Category: 5308-25-8

5308-25-8, 1-Ethylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Into a solution of l-Methyl-4-nitro-2-trifluoromethyl-benzene (1; 15 g, 73 mmol, 1.0 eq.) in carbon tetrachloride (250 ml) are added NBS (13 g, 98 ml, 73 mmol, 1.0 eq.) and AIBN (1.19 g, 7.3 mmol, 0.1 eq.) as an initiator. The reaction is refiuxed overnight and then partitioned with water. The organic layer is separated and the aqueous layer is extracted with dichloromethane. The combined organic extracts are washed with water, dried over EPO Na2SO4, filtered and concentrated to afford the solids. The solids are dissolved in dichloromethane (300 ml). The clear solution is treated with DIEA (12.55 ml, 73 mmol, 1.0 eq.) and N-Ethylpiperazine (8.25 g, 73 mmol, 1.0 eq.). The reaction mixture is stirred at room temperature for 30 minutes (until the completion of reaction as per LCMS). The reaction mixture is washed with water, dried over Na2SO4, filtered and concentrated to afford the crude product. The crude product is purified by flash column chromatography using 1 :1 v/v hexanes: ethyl acetate as solvent to afford title compound 2 as a solid., 5308-25-8

5308-25-8 1-Ethylpiperazine 79196, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; IRM, LLC; WO2006/124462; (2006); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5308-25-8,5308-25-8, 1-Ethylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound P42: 5-(Morpholin-4-yl)-2-nitroaniline To the flask 2-amino-3-nitro-6-chloropyridine (1.50 g, 8.47 mmol), potassium carbonate (1.30 g, 9.32 mmol) and morpholine (10.5 ml, 119 mmol) were added. The reaction was carried out under argon flow at 130C overnight. The progress of the reaction was monitored by TLC (system: heptane/ethyl acetate, 1 /1 ). The mixture was cooled to room temperature and poured into the ice-water. A precipitated yellow solid was filtered and dried. 1.789 g of the title product were obtained (yield 94.2%). Compound P46: 5-(4-Ethylpiperazin-1 -yl)-2-nitroaniline; The compound was obtained by the method analogous to that described for Compound P42. Starting from 5-chloro-2-nitroaniline (1.50 g, 8.69 mmol), potassium carbonate (1.32 g, 9.56 mmol) and 1 -ethylpiperazine (1.98 g, 17.3 mmol) w 2 ml of DMF, 2.021 g of the title product in the form of a yellow solid were obtained (yield 92.9%). MS-ESI: (m/z) calculated for C12H19N4O2 [ + H]+: 251.15, found 251.1. 1H NMR (300 MHz, CDC ) delta 7.81 (d, J = 9,6 Hz, 1 H), 6.39 (dd, J = 9,6 Hz;2, 1 Hz 1 H), 6.22 (d, J = 2,1 Hz, 1 H), 3.31 (dd, J = 4,5Hz, 4,8Hz, 4H), 2,44 (dd, J = 4,5Hz, 4,8Hz, 4H) 2,35 (q, J = 7.2 Hz, 2H),1.02 (t, J = 7.2 Hz, 3H) ppm.

As the paragraph descriping shows that 5308-25-8 is playing an increasingly important role.

Reference：
Patent; CELON PHARMA S.A.; ZDZALIK, Daria; LIPNER, Joanna; WIECZOREK, Maciej; DZWONEK, Karolina; YAMANI, Abdellah; DUBIEL, Krzysztof; LAMPARSKA-PRZYBYSZ, Monika; GRYGIELEWICZ, Paulina; STANCZAK, Aleksandra; WO2014/141015; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5308-25-8,5308-25-8, 1-Ethylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A solution of compound 2 (0.55 mmol), 1-substituted piperazine (0.83 mmol) and pyridine (0.8 mmol) in 10 mL THF (tetrahydrofuran) was stirred at room temperature overnight. When the reaction was completed, the solvent was evaporated under reduced pressure. The residues were dissolved in ethyl acetate and washed with water and saturated sodium chloride solution. After drying over anhydrous Na2SO4, the solvent was removed under reduced pressure to get crude product. The pure products were obtained by recrystallizing from ethanol.

The synthetic route of 5308-25-8 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Wu, Zhilin; Ding, Na; Tang, Yuting; Ye, Jiao; Peng, Junmei; Hu, Aixi; Research on Chemical Intermediates; vol. 43; 8; (2017); p. 4833 – 4850;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5308-25-8,1-Ethylpiperazine,as a common compound, the synthetic route is as follows.

5308-25-8, 2-Chloro-5-nitropyridine (800 mg, 5.05 mmol) was dissolved in dioxane (20 mL) and then 1-ethylpiperazine (1.7 g, 15.15 mmol) and N,N-diisopropylethylamine (927 mL, 5.05 mmol) were added. The reaction mixture solution was stirred at 70 C for a day. The reaction solution was cooled to room temperature, diluted with ethyl acetate, and then washed with brine. The organic layer was concentrated by drying with magnesium sulfate. The target compound (1.05 g, 87% yield) was used in the following reaction without purification.MS m/z: 237.51 [M+1].

The synthetic route of 5308-25-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; KOREA INSTITUTE OF SCIENCE AND TECHNOLOGY; SIM, Tae Bo; HAH, Jung Mi; CHOI, Hwan Geun; HAM, Young Jin; LEE, Jung Hun; PARK, Dong Sik; KIM, Hwan; WO2011/62372; (2011); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5308-25-8, 1-Ethylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Methyl 4-fluorobenzoate (4.6 g, 29.7 mmol) was dissolved in DMSO (20 mL), followed by the addition of K2CO3 (12.3 g, 89.1 mmol) and 1-ethylpiperazine (7.6 mL, 59.4 mmol). The mixture was heated to 110 C and stirred for 10 h before being cooled to room temperature and diluted with water (50 mL) and EtOAc (200 mL). The organic phase was washed with brine (50 mL), dried over Na2SO4, filtered, and concentrated. The residue was purified by silica gel column chromatography using CH2Cl2-MeOH (10:1) to get 4a (6.4 g, 89.2%) as a yellow solid. 1H NMR (400 MHz, CDCl3) delta 7.94 (d, J = 9.0 Hz, 1H), 6.89 (d, J = 9.0 Hz, 1H), 3.88 (s, 3H), 3.36-3.39 (m, 4H), 2.60-2.63 (m, 4H), 2.50 (q, J = 7.2 Hz, 2H), 1.15 (t, J = 7.2 Hz, 3H). ESI-MS (m/z): [M + H]+ = 249.0.

5308-25-8, The synthetic route of 5308-25-8 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Cui, Jing; Peng, Xia; Gao, Dingding; Dai, Yang; Ai, Jing; Li, Yingxia; Bioorganic and Medicinal Chemistry Letters; vol. 27; 16; (2017); p. 3782 – 3786;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5308-25-8,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5308-25-8,1-Ethylpiperazine,as a common compound, the synthetic route is as follows.

2-chloro-4 (4-fluorophenyl) -5,6,7,8,9,10-hexahydrocycloocta [b] pyridine (7.4 kg)BINAP (95 g), bis (dibenzylideneacetone) palladium(44 g), sodium tert-butoxide (3.7 kg),Toluene (37 L), ethyl piperazine (8.7 kg) was charged to the reactor.The temperature was raised to T = 75 to 80 C. and maintained at T = 80 to 85 C. for 3 hours.(Note: the reaction is exothermic, typically a complete conversion is achieved after 2 hours at 80 C). The mixture was cooled to 60-65 C.,Water (37 L) was added keeping the temperature at T = 60-65 C.The temperature was adjusted to T = 70-75 C. and the layers were separated. I removed the lower aqueous layer.The organic layer was washed with brine solution (36 L). Reduce the temperature below 25 C,The organic layer was filtered through an activated carbon cartridge.The organic layer was treated with water (22 L) and hydrochloric acid (4.5 L).The layers separated and the organic layer was removed. The aqueous layer (including product) was dissolved in toluene(37 L) and sodium hydroxide (5.2 L).The temperature was adjusted to T = 70-75 C. and the layers were separated. I removed the lower aqueous layer.The solvent was removed by vacuum distillation to a small amount. Acetone (22 L) was added,The mixture was heated to reflux. Dissolution occurred and the mixture was cooled to T = 0 to 5 C. The product was isolated by filtration and washed with cold acetone.The product in the wet state is dried under vacuum at T = 48-53 C. to give a purity99.92% A% HPLC (method 2) of blonanserin was obtained(7.8 kg, molar yield 85%). Blonanserin (7.6 kg) obtained in the above procedure was recrystallized from isopropanol (purpose: blank filtering of blonanserin) (6.7 kg; yield 88%; purity 99.94% A% HPLC (method 2)).

The synthetic route of 5308-25-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; LUNDBECK PHARMACEUTICALS ITALY SA; HUBER, FLORIAN ANTON MARTIN; FAVERI, CARLA DE; (25 pag.)JP2018/43989; (2018); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5308-25-8, 1-Ethylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,5308-25-8

General procedure: A mixture ofdifferent fluoro substituted 2-nitrobenzoate (1.5 mmol) and various amines (7.5 mmol) in DMF (3 mL) was stirred atroom temperature for 2 h. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic phase was washed with water and brine. After dried by sodium sulfate and concentration, the residue was purified by chromatography on silica gel to give as yellowish solid.

The synthetic route of 5308-25-8 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Fan, Jun; Dai, Yang; Shao, Jingwei; Peng, Xia; Wang, Chen; Cao, Sufen; Zhao, Bin; Ai, Jing; Geng, Meiyu; Duan, Wenhu; Bioorganic and Medicinal Chemistry Letters; vol. 26; 11; (2016); p. 2594 – 2599;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5308-25-8,1-Ethylpiperazine,as a common compound, the synthetic route is as follows.

To the solution of product of Step A (690 mg, 2.44 mmol) in DCM (10 mL) was added 1- ethylpiperazine (279 mg, 2.44 mmol) followed by Et3N (247 mg, 2.44 mmol). The solution was stirred at room temperature for 4 hours. TLC (PE/EA = 5/1) showed the reaction was completed. The resulting solution was concentrated and the residue (770 mg, yield: 99%) was used in next step directly. MS: IVJIe 318 (M+1)., 5308-25-8

The synthetic route of 5308-25-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; BEIGENE, LTD.; ZHOU, Changyou; ZHANG, Guoliang; WO2014/206343; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5308-25-8,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5308-25-8,1-Ethylpiperazine,as a common compound, the synthetic route is as follows.

To a solution of compound 88 (2 g, 9.8 mmol, 1 eq) in DMSO (10 mL) was added K2CO3 (2.7 g, 19.7 mmol, 2 eq), 1-ethylpiperazine (compound 89, 1.7 g, 14.7 mmol, 1.5 eq) and TBAI (36 mg, 0.098 mmol, 0.01 eq). The reaction mixture was stirred at 120 C for 2 h. After cooling down to rt, the mixture was diluted with water (30 mL), thus formed solid was filtered, rinsed with water (5 mL x 3), and dried to afford the desired product (1.5 g, 65%) as a yellow solid which was used to the next step directly. NMR (300 MHz, CDC ): delta 8.19- 8.14 (m, 2 H), 7.23-7.19 (m, 1 H), 3.53-3.45 (m, 4 H), 2.79-2.65 (m, 4 H), 2.57-2.50 (m, 2 H), 1.19 (t, J= 7.2 Hz, 3 H).

5308-25-8 1-Ethylpiperazine 79196, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; BEIJING XUANYI PHARMASCIENCES CO., LTD.; SONG, Yuntao; CHEN, Xiaoqi; (188 pag.)WO2019/35008; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5308-25-8,5308-25-8, 1-Ethylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixed solution of a commercially available product of 1-(diphenylmethyl)azetidin-3-one (10.1 g, 42.6 mmol), TH-IF (100 mL) and acetic acid (5.00 mL) was added ethylpiperazine (6.48 mL, 51.1 mmol) at room temperature. The resultant mixture was stirred at room temperature for 45 minutes. Sodium triacetoxyborohydride (18.1 g, 85.1 mmol) was added to the reaction mixture at room temperature and then stirred at room temperature for 15 hours. Sodium hydrogen carbonate and water were added to the reaction mixture, and the resultant solution was then extracted with ethyl acetate. An organic layer was washed with saturated brine, then dried over anhydrous magnesium sulfate, and then filtrated. The solvent was evaporated under a reduced pressure, and the resultant residue was purified by silica gel column chromatography (ethyl acetate-methanol) and was then further purified by NH silica gel column chromatography (heptane:ethyl acetate=2:1 and the 1:1) to give the title compound (12.7 g, yield: 89%). 1H-NMR Spectrum (400 MHz, CDCl3) delta(ppm): 1.07 (3H, t, J=7.6 Hz), 2.20-2.65 (10H, m), 2.85-2.93 (2H, m), 2.95-3.05 (1H, m), 3.35-3.45 (2H, m), 4.41 (1H, s), 7.15-7.20 (2H, m), 7.23-7.29 (4H, m), 7.37-7.42 (4H, m).

The synthetic route of 5308-25-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Inoue, Satoshi; Yamamoto, Yuji; Iso, Kentaro; US2015/175615; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics