2-(1-Piperazinyl)-4-amino-6,7-dimethoxyquinazoline → HCID 21183897, compound

HRID 1414221Notes

Reaction equation

HRID 1414221 reaction equation
[O:1]1[C:5]([C:6]([Cl:8])=[O:7])=[CH:4][CH:3]=[N: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:5]3[O:1][N:2]=[CH:3][CH:4]=3)=[O:7])[CH2:26][CH2:25]2)[N:11]=1

Participants

4

Reactant 2

HCID 6162672-(1-Piperazinyl)-4-amino-6,7-dimethoxyquinazolineHCID 2736707Isoxazole-5-carbonyl chloride

Product 1

HCID 21183897HCID 21183897, compoundYield 95.5%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

A solution of isoxazole-5-carbonyl chloride (1.33 g., 0.01 mole) in dioxane was added to a solution at 30° C. of 4-amino-6,7-dimethoxy-2-(1-piperazinyl)quinazoline (2.94 g., 0.01 mole) in dioxane. The mixture was stirred at reflux for three minutes, then at room temperature for 16 hours. Filtration gave the title compound (4.02 g., 94% yield). Recrystallization from aqueous methanol gave a product having a m.p. of 270° C. with decomposition.

Workup

  1. temperatureat reflux for three minutes
  2. filtrationFiltration

Sources & evidence

ORD record
ord-353de757a70d47d2b7cdcacad5453560
Source dataset
uspto-grants-1977_01
Patent number
US04001237

Reaction notes

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