Hydrochloric Acid → 7-Benzyloxy-4-(2,3-dimethylindol-5-ylamino)-6-methoxyquinazoline

HRID 454109

Reaktionsgleichung

Reaktionsgleichung von HRID 454109
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][N:3]=1.[NH2:22][C:23]1[CH:24]=[C:25]2[C:29](=[CH:30][CH:31]=1)[NH:28][C:27]([CH3:32])=[C:26]2[CH3:33].Cl>C(O)(C)C>[CH2:15]([O:14][C:8]1[CH:7]=[C:6]2[C:11]([C:2]([NH:22][C:23]3[CH:24]=[C:25]4[C:29](=[CH:30][CH:31]=3)[NH:28][C:27]([CH3:32])=[C:26]4[CH3:33])=[N:3][CH:4]=[N:5]2)=[CH:10][C:9]=1[O:12][CH3:13])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 2586882,3-dimethyl-1H-indol-5-amineHCID 106619987-(Benzyloxy)-4-chloro-6-methoxyquinazoline

Produkt 1

HCID 220309397-Benzyloxy-4-(2,3-dimethylindol-5-ylamino)-6-methoxyquinazolineAusbeute 107,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel2×

Versuchsvorschrift

A solution of 4-chloro-6-methoxy-7-benzyloxyquinazoline (7 g, 23 mmol), (prepared as described for the starting material in Example 1), and 5-amino-2,3-dimethylindole (4.5 g, 28 mmol) in isopropanol (90 ml) containing 6.2 N hydrogen chloride in isopropanol (380 μl) was heated at relux for 3 hours and stirred overnight at ambient temperature. The mixture was triturated with ether and the solid was filtered, washed with ether and dried under vacuum to give 7-benzyloxy-4-(2,3-dimethylindol-5-ylamino)-6-methoxyquinazoline (10.5 g, quant.).

Aufarbeitung

  1. temperaturewas heated at relux for 3 hours
  2. customThe mixture was triturated with ether
  3. filtrationthe solid was filtered
  4. washwashed with ether
  5. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-1456fa840c6f4a36aefed0f12e290fb5
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08492560B2

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