CH:31][C:25]=4[CH3:24])=[O:2])([CH2:9][CH2:8]2)[CH2:5][CH2:6]3)[C@H:17]([C:22]#[N:23])[CH2:18]1

Komponenten

3

Edukt 2

HCID 72502,4-DimethylanilineHCID 57634365(2S,4S)-1-[[N-(4-carboxybicyclo[2,2,2]oct-1-yl)amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile

Produkt 1

HCID 57756740(2S,4S)-4-fluoro-1-[[N-[4-[N-(2,4-dimethylphenyl)amino]carbonylbicyclo[2.2.2]oct-1-yl]amino]acetyl]pyrrolidine-2-carbonitrile

Versuchsvorschrift

In a similar manner to Example 63, (2S,4S)-1-[[N-(4-carboxybicyclo[2.2.2]oct-1-yl)amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile (50.0 mg) and 2,4-dimethylaniline (42.3 μL) were used to obtain (2S,4S)-4-fluoro-1-[[N-[4-[N-(2,4-dimethylphenyl)amino]carbonylbicyclo[2.2.2]oct-1-yl]amino]acetyl]pyrrolidine-2-carbonitrile (22.4 mg).

Quellen und Nachweise

ORD-Eintrag
ord-72e3d6f9b1e243338ac6f25522de3b6a
Quelldatensatz
uspto-grants-2009_07
Patentnummer
US07560569B2

Verknüpfte Notizen

Wird geladen…