Potassium Cyanide → 2-(5-(3-Amino-4-fluoro-1-(3-(pyrimidin-5-yl)phenyl)-1H-isoindol-1-yl)-2-methoxy-3-methylphenyl) acetonitrile

HRID 1662266Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1662266
Br[CH2:2][C:3]1[CH:4]=[C:5]([C:12]2([C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([C:29]4[CH:30]=[N:31][CH:32]=[N:33][CH:34]=4)[CH:24]=3)[C:20]3[C:15](=[C:16]([F:21])[CH:17]=[CH:18][CH:19]=3)[C:14]([NH2:22])=[N:13]2)[CH:6]=[C:7]([CH3:11])[C:8]=1[O:9][CH3:10].[C-:35]#[N:36].[K+]>CC#N>[NH2:22][C:14]1[C:15]2[C:20](=[CH:19][CH:18]=[CH:17][C:16]=2[F:21])[C:12]([C:5]2[CH:6]=[C:7]([CH3:11])[C:8]([O:9][CH3:10])=[C:3]([CH2:2][C:35]#[N:36])[CH:4]=2)([C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([C:29]3[CH:30]=[N:31][CH:32]=[N:33][CH:34]=3)[CH:24]=2)[N:13]=1

Komponenten

4

Edukt 2

HCID 9032Potassium CyanideHCID 585794761-(3-(Bromomethyl)-4-methoxy-5-methylphenyl)-4-fluoro-1-(3-(pyrimidin-5-yl)phenyl)-1H-isoindol-3-amine

Produkt 1

HCID 585794892-(5-(3-Amino-4-fluoro-1-(3-(pyrimidin-5-yl)phenyl)-1H-isoindol-1-yl)-2-methoxy-3-methylphenyl) acetonitrileAusbeute 13,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a solution of 1-(3-(bromomethyl)-4-methoxy-5-methylphenyl)-4-fluoro-1-(3-(pyrimidin-5-yl)phenyl)-1H-isoindol-3-amine (185 mg, 0.36 mmol) in MeCN (5 mL) was added potassium cyanide (69.8 mg, 1.07 mmol) and the reaction mixture was stirred at rt over night. The mixture was filtered and the filtrate was concentrated in vacuo and purified by preparative HPLC to give 23 mg (12%) of the title compound.

Aufarbeitung

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated in vacuo
  3. custompurified by preparative HPLC

Quellen und Nachweise

ORD-Eintrag
ord-f308fd3e6e104544a3f7728addb9a94f
Quelldatensatz
uspto-grants-2011_10
Patentnummer
US08030500B2

Notizen zur Reaktion

Wird geladen…