Water → 6-(3-chloropropoxy)-N-(4-fluorophenyl)-7-methoxyquinazolin-4-amine

HRID 712402Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 712402
[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[C:18]3[C:13](=[CH:14][C:15]([O:20][CH3:21])=[C:16]([OH:19])[CH:17]=3)[N:12]=[CH:11][N:10]=2)=[CH:4][CH:3]=1.C([O-])([O-])=O.[K+].[K+].Br[CH2:29][CH2:30][CH2:31][Cl:32].O>CN(C=O)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9]2[C:18]3[C:13](=[CH:14][C:15]([O:20][CH3:21])=[C:16]([O:19][CH2:29][CH2:30][CH2:31][Cl:32])[CH:17]=3)[N:12]=[CH:11][N:10]=2)=[CH:6][CH:7]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 80061-Bromo-3-chloropropaneHCID 11430Potassium CarbonateHCID 867294684-((4-Fluorophenyl)amino)-7-methoxyquinazolin-6-ol

Produkt 1

HCID 867294696-(3-chloropropoxy)-N-(4-fluorophenyl)-7-methoxyquinazolin-4-amineAusbeute 91,02 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

To a suspension of 4-((4-fluorophenyl)amino)-7-methoxyquinazolin-6-ol (1.83 g), K2CO3 (2.21 g), in DMF (20 mL) was added 1-bromo-3-chloropropane (1.90 mL) at rt, the mixture was stirred at 40° C. overnight. The reaction mixture was poured into water and filtered. The filter residue was purified by a silica gel column chromatography (eluting agent: 3:1 (v/v) PE/EA) to give the title compound as a white solid (2.11 g, 91.02%).

Aufarbeitung

  1. filtrationfiltered
  2. customThe filter residue was purified by a silica gel column chromatography (eluting agent: 3:1 (v/v) PE/EA)

Quellen und Nachweise

ORD-Eintrag
ord-a5290bf0ffe442178d97b09a68f5d532
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09181277B2

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