cyclopentyl(piperazin-1-yl)methanone

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Piperazine hexahydrate (8.55 g, 44.0 mmol) was dissolved in absolute ethanol (50 ml) and then refluxed for 10 min. Cyclopentanecarbonyl chloride (5.83 g, 44 mmol) was added dropwise at 65° C. and the reaction mixture was refluxed for 30 min and then stirred at room temperature for 18 h. The reaction mixture was cooled, filtered and the filtrate was concentrated in vacuo to give ˜20 ml of solution. The concentrate was cooled and then filtered again. Ethanolic hydrogen chloride was added to the mother liquor, and the reaction mixture was concentrated to give a white solid, which was dissolved in water (15 ml). The solution was basified to pH 14 and the product was extracted with dichloromethane (7×50 ml). The extracts were dried, (Na2SO4) and concentrated to give the title compound as a yellowish residue, which was distilled to give the product (1.28 g, 7.0 mmol, 16%) refluxed for 10 min the reaction mixture was refluxed for 30 min The reaction mixture was cooled filtered the filtrate was concentrated in vacuo

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: N-(Cyclopentylcarbonyl)piperazine (0.02 mole) and 2-chloro-4-hydrazino-6,7-dimethoxyquinazoline (0.02 mole) reacted according to the procedure of Example 7 provides 4-hydrazino-2-[4-(cyclopentylcarbonyl)-1-piperazinyl]-6,7-dimethoxyquinazolinehydrochloride, m.p. 282°-284° C.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 4-amino-2-methylmercapto-6,7-dimethoxyquinazoline (0.1 mole) and from 0.1 to 0.15 mole of N-(cyclopentylcarbonyl)piperazine in 150 ml. of isoamyl alcohol is refluxed for a period of 8 to 24 hours. The solvent is evaporated and residual material, treated according to procedure of Example 1(a), provides 4-amino-2-[4-(cyclopentylcarbonyl)-1-piperazinyl]-6,7-dimethoxyquinazoline. The solvent is evaporated residual material, treated

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: N-(Cyclopentylcarbonyl)piperazine (0.02 mole) and 2-chloro-4-hydrazino-6,7-dimethoxyquinazoline (0.02 mole) reacted according to the procedure of Example 133 provides 4-hydrazino-2-[4-(cyclopentylcarbonyl)-1-piperazinyl]-6,7-dimethoxyquinazolinehydrochloride, m.p. 282°-284° C.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 4-amino-2-methylmercapto-6,7-dimethoxyquinazoline (0.1 mole) and from 0.1 to 0.15 mole of N-(cyclopentylcarbonyl)piperazine in 150 ml. of isoamyl alcohol is refluxed for a period of 8 to 24 hours. The solvent is evaporated and residual material, treated according to procedure of Example 127(a), provides 4-amino-2-[4-(cyclopentylcarbonyl)-1-piperazinyl]-6,7-dimethoxyquinazoline. The solvent is evaporated residual material, treated