Sep 2021 News New learning discoveries about 1-((4-Chlorophenyl)(phenyl)methyl)piperazine

303-26-4, As the paragraph descriping shows that 303-26-4 is playing an increasingly important role.

303-26-4, 1-((4-Chlorophenyl)(phenyl)methyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example IV; (+/-)2-{4-[(4-chlorophenyl)(phenylmethyl)piperazin-1-yl}ethanol dihydrochlorideN-(4-Chloro benzhydril) piperazine (10 gm, 34.9 mmol) was taken in water (30 ml) and stirred at 25 C. Potassium carbonate (9.65 gm, 69.9 mmol), tetrabutyl ammonium bromide (0.05 g) were added in sequence into it while stirring. Then 2-chloroethanol (4.1 gm, 50.9 mmol) was added into the reaction mixture while stirring. The reaction mixture was heated at 80 C. After the reaction is(TLC), it was cooled to room temperature and extracted with ethyl acetate (20 ml). The ethyl acetate layer was washed with brine solution and dried. The organic layer was concentrated to obtain the 11 g compound. Yield: 94%. This was converted to corresponding hydrochloride salt by usual procedureIR (neat): 3300, 2287, 1597, 1494, 1440 cm-1 1H NMP (400 MHz, D2O) delta ppm: 7.53-7.32 (complex m, 9H), 5.27 (s, 1H), 3.85 (t, J=4 Hz, 2H), 3.59-3.52 (m, 4H), 3.39-3.34 (m, 6H).

303-26-4, As the paragraph descriping shows that 303-26-4 is playing an increasingly important role.

Reference:
Patent; CALYX CHEMICALS AND PHARMACEUTICALS PVT. LTD.; US2011/172425; (2011); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Sep 2021 News New learning discoveries about 1-((4-Chlorophenyl)(phenyl)methyl)piperazine

303-26-4, As the paragraph descriping shows that 303-26-4 is playing an increasingly important role.

303-26-4, 1-((4-Chlorophenyl)(phenyl)methyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example IV; (+/-)2-{4-[(4-chlorophenyl)(phenylmethyl)piperazin-1-yl}ethanol dihydrochlorideN-(4-Chloro benzhydril) piperazine (10 gm, 34.9 mmol) was taken in water (30 ml) and stirred at 25 C. Potassium carbonate (9.65 gm, 69.9 mmol), tetrabutyl ammonium bromide (0.05 g) were added in sequence into it while stirring. Then 2-chloroethanol (4.1 gm, 50.9 mmol) was added into the reaction mixture while stirring. The reaction mixture was heated at 80 C. After the reaction is(TLC), it was cooled to room temperature and extracted with ethyl acetate (20 ml). The ethyl acetate layer was washed with brine solution and dried. The organic layer was concentrated to obtain the 11 g compound. Yield: 94%. This was converted to corresponding hydrochloride salt by usual procedureIR (neat): 3300, 2287, 1597, 1494, 1440 cm-1 1H NMP (400 MHz, D2O) delta ppm: 7.53-7.32 (complex m, 9H), 5.27 (s, 1H), 3.85 (t, J=4 Hz, 2H), 3.59-3.52 (m, 4H), 3.39-3.34 (m, 6H).

303-26-4, As the paragraph descriping shows that 303-26-4 is playing an increasingly important role.

Reference:
Patent; CALYX CHEMICALS AND PHARMACEUTICALS PVT. LTD.; US2011/172425; (2011); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Sep 2021 News New learning discoveries about 1-((4-Chlorophenyl)(phenyl)methyl)piperazine

303-26-4, As the paragraph descriping shows that 303-26-4 is playing an increasingly important role.

303-26-4, 1-((4-Chlorophenyl)(phenyl)methyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 1 : Preparation of5-(4-((4-chlorophenyl)(phenyl)methyl)piperazin-l-yl)-N-(4-methylbenzyl)-3-meth yl-5-oxopentanamide; [147] [148] 0.5 mmol of 4-(4-methylbenzylcarbamoyl)-3-methylbutanoic acid prepared inPreparative Example 1, 0.55 mmol of l-(4-chlorobenzhydryl)piperazine, and ben- zotriazol-1-yloxytripyrrolidino phosphonium hexafluorophosphate (PyBOP) were added to 3 mL of dimethylformamide (DMF) to dissolve. Then, 1.0 mmol of N,N-diisopropylethylamine (DIEA) was added thereto, and stirred at room temperature for 16 hours. 20 mL of 10% HCl was put into the reaction solution, and extracted with 30 mL of EtOAc. The organic layer was washed with 20 mL of 10% HCl, and then washed with 20 mL of a saturated NaHCO solution twice and with 20 mL of a saturated NaCl solution twice. The organic layer was collected, dried over anhydrous MgSO 4 , and filtered under reduced pressure. The organic solvent in the filtrate was removed under reduced pressure. The residue was purified by column chromatography with a mixed solvent of EtOAc and methanol (20:1), so as to obtain the title compound (light yellow solid, yield: 65%).[149] mp 62-630C;[150] 1U NMR (CDCl ) delta 7.35 (d, J=8.0 Hz, 2CH), 7.29 (d, J=7.2 Hz, 2CH), 7.26 (t, J=8.2 Hz, 2CH), 7.22 (t, J=7.3 Hz, CH), 7.16 (d, J=8.0 Hz, 2CH), 7.11 (d, J=7.2 Hz, 2CH), 6.29 (s, NH), 4.37 (d, J=5.6 Hz, CH2), 4.21 (s, CH), 3.59 (t, J=5.6 Hz, CH2), 3.48 (q, J=5.6 Hz, CH2), 2.43 (d, J=6.8 Hz, CH2), 2.34-2.39 (m, CH2), 2.32 (s, CH3), 2.28 (d, J=6.0 Hz, CH ), 2.25 (d, J=6.4 Hz, CH ), 2.13-2.23 (m, CH), 1.03 (d, J=6.4 Hz, CH3);[151] HR-FABMS Calcd for C H ClN O : (M++l): 518.2574, Found: 518.2584.31 36 3 2

303-26-4, As the paragraph descriping shows that 303-26-4 is playing an increasingly important role.

Reference:
Patent; PARK CHOO, Hea-Young; WO2007/142431; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Sep 2021 News New learning discoveries about 1-((4-Chlorophenyl)(phenyl)methyl)piperazine

303-26-4, As the paragraph descriping shows that 303-26-4 is playing an increasingly important role.

303-26-4, 1-((4-Chlorophenyl)(phenyl)methyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 1 : Preparation of5-(4-((4-chlorophenyl)(phenyl)methyl)piperazin-l-yl)-N-(4-methylbenzyl)-3-meth yl-5-oxopentanamide; [147] [148] 0.5 mmol of 4-(4-methylbenzylcarbamoyl)-3-methylbutanoic acid prepared inPreparative Example 1, 0.55 mmol of l-(4-chlorobenzhydryl)piperazine, and ben- zotriazol-1-yloxytripyrrolidino phosphonium hexafluorophosphate (PyBOP) were added to 3 mL of dimethylformamide (DMF) to dissolve. Then, 1.0 mmol of N,N-diisopropylethylamine (DIEA) was added thereto, and stirred at room temperature for 16 hours. 20 mL of 10% HCl was put into the reaction solution, and extracted with 30 mL of EtOAc. The organic layer was washed with 20 mL of 10% HCl, and then washed with 20 mL of a saturated NaHCO solution twice and with 20 mL of a saturated NaCl solution twice. The organic layer was collected, dried over anhydrous MgSO 4 , and filtered under reduced pressure. The organic solvent in the filtrate was removed under reduced pressure. The residue was purified by column chromatography with a mixed solvent of EtOAc and methanol (20:1), so as to obtain the title compound (light yellow solid, yield: 65%).[149] mp 62-630C;[150] 1U NMR (CDCl ) delta 7.35 (d, J=8.0 Hz, 2CH), 7.29 (d, J=7.2 Hz, 2CH), 7.26 (t, J=8.2 Hz, 2CH), 7.22 (t, J=7.3 Hz, CH), 7.16 (d, J=8.0 Hz, 2CH), 7.11 (d, J=7.2 Hz, 2CH), 6.29 (s, NH), 4.37 (d, J=5.6 Hz, CH2), 4.21 (s, CH), 3.59 (t, J=5.6 Hz, CH2), 3.48 (q, J=5.6 Hz, CH2), 2.43 (d, J=6.8 Hz, CH2), 2.34-2.39 (m, CH2), 2.32 (s, CH3), 2.28 (d, J=6.0 Hz, CH ), 2.25 (d, J=6.4 Hz, CH ), 2.13-2.23 (m, CH), 1.03 (d, J=6.4 Hz, CH3);[151] HR-FABMS Calcd for C H ClN O : (M++l): 518.2574, Found: 518.2584.31 36 3 2

303-26-4, As the paragraph descriping shows that 303-26-4 is playing an increasingly important role.

Reference:
Patent; PARK CHOO, Hea-Young; WO2007/142431; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

New learning discoveries about 303-26-4

303-26-4, As the paragraph descriping shows that 303-26-4 is playing an increasingly important role.

303-26-4, 1-((4-Chlorophenyl)(phenyl)methyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 1 : Preparation of5-(4-((4-chlorophenyl)(phenyl)methyl)piperazin-l-yl)-N-(4-methylbenzyl)-3-meth yl-5-oxopentanamide; [147] [148] 0.5 mmol of 4-(4-methylbenzylcarbamoyl)-3-methylbutanoic acid prepared inPreparative Example 1, 0.55 mmol of l-(4-chlorobenzhydryl)piperazine, and ben- zotriazol-1-yloxytripyrrolidino phosphonium hexafluorophosphate (PyBOP) were added to 3 mL of dimethylformamide (DMF) to dissolve. Then, 1.0 mmol of N,N-diisopropylethylamine (DIEA) was added thereto, and stirred at room temperature for 16 hours. 20 mL of 10% HCl was put into the reaction solution, and extracted with 30 mL of EtOAc. The organic layer was washed with 20 mL of 10% HCl, and then washed with 20 mL of a saturated NaHCO solution twice and with 20 mL of a saturated NaCl solution twice. The organic layer was collected, dried over anhydrous MgSO 4 , and filtered under reduced pressure. The organic solvent in the filtrate was removed under reduced pressure. The residue was purified by column chromatography with a mixed solvent of EtOAc and methanol (20:1), so as to obtain the title compound (light yellow solid, yield: 65%).[149] mp 62-630C;[150] 1U NMR (CDCl ) delta 7.35 (d, J=8.0 Hz, 2CH), 7.29 (d, J=7.2 Hz, 2CH), 7.26 (t, J=8.2 Hz, 2CH), 7.22 (t, J=7.3 Hz, CH), 7.16 (d, J=8.0 Hz, 2CH), 7.11 (d, J=7.2 Hz, 2CH), 6.29 (s, NH), 4.37 (d, J=5.6 Hz, CH2), 4.21 (s, CH), 3.59 (t, J=5.6 Hz, CH2), 3.48 (q, J=5.6 Hz, CH2), 2.43 (d, J=6.8 Hz, CH2), 2.34-2.39 (m, CH2), 2.32 (s, CH3), 2.28 (d, J=6.0 Hz, CH ), 2.25 (d, J=6.4 Hz, CH ), 2.13-2.23 (m, CH), 1.03 (d, J=6.4 Hz, CH3);[151] HR-FABMS Calcd for C H ClN O : (M++l): 518.2574, Found: 518.2584.31 36 3 2

303-26-4, As the paragraph descriping shows that 303-26-4 is playing an increasingly important role.

Reference:
Patent; PARK CHOO, Hea-Young; WO2007/142431; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 303-26-4

303-26-4, As the paragraph descriping shows that 303-26-4 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.303-26-4,1-((4-Chlorophenyl)(phenyl)methyl)piperazine,as a common compound, the synthetic route is as follows.

Example 29 : Preparation of N-(4-methylbenzyl)-5-(4-((4-chlorophenyl)(phenyl)methyl)piperazin-l-yl)-3,3-dimet hyl-5-oxopentanamide; [409][410] 0.5 mmol of 4-(4-methylbenzylcarbamoyl)-3,3-dimethylbutanoic acid prepared inPreparative Example 14, 0.55 mmol of l-(4-chlorobenzhydryl)piperazine, and ben- zotriazol-1-yloxytripyrrolidino phosphonium hexafluorophosphate (PyBOP) were added to 3 mL of dimethylformamide (DMF) to dissolve. Then, 1.0 mmol of N,N-diisopropylethylamine (DIEA) was added thereto, and stirred at room temperature for 16 hours. 20 mL of 10% HCl was put into the reaction solution, and extracted with 30 mL of EtOAc. The organic layer was washed with 20 mL of 10% HCl, and then washed with 20 mL of a saturated NaHCO 3 solution twice and with 20 mL of a saturated NaCl solution twice. The organic layer was collected, dried over anhydrousMgSO , and filtered under reduced pressure. The organic solvent in the filtrate was4 removed under reduced pressure. The residue was purified by column chromatography with a mixed solvent of EtOAc and methanol (20:1), so as to obtain the title compound (light yellow solid, yield: 70%). [411] mp 63-64C;[412] 1U NMR (CDCl ) delta 8.05 (t, J=5.8 Hz, NH), 7.35 (d, J=8.0 Hz, 4CH), 7.30 (d, J=7.2Hz, 3CH), 7.26 (t, J=8.4 Hz, 2CH), 7.18 (d, J=8.0 Hz, 2CH), 7.10 (d, J=8.0 Hz, 2CH), 4.38 (d, J=5.6 Hz, CH2), 4.20 (s, CH), 3.56-3.66 (m, CH2), 3.51 (t, J=5.0 Hz, CH2),2.34-2.37 (m, 2CH ), 2.33 (s, CH ), 2.32 (s, 2CH ), 1.02 (s, 2CH ); [413] HR-FABMS Calcd for C 32 H 38 ClN 3 O 2 : (M++l): 532.2731, Found: 532.2719.

303-26-4, As the paragraph descriping shows that 303-26-4 is playing an increasingly important role.

Reference:
Patent; PARK CHOO, Hea-Young; WO2007/142431; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 1-((4-Chlorophenyl)(phenyl)methyl)piperazine

As the paragraph descriping shows that 303-26-4 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.303-26-4,1-((4-Chlorophenyl)(phenyl)methyl)piperazine,as a common compound, the synthetic route is as follows.

A vessel is charged with 250 ml of tetrahydrofurane, 25 ml of methanol and 5.0 ml (60 mmol) concentrated hydrochloric acid (37% by weight). The mixture is cooled to the temperature of 15 0C and under intense stirring, 5.5 g ( 84 mmol) pulverized zinc are added. Subsequently at a temperature between 5 tolO 0C, 12.5 g (25.1 mmol) (R)-(+)-4- (4-chloropheny l)-phenylmethyl-piperazine- 1 -carboxylic acid 2,2,2-trichloroethylester hydrochloride (compound of the Example 6) are added in several portions. The suspension is stirred for one hour at room temperature. At the end of the reaction, the unreacted zinc is filtered off, the filtrate is mixed with 150 ml of water and 150 ml of ethylacetate, the organic layer is separated, washed with aqueous 5 % by weight sodium hydrogen carbonate solution, dried and the solvent is evaporated. The residue is dissolved in 100 ml of ethylacetate and is added dropwise with stirring to 80 ml of 10 g/100 ml hydrochloric acid solution prepared in ethylacetate. The suspension containing the crystalline salt, which starts precipitating almost instantly after the addition, is cooled, the product is filtered off, washed with diethylether and dried.Yield: 7.7 g (85.4 %) white crystals Melting temperature, 198-202 0C.Elemental Analysis {calculated on the basis of the Formula C17H19C1N2.2HC1 (359.7)}:Calculated:C: 56 .76 H: 5 .88 Cl: 29.57 N: 7.79Measured: C: 56. ,45 H: 5 .74 Cl: 29.25 N: 7.61Optical purity (chiral high performance liquid chromatography): 98.7, 303-26-4

As the paragraph descriping shows that 303-26-4 is playing an increasingly important role.

Reference:
Patent; EGIS GYOGYSZERGYAR NYRT.; WO2007/66163; (2007); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 303-26-4

303-26-4, The synthetic route of 303-26-4 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.303-26-4,1-((4-Chlorophenyl)(phenyl)methyl)piperazine,as a common compound, the synthetic route is as follows.

Example 4 10 gr. (0.035 mole) of 1-[(4-chlorophenyl)phenylmethyl]piperazine, 8.8 gr. of ethyl 2-chloroethoxyacetate, 0.4. gr. of tetrabutylammonium iodide and 50 ml. of triethylamine were introduced into a pressure vessel and treated as described in example 1. 13.2 gr. of ethyl [2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]acetate is obtained (90.8% yield).

303-26-4, The synthetic route of 303-26-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chemiagis, Ltd.; US6100400; (2000); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 1-((4-Chlorophenyl)(phenyl)methyl)piperazine

303-26-4, The synthetic route of 303-26-4 has been constantly updated, and we look forward to future research findings.

303-26-4, 1-((4-Chlorophenyl)(phenyl)methyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 1 10 gr. (0.035 mole) of 1-[(4-chlorophenyl)phenylmethyl]piperazine, 8.8 gr. (0.0525 mole) of ethyl 2-chloroethoxyacetate and 50 ml. of triethylamine were introduced into a pressure vessel. The mixture was stirred at 135C for 10 hours. It was cooled to 20C and filtered. The filtrate was evaporated and then distilled at 10 mbar pressure in order to remove the excess of the unreacted ethyl 2-chloroethoxyacetate. The oily residue obtained is sufficiently pure for the preparation of cetrizine by hydrolysis. The residue was purified over a silica gel chromatographic column. 13 gr. of ethyl [2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]acetate is obtained as dark red oil (89.4% yield).

303-26-4, The synthetic route of 303-26-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chemagis Ltd.; EP952153; (1999); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 1-((4-Chlorophenyl)(phenyl)methyl)piperazine

303-26-4, The synthetic route of 303-26-4 has been constantly updated, and we look forward to future research findings.

303-26-4, 1-((4-Chlorophenyl)(phenyl)methyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 1 10 gr. (0.035 mole) of 1-[(4-chlorophenyl)phenylmethyl]piperazine, 8.8 gr. (0.0525 mole) of ethyl 2-chloroethoxyacetate and 50 ml. of triethylamine were introduced into a pressure vessel. The mixture was stirred at 135C for 10 hours. It was cooled to 20C and filtered. The filtrate was evaporated and then distilled at 10 mbar pressure in order to remove the excess of the unreacted ethyl 2-chloroethoxyacetate. The oily residue obtained is sufficiently pure for the preparation of cetrizine by hydrolysis. The residue was purified over a silica gel chromatographic column. 13 gr. of ethyl [2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]acetate is obtained as dark red oil (89.4% yield).

303-26-4, The synthetic route of 303-26-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chemagis Ltd.; EP952153; (1999); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics