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

HRID 1384935Notes

Reaction equation

HRID 1384935 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-d4bda48b5fd2493ca2e168729d01669f
Source dataset
uspto-grants-2001_07
Patent number
US06262059B1

Reaction notes

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