Hydrochloric Acid → N-[2-Amino-6-(4-pyridinyl)-4-pyrimidinyl]-N-[3-fluoro-4-(1H-indazol-4-yloxy)phenyl]amine

HRID 16442Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 16442
[F:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[O:9][C:10]1[CH:18]=[CH:17][CH:16]=[C:15]2[C:11]=1[CH:12]=[N:13][NH:14]2)[NH2:5].Cl[C:20]1[CH:25]=[C:24]([C:26]2[CH:31]=[CH:30][N:29]=[CH:28][CH:27]=2)[N:23]=[C:22]([NH2:32])[N:21]=1.Cl.[OH-].[Na+]>O>[NH2:32][C:22]1[N:21]=[C:20]([NH:5][C:4]2[CH:6]=[CH:7][C:8]([O:9][C:10]3[CH:18]=[CH:17][CH:16]=[C:15]4[C:11]=3[CH:12]=[N:13][NH:14]4)=[C:2]([F:1])[CH:3]=2)[CH:25]=[C:24]([C:26]2[CH:31]=[CH:30][N:29]=[CH:28][CH:27]=2)[N:23]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 179793393-Fluoro-4-(1H-indazol-4-yloxy)anilineHCID 223242864-Chloro-6-(pyridin-4-yl)pyrimidin-2-amine

Produkt 1

HCID 17979321N-[2-Amino-6-(4-pyridinyl)-4-pyrimidinyl]-N-[3-fluoro-4-(1H-indazol-4-yloxy)phenyl]amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

45 mg (0.19 mmol) of 3-fluoro-4-(1H-indazol-4-yloxy)aniline (from example XXVI) and 40.1 mg (0.19 mmol) of 4-chloro-6-(4-pyridinyl)-2-pyrimidineamine (from example XXIX) are suspended in 2 ml of water, and 27 μl of concentrated hydrochloric acid are added. The reaction mixture is heated at reflux overnight, resulting in the formation of a brown precipitate. Using 1N sodium hydroxide solution, the suspension is adjusted to pH 10. The precipitate is filtered off from the aqueous phase, and the filtrate is discarded. The crude product is purified by HPLC.

Aufarbeitung

  1. temperatureThe reaction mixture is heated
  2. temperatureat reflux overnight
  3. customresulting in the formation of a brown precipitate
  4. filtrationThe precipitate is filtered off from the aqueous phase
  5. customThe crude product is purified by HPLC

Quellen und Nachweise

ORD-Eintrag
ord-5dc6926c1ddd4da8b216c5ac71a1cc61
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07737153B2

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