2-(Trifluoromethyl)pyridine-4-boronic acid → 1-[1-(4-Cyano-phenyl)-ethyl]-2-methyl-4-oxo-2'-trifluoromethyl-1,4-dihydro-[3,4']bipyridinyl-5-carboxylic acid

HRID 512488

Reaktionsgleichung

Reaktionsgleichung von HRID 512488
C(C1C=CC(CN2C(C)=C(C3C=CC=C(C(F)(F)F)C=3)C(=O)C(C(O)=O)=C2)=CC=1)#N.[F:31][C:32]([F:43])([F:42])[C:33]1[CH:38]=[C:37](B(O)O)[CH:36]=[CH:35][N:34]=1.BrC1C(=O)C(C(O)=O)=CN(CC2C=CC(C#N)=CC=2)C=1C.Br[C:66]1[C:67](=[O:86])[C:68]([C:83]([OH:85])=[O:84])=[CH:69][N:70]([CH:73]([C:75]2[CH:80]=[CH:79][C:78]([C:81]#[N:82])=[CH:77][CH:76]=2)[CH3:74])[C:71]=1[CH3:72]>>[C:81]([C:78]1[CH:77]=[CH:76][C:75]([CH:73]([N:70]2[CH:69]=[C:68]([C:83]([OH:85])=[O:84])[C:67](=[O:86])[C:66]([C:37]3[CH:36]=[CH:35][N:34]=[C:33]([C:32]([F:43])([F:42])[F:31])[CH:38]=3)=[C:71]2[CH3:72])[CH3:74])=[CH:80][CH:79]=1)#[N:82]

Komponenten

5

Edukt 4

HCID 451588802-(Trifluoromethyl)pyridine-4-boronic acidHCID 867115271-(4-Cyano-benzyl)-6-methyl-4-oxo-5-(3-trifluoromethyl-phenyl)-1,4-dihydro-pyridine-3-carboxylic acidHCID 867115285-Bromo-1-(4-cyano-benzyl)-6-methyl-4-oxo-1,4-dihydro-pyridine-3-carboxylic acidHCID 867115305-Bromo-1-[1-(4-cyano-phenyl)-ethyl]-6-methyl-4-oxo-1,4-dihydro-pyridine-3-carboxylic acid

Produkt 1

HCID 867115311-[1-(4-Cyano-phenyl)-ethyl]-2-methyl-4-oxo-2'-trifluoromethyl-1,4-dihydro-[3,4']bipyridinyl-5-carboxylic acid

Versuchsvorschrift

Preparation 4 is prepared following the procedure described for preparation 1d, substituting 3-(trifluoromethyl)phenylboronic acid with 2-(trifluoromethyl)pyridine-4-boronic acid and substituting preparation 1c with preparation 2b as starting material. ESI mass spectrum: [M+H]+=428; Retention time HPLC: 0.99 min (Z018_S04).

Aufarbeitung

  1. customPreparation 4
  2. customis prepared
  3. custom0.99 min (Z018_S04)

Quellen und Nachweise

ORD-Eintrag
ord-cd409417a5054a9d81a2c873f0f2f97a
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09102624B2

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