2-phenoxy-1-piperazin-1-ylethanone

Conditions: temp:45.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a mixture of 5-bromo-4-chloro-3-nitro-pyridin-2-ylamine (0.126 g, 0.50 mmol) and isopropanol (9 ml) was added 2-phenoxy-1-(piperazin-1-yl)ethanone×HCl (0.141 g, 0.55 mmol) followed by diisopropylethylamine (0.20 ml, 1.10 mmol). The reaction mixture was heated at 45° C. for 22 h, then allowed to cool to room temperature and diluted with isopropanol (4 ml). The precipitate was collected by filtration and washed with isopropanol and diethyl ether. The title compound was thus obtained as a yellow solid (0.163 g, 75%). 1H-NMR (500 MHz, DMSO-d6) 3.08 (br s) and 3.59 (br s) (8H, 2× piperazine N(CH2)2), 4.87 (s, 2H, COCH2O), 6.93 (m, 3H) and 7.28 (m, 2H) (ArH), 7.08 (s, 2H, NH2), 8.21 (s, 1H, 6-H); to cool to room temperature The precipitate was collected by filtration washed with isopropanol and diethyl ether

Conditions: temp:45.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a mixture of 5-bromo-4-chloro-3-nitro-pyridin-2-ylamine (0.126 g, 0.50 mmol) and isopropanol (9 ml) was added 2-phenoxy-1-(piperazin-1-yl)ethanone×HCl (0.141 g, 0.55 mmol) followed by diisopropylethylamine (0.20 ml, 1.10 mmol). The reaction mixture was heated at 45° C. for 22 h, then allowed to cool to room temperature and diluted with isopropanol (4 ml). The precipitate was collected by filtration and washed with isopropanol and diethyl ether. The title compound was thus obtained as a yellow solid (0.163 g, 75%). 1H-NMR (500 MHz, DMSO-d6) 3.08 (br s) and 3.59 (br s) (8H, 2× piperazine N(CH2)2), 4.87 (s, 2H, COCH2O), 6.93 (m, 3H) and 7.28 (m, 2H) (ArH), 7.08 (s, 2H, NH2), 8.21 (s, 1H, 6-H); to cool to room temperature The precipitate was collected by filtration washed with isopropanol and diethyl ether

Conditions: temp:45.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a mixture of 5-bromo-4-chloro-3-nitro-pyridin-2-ylamine (0.126 g, 0.50 mmol) and isopropanol (9 ml) was added 2-phenoxy-1-(piperazin-1-yl)ethanone×HCl (0.141 g, 0.55 mmol) followed by diisopropylethylamine (0.20 ml, 1.10 mmol). The reaction mixture was heated at 45° C. for 22 h, then allowed to cool to room temperature and diluted with isopropanol (4 ml). The precipitate was collected by filtration and washed with isopropanol and diethyl ether. The title compound was thus obtained as a yellow solid (0.163 g, 75%). 1H-NMR (500 MHz, DMSO-d6) 3.08 (br s) and 3.59 (br s) (8H, 2× piperazine N(CH2)2), 4.87 (s, 2H, COCH2O), 6.93 (m, 3H) and 7.28 (m, 2H) (ArH), 7.08 (s, 2H, NH2), 8.21 (s, 1H, 6-H); to cool to room temperature The precipitate was collected by filtration washed with isopropanol and diethyl ether

Conditions: temp:45.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a mixture of 5-bromo-4-chloro-3-nitro-pyridin-2-ylamine (0.126 g, 0.50 mmol) and isopropanol (9 ml) was added 2-phenoxy-1-(piperazin-1-yl)ethanone×HCl (0.141 g, 0.55 mmol) followed by diisopropylethylamine (0.20 ml, 1.10 mmol). The reaction mixture was heated at 45° C. for 22 h, then allowed to cool to room temperature and diluted with isopropanol (4 ml). The precipitate was collected by filtration and washed with isopropanol and diethyl ether. The title compound was thus obtained as a yellow solid (0.163 g, 75%). 1H-NMR (500 MHz, DMSO-d6) 3.08 (br s) and 3.59 (br s) (8H, 2× piperazine N(CH2)2), 4.87 (s, 2H, COCH2O), 6.93 (m, 3H) and 7.28 (m, 2H) (ArH), 7.08 (s, 2H, NH2), 8.21 (s, 1H, 6-H); to cool to room temperature The precipitate was collected by filtration washed with isopropanol and diethyl ether