Heterocyclic Building Blocks-piperazine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1616415-40-7,(S)-tert-Butyl 4-(6-amino-1,3-dimethyl-1H-pyrazolo[3,4-d]pyrimidin-4-yl)-3-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

To Intermediate 11 (0.31 g, 0.86 mmol) was added 4N HC1 in 1,4-dioxane (10 mL) and the mixture was stirred at r.t. DCM (10 mL) was added to aid solubility. The mixture was stirred at r.t. for 6 h before concentration in vacuo, to yield the title compound (0.29 g, 90.51%) as an off white solid. LCMS (ES+) 262.2 [M+H]+, RT 1.04 minutes (method 1)., 1616415-40-7

As the paragraph descriping shows that 1616415-40-7 is playing an increasingly important role.

Reference£º
Patent; UCB PHARMA S.A.; KATHOLIEKE UNIVERSITEIT LEUVEN, K.U.LEUVEN R&D; FORD, Daniel James; FRANKLIN, Richard Jeremy; GHAWALKAR, Anant Ramrao; HORSLEY, Helen Tracey; HUANG, Qiuya; REUBERSON, James Thomas; VANDERHOYDONCK, Bart; WO2014/96423; (2014); 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.16154-62-4,1-(2-Chloro-4-nitrophenyl)-4-methylpiperazine,as a common compound, the synthetic route is as follows.

[3-Chloro-4-(4-methyl-1-piperazinyl)phenyl]amine: 1-(2-chloro-4-nitrophenyl)-4- methylpiperazine (13.5 g, 52.8 mmol) was dissolved in Methanol (200 mL), and treated with platinum(IV) oxide (0.120 g, 0.528 mmol). The reaction was evacuated and back filled with H2 twice, then stirred for 48 hours under an H2 atmosphere. The crude mixture was filtered through a pad of celite, washed with MeOH, and concentrated to give the title compound as an orange solid (12 g, 100%). 1H NMR (400 MHz, METHANOL-^) delta ppm 2.35 (s, 3 H) 2.62 (br. s., 4 H) 2.95 (br. s., 4 H) 6.63 (dd, J=8.53, 2.76 Hz, 1 H) 6.75 – 6.81 (m, 1 H) 6.90 – 6.97 (m, 1 H); MS (m/z) 226 (M+H+)., 16154-62-4

16154-62-4 1-(2-Chloro-4-nitrophenyl)-4-methylpiperazine 2837294, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXO GROUP LIMITED; CASILLAS, Linda, N.; CHAKRAVORTY, Subhas, J.; EIDAM, Patrick; HAILE, Pamela, A.; HUGHES, Terry, Vincent; LAKDAWALA SHAH, Ami; LEISTER, Lara, Kathryn; MILLER, Nathan, Andrew; RAHMAN, Attiq; SEHON, Clark, A.; WANG, Gren, Z.; ZHANG, Daohua; WO2011/120026; (2011); A1;,
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4774-22-5,4774-22-5, Piperazine-2,6-dione is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(a) A mixture of 1-t-butoxycarbonyl-4-oxopiperidine (9.06 g) and 2,6-dioxopiperazine (3.99 g) was dissolved in 1,2-dichloroethane (170 ml), and acetic acid (20 ml) of triacetoxyboronsodium hydride (9.64 g) were added to the solution, followed by stirring at room temperature for 17 hours. Then, water was added to the reaction solution under ice-cooling, and sodium hydrogencarbonate was added to the solution to neutralize acetic acid. The reaction solution was charged into a separating funnel to separate an aqueous layer from an organic layer. The aqueous layer was extracted with chloroform, and the extracted organic layer was then combined with the above organic layer. The combined organic layer was washed with a saturated saline solution and then dried over sodium sulfate. After the solvent was evaporated, the residue was purified by silica gel column chromatography (350 g, chloroform–>chloroform:methanol=60:1) to give a crystal. Then, n-hexane was added to the crystal, and the crystal was collected by filtration to give 6.46 g (62percent) of 4-(1-t-butoxycarbonylpiperidin-4-yl)-2,6-dioxopiperazine. 1 H-NMR (CDCl3) delta: 1.35-1.52 (11H), 1.77 (2H, brd), 2.58 (1H, tt, J=3.6, 11.4 Hz), 2.73 (2H, brt), 3.46 (4H, s), 4.15 (2H, brs), 8.02 (1H, s). EIMS (m/z): 297 (M+)

The synthetic route of 4774-22-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Meiji Seika Kabushiki Kaisha; US5814636; (1998); A;,
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.234109-20-7,Methyl 6-oxopiperazine-2-carboxylate,as a common compound, the synthetic route is as follows.

EXAMPLE 55 5-Oxo-piperazine-1,3(R or S)-dicarboxylic acid 1-benzyl ester 3-methyl ester. N,N-Dimethylaminopyridine (0.43 g, 3.5 mmol) and benzylchloroformate (0.55 g, 3.8 mmol) are added to a solution of methyl 6-oxopiperazine-2-carboxylate (0.50 g, 3.2 mmol) (Aebischer, B., Helv. Chim. Acta 1989, 72, 1043-1051) in CH2Cl2 at RT. After 1 h, the reaction mixture is poured into EtOAc and washed with saturated NaHCO3 and brine then dried over MgSO4, filtered and concentrated to dryness to give a solid (0.90 g, 3.1 mmol) which is used in subsequent reactions without further purification. 1H NMR (CDCl l3, 300 MHz) delta7.40 (bs, 5H), 6.32 (bs, 1H), 5.15 (s, 2H), 4.00-4.30 (m, 3H), 4.23 (s, 3H), 3.70-3.80 (m, 2H). MS (EI) m/z 292 (M+)., 234109-20-7

As the paragraph descriping shows that 234109-20-7 is playing an increasingly important role.

Reference£º
Patent; AVENTIS PHARMACEUTICALS INC.; US2004/102450; (2004); A1;,
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288251-82-1, 5-Amino-2-(4-methylpiperazin-1-yl)benzonitrile is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 17 N-[3-cyano-4-(4-methylpiperazin-1-yl)phenyl]benzo[b]thiophene-2-carboxamide By the reaction and treatment in the same manner as in Example 6 using benzo[b]thiophene-2-carboxylic acid (1.3 g) and 5-amino-2-(4-methylpiperazin-1-yl)benzonitrile (1.6 g), the title compound (1.0 g) was obtained. melting point: 263-264¡ã C. 1H-NMR (270 MHz, DMSO-d6)delta:2.24 (3H, s), 3.13-3.14 (4H, m), 3.34-3.35 (4H, m), 7.21 (1H, d, J=9.2 Hz), 7.47-7.51 (2H, m), 7.90-7.93 (1H, m), 8.00-8.08 (2H, m), 8.09 (1H, d, J=2.6 Hz), 8.32 (1H, s), 10.64 (1H, s).

288251-82-1, 288251-82-1 5-Amino-2-(4-methylpiperazin-1-yl)benzonitrile 17609581, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Ushio, Hiroyuki; Naito, Youichiro; Sugiyama, Naoki; Kawaguchi, Takafumi; Ohtsuki, Makio; Chiba, Kenji; US2003/203909; (2003); A1;,
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Piperazines – an overview | ScienceDirect Topics

1217599-13-7, (R)-1-Boc-2-Isobutylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a vial containing (R) -tert-butyl 2-isobutylpiperazine-1-carboxylate (17-a) (50.8 mg, 0.210 mmol, commerically available from Matrix Scientific, Cairo, Egypt) , were added compound 10-d (48.3 mg, 0.220 mmol) , DMF (2.0 mL) and DIEA (100 mul, 0.57 mmol) . The mixture was stirred at RT for 19 h. The mixture was then filtered and purified by preparative, reverse-phase HPLC (eluting with ACN/water with 0.1%TFA) to afford (R) -tert-butyl 4- (5-cyano-2- (1-methyl-1H-pyrazol-4-yl) pyrimidin-4-yl) -2-isobutylpiperazine-1-carboxylate (17-b) as the TFA salt. MS (ESI) Calc?d for C22H32N7O2[M+1]+, 426; found, 426., 1217599-13-7

The synthetic route of 1217599-13-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; MCGOWAN, Meredeth A.; KATZ, Jason D.; CHRISTOPHER, Matthew; ZHOU, Hua; WITTER, David James; LI, Chaomin; LAMPE, John; METHOT, Joey L.; ACHAB, Abdelghani A.; XU, Shimin; FRADERA, Xavier; (123 pag.)WO2019/119206; (2019); A1;,
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Piperazines – an overview | ScienceDirect Topics

2031-23-4, 1-(3-Chloropropyl)-4-methylpiperazine dihydrochloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 3 4,6-Diamino-2-[3-(4-methyl-1-piperazinyl)propylthio]-5-(2-methoxybenzyl)pyrimidine trihydrochloride To a suspension of 6.0 g (20 mmoles) of 4,6-diamino-2-mercapto-5-(2-methoxybenzyl)pyrimidine potassium salt, 2.76 g (20 mmoles) of potassium carbonate and 0.33 g (2 mmoles) of potassium iodide in 100 ml of methyl alcohol, 5.0 g (20 mmoles) of 1-(3-chloropropyl)-4-methylpiperazine dihydrochloride are added, and the reaction mixture is boiled for 20 hours. The mixture is allowed to cool to room temperature, the inorganic salts are filtered, the filtrate is evaporated under reduced pressure, the oil obtained is crystallized from water, the crystalline substance is filtered and dried. The base obtained is reacted in ethyl alcohol with 3 equivalents of hydrogen chloride using isopropanol containing hydrogen chloride. Thus, 5.5 g (53.7%) of the title product are obtained. M.p.: above 280 C. Analysis: for C20H33Cl3N6OS (511.95) calculated: C, 46.92%; H, 6.50%; N, 16.42%; S, 6.26%; Cl, (ionic) 20.78%; found: C, 46.31%; H, 6.54%; N, 16.14%; S, 6.26%; Cl, (ionic) 20.44%., 2031-23-4

The synthetic route of 2031-23-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; EGIS Gyogyszergyar Rt.; US6469168; (2002); B1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

288251-87-6, tert-Butyl 4-(2-cyano-4-nitrophenyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-(2-Cyano-4-nitro-phenyl)-piperazine-l -carboxylic acid tert-butyl ester (587 mg, 1.77 mmol) was dissolved in methanol (50 mL) and to this solution was added ammonium chloride (945 mg, 17.66 mmol) and zinc (1155 mg, 17.66 mmol). The mixture was magnetically stirred for 3 hr and the mixture was filtered through a pad of celite. The solids were rinsed with methanol and the combined filtrate was concentrated to a yellow solid. This crude intermediate was dissolved in ethyl acetate (400 mL) and the resulting solution was washed with water (400 mL) and brine (200 mL). The organic layer was collected, dried over sodium sulfate, and concentrated to give 4-(4-amino-2-cyano- phenyl)-piperazine-l-carboxylic acid tert-butyl ester that was used in the next step without further purification., 288251-87-6

The synthetic route of 288251-87-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; WO2008/141976; (2008); 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.288251-87-6,tert-Butyl 4-(2-cyano-4-nitrophenyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.,288251-87-6

To a stirred solution of 567 tert-butyl 4-(2-cyano-4-nitrophenyl)piperazine-1-carboxylate (2.0 g, 6.021 mmol, 1.0 eq) in 6 EtOH (30 mL) was added Fe(0) (1.0 g, 18.064 mmol, 3 eq) and a solution of 67 NH4Cl (644 mg, 12.042 mmol, 2 eq) in 7 water (30 mL) at rt. The resulting mixture was heated at 90 C. for 1 hr. The progress of reaction was monitored by LCMS. The reaction mixture was filtered through celite the residue was washed with EtOH (50 mL). The filtrate was concentrated and the residue was dissolved in 19 EtOAc (100 mL), washed with water (2¡Á100 mL), dried over Na2SO4, and concentrated to afford the desired compound, 570 tert-butyl 4-(4-amino-2-cyanophenyl)piperazine-1-carboxylate (1.77 g, 88.5%). (0598) LCMS: 303.2 [M+1]+

As the paragraph descriping shows that 288251-87-6 is playing an increasingly important role.

Reference£º
Patent; giraFpharma LLC; Chakravarty, Sarvajit; PHAM, Son Minh; Kankanala, Jayakanth; AGARWAL, Anil Kumar; PUJALA, Brahmam; SONI, Sanjeev; ARYA, Satish K.; PALVE, Deepak; KUMAR, Varun; (360 pag.)US2019/106436; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

84477-72-5, 2,2-Dimethylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

84477-72-5, To a solution of 2,2-dimethylpiperazine (1.50 g, 13.1 mmol) in CH2Cl2 (119 mL) at 0 C was added BOC2O (2.8 mL, 12 mmol) and the resulting mixture was stirred at RT for 14 h. The mixture was concentrated under reduced pressure and taken on to the next step without purification

The synthetic route of 84477-72-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOARD OF REGENTS, THE UNIVERSITY OF TEXAS SYSTEM; CHEMPARTNER CORPORATION; DI FRANCESCO, Maria, Emilia; JONES, Philip; CARROLL, Christopher, Lawrence; CROSS, Jason, Bryant; JOHNSON, Michael, Garrett; LIVELY, Sarah; (187 pag.)WO2018/218197; (2018); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics