Cyclopentanecarbonyl chloride → 4-Amino-2-[4-(cyclopentylcarbonyl)-1-piperazinyl)-6,7-dimethoxyquinazoline

HRID 1384950Notes

Reaction equation

HRID 1384950 reaction equation
[CH:1]1([C:6](Cl)=[O:7])[CH2:5][CH2:4][CH2:3][CH2:2]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>CO>[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]([CH:1]3[CH2:5][CH2:4][CH2:3][CH2:2]3)=[O:7])[CH2:26][CH2:25]2)[N:11]=1

Participants

4

Reactant 2

HCID 78284Cyclopentanecarbonyl chlorideHCID 6162672-(1-Piperazinyl)-4-amino-6,7-dimethoxyquinazoline

Product 1

HCID 211838874-Amino-2-[4-(cyclopentylcarbonyl)-1-piperazinyl)-6,7-dimethoxyquinazoline

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Cyclopentylcarbonyl chloride (0.1 mole) is added to 0.1 mole of 4-amino-2-(1-piperazinyl)-6,7-dimethoxyquinazoline in 300 ml. of methanol with vigorous stirring at room temperature. Stirring is continued for a period of 2 to 6 hours and the product is isolated according to the procedure of Example 127(a) to provide 4-amino-2-[4-(cyclopentylcarbonyl)-1-piperazinyl]-6,7-dimethoxyquinazoline. If the hydrochloride salt is desired, the base treatment is omitted and evaporation of the solvent provides 4-amino-2-[4-(cyclopentylcarbonyl)-piperazinyl]-6,7-dimethoxyquinazoline hydrochloride, m.p. 279°-280° C. (dec.)(corr.) crystallized from methanol-isopropanol.

Workup

  1. customthe product is isolated

Sources & evidence

ORD record
ord-a28c369a71f34da7a1adb7877ccb6439
Source dataset
uspto-grants-2001_07
Patent number
US06262059B1

Reaction notes

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