Water → 5-bromo-6-chloro-2-(1H-indazol-1-yl)-N-(prop-2-ynyl)pyrimidine-4-amine

HRID 63608

Reaktionsgleichung

Reaktionsgleichung von HRID 63608
[Br:1][C:2]1[C:3]([NH:12][CH2:13][C:14]#[CH:15])=[N:4][C:5](S(C)=O)=[N:6][C:7]=1[Cl:8].[NH:16]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:18]=[N:17]1.C(=O)([O-])[O-].[Cs+].[Cs+].O>CS(C)=O>[Br:1][C:2]1[C:3]([NH:12][CH2:13][C:14]#[CH:15])=[N:4][C:5]([N:16]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH:18]=[N:17]2)=[N:6][C:7]=1[Cl:8]

Komponenten

6

Edukt 4

HCID 962WaterHCID 92211H-IndazoleHCID 10796Cesium carbonateHCID 903037735-bromo-6-chloro-2-(methylsulfinyl)-N-(prop-2-ynyl)pyrimidine-4-amine2×

Produkt 1

HCID 903037695-bromo-6-chloro-2-(1H-indazol-1-yl)-N-(prop-2-ynyl)pyrimidine-4-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Versuchsvorschrift

To a suspension of 0.5 g (1.62 mmol) of 5-bromo-6-chloro-2-(methylsulfinyl)-N-(prop-2-ynyl)pyrimidine-4-amine (intermediate 31) in 2 ml of DMSO, 0.19 g (1.62 mmol) indazole and 0.32 g of cesium carbonate were added. The slightly yellow solution was stirred at room temperature for 20 minutes. The reaction mixture was poured onto 10 ml of cold water. The resulting precipitate was filtered, washed with cold water and dried. The desired product was obtained as a white solid 0.31 g (52.8%).

Aufarbeitung

  1. additionwere added
  2. filtrationThe resulting precipitate was filtered
  3. washwashed with cold water
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-72ce7ae0ea644282b459e72d34d41508
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09447095B2

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