2-(1-Piperazinyl)-4-amino-6,7-dimethoxyquinazoline → 4-Amino-6,7-dimethoxy-2-[4-(oxazole-4-carbonyl)piperazin-1-yl]quinazoline Hydrochloride

HRID 1414225Notes

Reaction equation

[O:1]1[CH:5]=[C:4]([C:6]([Cl:8])=[O:7])[N:3]=[CH:2]1.[NH2:9][C:10]1[C:19]2[C:14](=[CH:15][C:16]([O:22][CH3:23])=[C:17]([O:20][CH3:21])[CH:18]=2)[N:13]=[C:12]([N:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)[N:11]=1>O1CCOCC1>[ClH:8].[NH2:9][C:10]1[C:19]2[C:14](=[CH:15][C:16]([O:22][CH3:23])=[C:17]([O:20][CH3:21])[CH:18]=2)[N:13]=[C:12]([N:24]2[CH2:29][CH2:28][N:27]([C:6]([C:4]3[N:3]=[CH:2][O:1][CH:5]=3)=[O:7])[CH2:26][CH2:25]2)[N:11]=1

Participants

Conditions

Temperature: 20 °C

Procedure

A solution of oxazole-4-carbonyl chloride (0.73 g., 5.53 mmole) in dioxane was added to a solution of 4-amino-6,7-dimethoxy-2-(1-piperazinyl)quinazoline (1.60 g., 5.53 mmole) in dioxane. The mixture was heated at reflux for 0.5 hour, then was stirred at 20° C. for 64 hours. Filtration gave the title compound having a m.p. of 291°-294° C. with decomposition after recrystallization from acqueous ethanol.

Workup

temperatureThe mixture was heated
temperatureat reflux for 0.5 hour
filtrationFiltration

Sources & evidence

ORD record: ord-6aff3fd09e9546c1acdddf00f87bb4a6
Source dataset: uspto-grants-1977_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04001237

Reaction notes

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