2,2,2-Trifluoroethanol → 4-(4-(2,6-dimethyl-4-(pyridin-4-yl)phenoxy)-1H-pyrazolo[3,4-d]pyrimidin-6-ylamino)benzonitrile

HRID 222092Notizen

Reaktionsgleichung

F[C:2](F)(F)C(O)=O.[CH3:8][C:9]1[CH:25]=[C:24]([C:26]2[CH:31]=[CH:30][N:29]=[CH:28][CH:27]=2)[CH:23]=[C:22]([CH3:32])[C:10]=1[O:11][C:12]1[C:13]2N[N:20]=[N:19][C:14]=2[N:15]=[C:16](Cl)[N:17]=1.[NH2:33][C:34]1[CH:41]=[CH:40][C:37]([C:38]#[N:39])=[CH:36][CH:35]=1.FC(F)(F)CO>>[CH3:8][C:9]1[CH:25]=[C:24]([C:26]2[CH:27]=[CH:28][N:29]=[CH:30][CH:31]=2)[CH:23]=[C:22]([CH3:32])[C:10]=1[O:11][C:12]1[N:17]=[C:16]([NH:33][C:34]2[CH:41]=[CH:40][C:37]([C:38]#[N:39])=[CH:36][CH:35]=2)[N:15]=[C:14]2[NH:19][N:20]=[CH:2][C:13]=12

Komponenten

Edukt 4

HCID 64092,2,2-Trifluoroethanol

HCID 6422Trifluoroacetic acid

HCID 133964-Aminobenzonitrile

HCID 178422825HCID 178422825, Verbindung

Produkt 1

HCID 441239894-(4-(2,6-dimethyl-4-(pyridin-4-yl)phenoxy)-1H-pyrazolo[3,4-d]pyrimidin-6-ylamino)benzonitrile

Reaktionsbedingungen

Temperatur: 90 °C

Versuchsvorschrift

Trifluoroacetic acid (8 eq) is added to a suspension of 7-(2,6-dimethyl-4-(pyridin-4-yl)phenoxy)-5-chloro-1H-[1,2,3]triazolo[4,5-d]pyrimidine (1 eq) and 4-aminobenzonitrile (4 eq) in 2,2,2-trifluoroethanol (1 ml/0.1 mmol) in a sealed tube. The resulting mixture is heated at 90° C. for 3 days. The reaction is cooled to room temperature, concentrated to dryness and purified by silica gel chromatography.

Aufarbeitung

temperatureThe reaction is cooled to room temperature
concentrationconcentrated to dryness
custompurified by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag: ord-4eede3d182d043d29f388923fffe4d3d
Quelldatensatz: uspto-grants-2012_06
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08207178B2

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