Hydrochloric Acid → N4-(3-Fluoro-4-{[3-(2-methoxyethyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]oxy}phenyl)-6-(trifluoromethyl)pyrimidine-2,4-diamine

HRID 2192191Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2192191
[F:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[O:9][C:10]1[CH:15]=[CH:14][N:13]=[C:12]2[NH:16][CH:17]=[C:18]([CH2:19][CH2:20][O:21][CH3:22])[C:11]=12)[NH2:5].Cl[C:24]1[CH:29]=[C:28]([C:30]([F:33])([F:32])[F:31])[N:27]=[C:26]([NH2:34])[N:25]=1.Cl.N1C=CC=CC=1N.[OH-].[Na+]>O>[F:1][C:2]1[CH:3]=[C:4]([NH:5][C:24]2[CH:29]=[C:28]([C:30]([F:33])([F:31])[F:32])[N:27]=[C:26]([NH2:34])[N:25]=2)[CH:6]=[CH:7][C:8]=1[O:9][C:10]1[CH:15]=[CH:14][N:13]=[C:12]2[NH:16][CH:17]=[C:18]([CH2:19][CH2:20][O:21][CH3:22])[C:11]=12

Komponenten

7

Edukt 5

HCID 313Hydrochloric AcidHCID 104392-AminopyridineHCID 14798Sodium HydroxideHCID 130869074-Chloro-6-(trifluoromethyl)pyrimidin-2-amineHCID 597410123-Fluoro-4-{[3-(2-methoxyethyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]oxy}aniline

Produkt 1

HCID 11547139N4-(3-Fluoro-4-{[3-(2-methoxyethyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]oxy}phenyl)-6-(trifluoromethyl)pyrimidine-2,4-diamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

53 mg (0.18 mmol) of 3-fluoro-4-{[3-(2-methoxyethyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]oxy}aniline and 42 mg (0.21 mmol) of 4-chloro-6-(trifluoromethyl)pyrimidine-2-amine are suspended in 4 ml of water. 0.23 ml (0.23 mmol) of 1N hydrochloric acid is added, and the mixture is heated at reflux overnight. Another 22 mg (0.11 mmol) of 4-chloro-6-trifluoromethyl)pyridine-2-amine are then added, and the mixture is again heated overnight. By addition of 1N aqueous sodium hydroxide solution, the pH is adjusted to 10, resulting in the precipitation of crystals. The crystals are filtered off with suction and washed with water. The product is purified by preparative HPLC.

Aufarbeitung

  1. temperaturethe mixture is heated
  2. temperatureat reflux overnight
  3. customresulting in the precipitation of crystals
  4. filtrationThe crystals are filtered off with suction
  5. washwashed with water
  6. customThe product is purified by preparative HPLC

Quellen und Nachweise

ORD-Eintrag
ord-c0197804f99943078c389157244e86e4
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08329716B2

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