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

HRID 16441Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 16441
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[C:9]([O:10][C:11]3[CH:16]=[CH:15][C:14]([NH2:17])=[CH:13][C:12]=3[F:18])[C:4]=2[CH:3]=[CH:2]1.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:17][C:14]2[CH:15]=[CH:16][C:11]([O:10][C:9]3[C:4]4[CH:3]=[CH:2][O:1][C:5]=4[CH:6]=[CH:7][CH:8]=3)=[C:12]([F:18])[CH:13]=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 179793044-(1-Benzofuran-4-yloxy)-3-fluorophenylamineHCID 223242864-Chloro-6-(pyridin-4-yl)pyrimidin-2-amine

Produkt 1

HCID 17979305N-[2-Amino-6-(4-pyridinyl)-4-pyrimidinyl]-N-[4-(1-benzofuran-4-yloxy)-3-fluoro-phenyl]amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

32 mg (0.13 mmol) of 4-(1-benzofuran-4-yloxy)-3-fluorophenylamine (from example XXIII) and 28.5 mg (0.14 mmol) of 4-chloro-6-(4-pyridinyl)-2-pyrimidine-amine (from example XXIX) are suspended in 1.5 ml of water, and 19 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 with suction and the filtrate is discarded. The crude product is purified by preparative 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 with suction
  5. customThe crude product is purified by preparative HPLC

Quellen und Nachweise

ORD-Eintrag
ord-47a28c6f829248468da0cbc0fbf81b05
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07737153B2

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