3-(Trifluoromethyl)benzaldehyde → HCID 89445371, Verbindung

HRID 632728Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 632728
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([NH2:20])=[N:10][CH:11]=[N:12][C:13]=2[N:14]2[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)=[CH:4][CH:3]=1.[F:21][C:22]([F:32])([F:31])[C:23]1[CH:24]=[C:25]([CH:28]=[CH:29][CH:30]=1)[CH:26]=O.C[Si]([C:37]#[N:38])(C)C>C(#N)C>[NH2:20][C:9]1[N:10]=[CH:11][N:12]=[C:13]([N:14]2[CH2:19][CH2:18][N:17]([CH:26]([C:25]3[CH:28]=[CH:29][CH:30]=[C:23]([C:22]([F:32])([F:31])[F:21])[CH:24]=3)[C:37]#[N:38])[CH2:16][CH2:15]2)[C:8]=1[C:5]1[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=1

Komponenten

5

Edukt 3

HCID 679903-(Trifluoromethyl)benzaldehydeHCID 82115Trimethylsilyl cyanideHCID 89442443HCID 89442443, Verbindung

Produkt 1

HCID 89445371HCID 89445371, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

In a round bottom flask equipped with a stir bar was dissolved 5-(4-Fluoro-phenyl)-6-piperazin-1-yl-pyrimidin-4-ylamine (1 eq) and 3-trifluoromethyl-benzaldehyde (1.05 eq) in acetonitrile. The vial was sealed with a rubber septa, then evacuated and backfilled with argon. To this sealed vessel was added trimethylsilyl cyanide (1.05 eq) and the reaction was allowed to stir at room temperature until complete. The reaction is quenched by addition of an equal amount of ammonium chloride (saturated, aqueous solution), then extracted with ethyl acetate. The organic layers are then dried over sodium sulfate, filtered and concentrated to give the title compound. LC-MS: (M+1=457, obsd.=457).

Aufarbeitung

  1. customIn a round bottom flask equipped with a stir bar
  2. customThe vial was sealed with a rubber septa
  3. customevacuated
  4. customThe reaction is quenched by addition of an equal amount of ammonium chloride (saturated, aqueous solution)
  5. extractionextracted with ethyl acetate
  6. dry with materialThe organic layers are then dried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-39c2c078c0af47019cf0441dbfaf624f
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09321760B2

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