Isoamyl Alcohol → 2-(4-Benzylpiperidin-1-yl)-4-amino-7,8-dimethoxyquinazoline hydrochloride

HRID 1703376Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1703376
[NH2:1][C:2]1[C:11]2[C:6](=[C:7]([O:14][CH3:15])[C:8]([O:12][CH3:13])=[CH:9][CH:10]=2)[N:5]=[C:4]([Cl:16])[N:3]=1.[CH2:17]([CH:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C(O)CC(C)C>C(OCC)C>[ClH:16].[CH2:17]([CH:24]1[CH2:29][CH2:28][N:27]([C:4]2[N:3]=[C:2]([NH2:1])[C:11]3[C:6](=[C:7]([O:14][CH3:15])[C:8]([O:12][CH3:13])=[CH:9][CH:10]=3)[N:5]=2)[CH2:26][CH2:25]1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Komponenten

5

Edukt 3

HCID 31260Isoamyl AlcoholHCID 317384-BenzylpiperidineHCID 129200082-Chloro-4-amino-7,8-dimethoxyquinazoline

Produkt 1

HCID 205064012-(4-Benzylpiperidin-1-yl)-4-amino-7,8-dimethoxyquinazoline hydrochlorideAusbeute 60 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

4-Amino-2-chloro-7,8-dimethoxyquinazoline (2.40 g., 10 mmole), 4-benzylpiperidine (1.93 g., 11 mmole) and 50 ml. of isoamyl alcohol were heated at reflux under a nitrogen atmosphere for two hours and cooled to room temperature. Diethyl ether (50 ml.) was added and the mixture allowed to stand in the refrigerator for two days. The precipitated solid was collected by filtration and recrystallized from ethanol/diethyl ether to afford 2.50 g. (60%) of the title compound, M.P. 216°-217° C.

Aufarbeitung

  1. temperatureat reflux under a nitrogen atmosphere for two hours
  2. filtrationThe precipitated solid was collected by filtration
  3. customrecrystallized from ethanol/diethyl ether
  4. customto afford 2.50 g

Quellen und Nachweise

ORD-Eintrag
ord-5ee02fa5df70413598ce615f5bb0bac8
Quelldatensatz
uspto-grants-1982_09
Patentnummer
US04351940

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