Category: piperazines

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.169447-70-5,(S)-tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Example 69; Preparation of Compound 69B; Step A; A solution of 4-chloro-3-nitro-pyridine (2.0 mmol, 0.32 g), diethylisopropyl amine (3.0 mmol, 0.52 mL) and 2(s)-methyl-piperazine-1-carboxylic acid tert-butyl ester (2.5 mmol, 0.50 g) in dioxane (2 mL) was irradiated using microwave for 20 minutes at a temperature of 120 C. The reaction mixture was concentrated in vacuo, and the resulting residue was purified using flash column chromatography on silica gel (eluent: ethyl acetate) to provide compound 69A as a yellow solid in quantitative yield. HPLC-MS RT= 1.42 min, mass calculated for formula C15H22N4O4 322.16, observed LCMS m/z 323.1 (M+H)., 169447-70-5

The synthetic route of 169447-70-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SCHERING CORPORATION; WO2008/54749; (2008); A1;,
Piperazine – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.76003-29-7,1-Boc-3-Oxopiperazine,as a common compound, the synthetic route is as follows.,76003-29-7

Intermediate 721 ,1 -Dimethylethyl 4-[(4-bromophenyl)methyl]-3-oxo-1 -piperazinecarboxylateTo a solution of 1 ,1 -dimethylethyl 3-oxo-1 -piperazinecarboxylate (500 mg, 2.497 mmol) in Nu,Nu-dimethylformamide (DMF) (8 mL) at room temperature under nitrogen was added sodium hydride (60% w/w in mineral oil, 120 mg, 3.00 mmol) and the resulting suspension was stirred at this temperature for 30 min. 1 -Bromo-4-(bromomethyl)benzene (749 mg, 3.00 mmol) in DMF ( 5 mL) was then added via syringe. The resulting mixture was stirred at room temperature for 1.5 h then partitioned between AcOEt and water. The layers were separated and the aqueous phase was extracted three times with AcOEt. The combined organic phases were washed three times with brine, dried over MgS04 and concentrated in vacuo. Purification of the residue by SP4 using a 25 G silica cartridge (gradient: 13 to 63% AcOEt in Hexanes) gave 1 ,1 -dimethylethyl 4-[(4-bromophenyl)methyl]-3-oxo-1 – piperazinecarboxylate (763 mg, 2.066 mmol, 83 % yield) as an oil which solidified to a white solid over 16 h. LCMS (method A): Retention time 1.14 min, [M+H]+ = 370.95 (1 Br)

76003-29-7 1-Boc-3-Oxopiperazine 3157178, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXOSMITHKLINE LLC; DEMONT, Emmanuel, Hubert; GARTON, Neil, Stuart; GOSMINI, Romain, Luc, Marie; HAYHOW, Thomas, George, Christopher; SEAL, Jonathan; WILSON, David, Matthew; WOODROW, Michael, David; WO2011/54841; (2011); A1;,
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548762-66-9, (2S,5R)-tert-Butyl 2,5-dimethylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,548762-66-9

A solution of 6-chloro-1-(3,5-diisopropylpyridazin-4-yl)-7-(2-fluorophenyl)pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione (0.439 g, 0.967 mmol, Intermediate 212), phosphoryl trichloride (0.108 mL, 1.16 mmol), and DIPEA (0.168 mL, 0.967 mmol) in acetonitrile (5 mL) was stirred under an air condensor and drying tube at 80 C. for 30 min. The reaction mixture was cooled to RT, and tert-butyl (2S,5R)-2,5-dimethylpiperazine-1-carboxylate (0.207 g, 0.967 mmol; eNovation Chemicals LLC, Bridgewater, N.J.) was added; the solution was stirred a RT for 30 min. The reaction mixture was diluted with EtOAc (200 mL), added to a separatory funnel, and washed with saturated, aqueous sodium bicarbonate (2*100 mL); the organic layer was separated, dried over anhydrous Na2SO4, and concentrated in vacuo. The crude product was adsorbed onto silica and was purified via automated flash chromatography (silica gel. 0-100% EtOAc/heptane) to give tert-butyl (2S,5R)-4-(6-chloro-1-(3,5-diisopropylpyridazin-4-yl)-7-(2-fluorophenyl)-2-oxo-1,2-dihydropyrido[2,3-d]pyrimidin-4-yl)-2,5-dimethylpiperazine-1-carboxylate (258 mg, 0.397 mmol, 41% yield) as a yellow solid. 1H NMR (400 MHz, CDCl3) delta 9.11 (d, J=2.3 Hz, 1H) 8.13 (d, J=1.9 Hz, 1H) 7.38-7.47 (m, 1H) 7.05-7.18 (m, 3H) 4.16-5.08 (m, 3H) 3.76-4.08 (m, 2H) 3.45-3.65 (m, 1H) 2.70-2.82 (m, 1H) 2.58-2.70 (m, 1H) 1.52 (s, 9H) 1.24-1.37 (m, 12H) 1.17 (dd, J=9.1, 6.8 Hz, 3H) 1.04 (dd, J=6.7, 4.7 Hz, 3H). 19F NMR (377 MHz, CDCl3) delta -113.34–113.24 (m, 1F). MS (ESI, +ve) m/z: 650.2 (M+1)+.

As the paragraph descriping shows that 548762-66-9 is playing an increasingly important role.

Reference£º
Patent; Amgen Inc.; ALLEN, John Gordon; LANMAN, Brian Alan; CHEN, Jian; REED, Anthony B.; CEE, Victor J.; LIU, Longbin; LOPEZ, Patricia; WURZ, Ryan Paul; NGUYEN, Thomas T.; Booker, Shon; ALLEN, Jennifer Rebecca; CHU-MOYER, Margaret; AMEGADZIE, Albert; CHEN, Ning; GOODMAN, Clifford; LOW, Jonathan D.; MA, Vu Van; MINATTI, Ana Elena; NISHIMURA, Nobuko; PICKRELL, Alexander J.; WANG, Hui-Ling; SHIN, Youngsook; SIEGMUND, Aaron C.; YANG, Kevin C.; TAMAYO, Nuria A.; WALTON, Mary; XUE, Qiufen; US2019/374542; (2019); A1;,
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74879-18-8, (S)-(+)-2-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

74879-18-8, Step D: A mixture of 7-fluoro-3-(4-methylthiazol-2-yl)-2H-chromen-2-one (100 mg, 0.38 mmol), (S)-2-methylpiperazine (46 mg, 0.46 mmol) and DMSO (600 uL) was heated at 80 C for 15 h. The reaction mixture was diluted in an aqueous saturated NaHC03 solution and filtered. The collected material was purified by silica gel column chromatography (10% MeOH in CH2CI2), followed by trituration with 1 : 1 hexane/acetone to yield the title compound (103 mg, 79%) as a yellow solid: m.p. 194-199 C; MS m/z 342.2 [M+H]+; 1H NMR (500 MHz, DMSO- d6): delta 8.80 (1H, s), 7.75 (1H, d, J= 9 Hz), 7.32 (1H, m), 7.06 (1H, dd, J= 9 Hz, 2.5 Hz), 6.91 (1H, d, J= 2.5 Hz), 3.88 (2H, t, J= 11 Hz), 2.96 (1H, d, J= 12 Hz), 2.81 (1H, td, J= 12 Hz, 3 Hz), 2.72 (2H, m), 2.45 (4H, m), 2.36 (1H, br s), 1.04 (3H, d, J= 6.5 Hz).

The synthetic route of 74879-18-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PTC THERAPEUTICS, INC.; F. HOFFMANN-LA ROCHE AG; WOLL, Matthew G.; CHEN, Guangming; CHOI, Soongyu; DAKKA, Amal; HUANG, Song; KARP, Gary Mitchell; LEE, Chang-Sun; LI, Chunshi; NARASIMHAN, Jana; NARYSHKIN, Nikolai; PAUSHKIN, Sergey; QI, Hongyan; TURPOFF, Anthony A.; WEETALL, Marla L.; WELCH, Ellen; YANG, Tianle; ZHANG, Nanjing; ZHANG, Xiaoyan; ZHAO, Xin; PINARD, Emmanuel; RATNI, Hasane; WO2013/101974; (2013); A1;,
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.163765-44-4,(R)-1-Boc-3-Methylpiperazine,as a common compound, the synthetic route is as follows.

Preparation 33: (R)-4-(5-Carboxy-pyridin-2-yl)-3-methyl-piperazine-1-carboxylic acid tert-butyl ester A mixture of 6-fluoronicotinic acid (150 g, 1.063 mol) and (R)-3-methylpiperazine-1-carboxylic acid tert-butyl ester (234.2 g, 1.169 mol) in tetrahydrofuran (1.75 L) was cooled to -40 C and then 2 M isopropylmagnesium chloride in tetrahydrofuran (1.196 L, 2.39 mol) was added slowly maintaining the temperature less than -20 C. The reaction mixture was slowly warmed to RT, stirred at RT for 4 h and then 1 N HCl (1.75 L) and water (1.175 L) were added. The reaction mixture was extracted with ethyl acetate (4 L). The organic phase was evaporated to provide crude solid (534 g). To the crude solid was added acetone (2 L) and water (200 mL). The resulting reaction mixture was heated to 50 C and then water (2.8 L) was added slowly. Seed crystals from a previous run at smaller scale were added after ~ 1 L of water. The reaction mixture was cooled to 20 C over 3 h, stirred at 20 C overnight and filtered. The solid was washed with 2:3 acetone:water (2 x 500 mL) and dried under vacuum to provide the title compound (329 g, 96 % yield) as an off-white solid. HPLC Method A: Retention time 9.73 min., 163765-44-4

As the paragraph descriping shows that 163765-44-4 is playing an increasingly important role.

Reference£º
Patent; Theravance Biopharma R&D IP, LLC; MCKINNELL, Robert Murray; LONG, Daniel D.; VAN ORDEN, Lori Jean; JIANG, Lan; LOO, Mandy; SAITO, Daisuke Roland; ZIPFEL, Sheila; STANGELAND, Eric L.; LEPACK, Kassandra; OGAWA, Gavin; HUANG, Xiaojun; ZHANG, Weijiang; EP2635571; (2015); B1;,
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Piperazines – an overview | ScienceDirect Topics

1214196-85-6, 1-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A 50 mL rb flask equipped with an air condenser, rubber septum and a magnetic stir bar was set under Ar atmosphere and charged with 500 mg of 1 -(/tv7-b utoxy carbonyl)piperazine-2- carboxylic acid (2.17 mmol, 1 equiv.), 80.0 mg of DMAP (0.651 mmol, 0.3 equiv.), 500 mg of EDCI (2.61 mmol, 1.2 equiv.), 10 mL of CH2CI2 and 3 mL of dry methanol. The reaction mixture was stirred at 40 C for 1.5 h and then the reaction was allowed to cool to rt. After stirring for 20 h, the reaction mixture was concentrated and the residue was dissolved in CH2CI2. The CH2CI2 solution was washed with water (3x). The water solutions were combined and the product was back-extracted with CH2CI2 (3x). Then the combined organics were washed with sat. NaHC03 solution, brine and dried over Na2S04. The crude product (661 mg) was purified on silica gel column using 0 to 5 % MeOH in CH2CI2 as eluent affording 419 mg (79 %) of the product 41 as a colorless oil.

1214196-85-6, The synthetic route of 1214196-85-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; EMORY UNIVERSITY; LIOTTA, Dennis C.; JECS, Edgars; ALTAS TAHIROVIC, Yesim; WILSON, Lawrence; PELLY, Stephen Christopher; (102 pag.)WO2019/183133; (2019); A1;,
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.780753-89-1,1-(4-Fluorophenyl)piperazin-2-one,as a common compound, the synthetic route is as follows.

780753-89-1, Example 13 4-[(2,3-Dichlorophenyl)carbonyl]-1 -(4-fluorophenyl)-2-piperazinone (E13); 1-(4-Fluorophenyl)-2-piperazinone (150mg, 0.77 mmol, prepared as described above for Example 12) and lambda/-ethyl-lambda/-(1-methylethyl)-2-propanamine (0.20 ml, 1.16 mmol) were added together in dichloromethane (4 ml) at O0C. Subsequently 2,3- dichlorobenzoyl chloride (178 mg, 0.85 mmol) was added portionwise. The mixture was left under argon and in an icebath and allowed to return to room temperature whilst being stirred constantly overnight. Dichloromethane and aqueous 3N citric acid were then added and the mixture was extracted into dichloromethane (x2). The dichloromethane layers were combined and washed sequentially with water (x1 ), saturated aqueous sodium hydrogen carbonate (x1 ), water (x1 ), and brine (x1 ), and then dried over magnesium sulphate. The solvent was evaporated in vacuo to give 4-[(2,3-dichlorophenyl)carbonyl]-1-(4-fluorophenyl)-2-piperazinone (224 mg) as a white solid. LC/MS [M+H]+ = 367, retention time = 2.62 minutes.

As the paragraph descriping shows that 780753-89-1 is playing an increasingly important role.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2009/53459; (2009); A1;,
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Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.883554-88-9,4-Carbamoyl-piperazine-1-carboxylic acid tert-butyl ester,as a common compound, the synthetic route is as follows.

To a solution of tert-butyl4-carbamoylpiperazine-1-carboxylate (0.16 g, 0.7 mmol) in DCM (2 mL) was addeda HCl in EtOAc solution (4 M, 2 mL) . The mixture was stirred at rt for 30 min andconcentrated to give the title compound as a white solid (0.16 g, 100) . 1H NMR (600 MHz, CD3OD): delta ppm 3.71-3.73 (m, 4H) , 3.25-3.27 (m, 4H) and MS-ESI: m/z 130.10[M+H-HCl] + ., 883554-88-9

The synthetic route of 883554-88-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; LIU, Bing; YU, Tianzhu; ZHANG, Xiangyu; ZHANG, Shiguo; ZHANG, Jiancun; CHENG, Changchung; (426 pag.)WO2016/34134; (2016); A1;,
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Piperazines – an overview | ScienceDirect Topics

13484-40-7, 1-(2-Methoxyethyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1 4-Fluoro-2-nitrobenzaldehyde (0.20 g, 1.2 mmol), 1-(2-methoxyethyl)piperazine (0.94 mL, 6.5 mmol) and DMSO (3.5 mL) were added and stirred at 100 C for 1.0 hour. The reaction mixture was added with water and was washed with hexane/ethyl acetate (4/1) to remove impurities. After removing impurities, the reaction mixture was extracted with ethyl acetate, and the organic layer was washed with water and saturated brine and dried over anhydrous magnesium sulfate. Then, the solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate) to obtain 4-[4-(2-methoxyethyl)piperazin-1-yl]-2-nitrobenzaldehyde (0.23 g, 68%). 1H-NMR (300 MHz, CDCl3) delta 2.63-2.69 (m, 8H), 3.38 (s, 3H), 3.49 (t, J = 5.1 Hz, 2H), 3.56 (t, J = 5.3 Hz, 2H), 7.04 (dd, J = 8.8, 2.6 Hz, 1H), 7.32 (d, J = 2.6 Hz, 1H), 7.92 (d, J = 9.0 Hz, 1H), 10.2 (s, 1H). APCI-MS (m/z); 294 [M+H]+

13484-40-7, As the paragraph descriping shows that 13484-40-7 is playing an increasingly important role.

Reference£º
Patent; KYOWA HAKKO KOGYO CO., LTD.; EP1847532; (2007); A1;,
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.414910-15-9,tert-Butyl 4-(cyclopropanecarbonyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

General procedure: 10e was dissolved in a 30% TFA solution in DCM (20 mL). After about 3 hours deprotection was complete and DCM and TFA were removed by reduced pressure. The product was dried in a vaccum oven overnight at 50 C and used for the next step without further purification (quantitative reaction).

414910-15-9, 414910-15-9 tert-Butyl 4-(cyclopropanecarbonyl)piperazine-1-carboxylate 968936, apiperazines compound, is more and more widely used in various fields.

Reference£º
Article; Giannini, Giuseppe; Battistuzzi, Gianfranco; Vesci, Loredana; Milazzo, Ferdinando M.; De Paolis, Francesca; Barbarino, Marcella; Guglielmi, Mario Berardino; Carollo, Valeria; Gallo, Grazia; Artali, Roberto; Dallavalle, Sabrina; Bioorganic and Medicinal Chemistry Letters; vol. 24; 2; (2014); p. 462 – 466;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics