1H-Indazole → 5-bromo-6-chloro-2-(1H-indazol-1-yl)pyrimidine-4-amine

HRID 63603

Reaktionsgleichung

Reaktionsgleichung von HRID 63603
[Br:1][C:2]1[C:3]([NH2:12])=[N:4][C:5](S(C)=O)=[N:6][C:7]=1[Cl:8].[NH:13]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:15]=[N:14]1.C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C=O)C>[Br:1][C:2]1[C:3]([NH2:12])=[N:4][C:5]([N:13]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]=[N:14]2)=[N:6][C:7]=1[Cl:8]

Komponenten

5

Edukt 3

HCID 92211H-IndazoleHCID 10796Cesium carbonateHCID 866770165-Bromo-6-chloro-2-methanesulfinylpyrimidin-4-amine2×

Produkt 1

HCID 903037965-bromo-6-chloro-2-(1H-indazol-1-yl)pyrimidine-4-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a vigorously stirring suspension of 2 g (7.4 mmol) of 5-bromo-6-chloro-2-(methylsulfinyl)pyrimidine-4-amine (intermediate 3) in 40 ml of DMF, 0.87 g (7.4 mmol) indazole and 1.4 g (4.4 mmol) of cesium carbonate were added. The reaction mixture was stirred at room temperature for 20 minutes. The solution was poured onto 200 ml of ice-water. The resulting precipitate was filtered, washed with cold water and dried. The desired product is obtained as a white solid 1.31 g (54.6%)

Aufarbeitung

  1. additionwere added
  2. stirringThe reaction mixture was stirred at room temperature for 20 minutes
  3. filtrationThe resulting precipitate was filtered
  4. washwashed with cold water
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-23f4826a7a51422ba90abdbedf459d76
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09447095B2

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