Heterocyclic Building Blocks-piperazine

109-01-3, 1-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: AcOH (100%) (140 mL, 2.44 ml) was added over 1 h to a flask containing stirred NaBH4 (20.0 g, 0.53 ml) and CHCl3 (220 mL) at 0-5 . The resulting mixture was stirred at 0-5 for 1.5 h and 1-methylpiperazine (1) (28.0 ml, 0.25 ml) and a solution of methyl 4-formylbenzoate (2a) (43.4 g, 0.26 ml) in CHCl3 (60 mL) were added. The resulting mixture was stirred at 0-5 for 1 h and then for 12 h at rt. the mixture was treated with H2O (150 mL) and Na2CO3 until pH 8.0-9.0. The aqueous phase was extracted with EtOAc (2 × 100 ml) then both organic layers were combined, washed with H2O (1 × 100 ml), and dried over anhydrous Na2SO4. Filtration and evaporation of the solvents gave methyl 4-[(4-methylpiperazin-1-yl)methyl]benzoate (4a): yellowish oil; yield: 61.6 g, 99%., 109-01-3

The synthetic route of 109-01-3 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Koroleva, Elena V.; Kadutskii, Aleksey P.; Farina, Alexander V.; Ignatovich, Janna V.; Ermolinskaya, Anastasiya L.; Gusak, Klaudiya N.; Kalinichenko, Elena N.; Tetrahedron Letters; vol. 53; 38; (2012); p. 5056 – 5058;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.34770-60-0,4-Methylpiperazin-2-one,as a common compound, the synthetic route is as follows.

Intermediate H55: ethyl 3-(4-methyl-2-oxopiperazin-1-yl)indolizine-2-carboxylate A flask was charged with 3-iodoindolizine-2-carboxylate D (1.641 g), 1-methyl-3-oxopiperazine (0.594 g, 5.2 mmol), K3PO4 (2.207 g, 10.4 mmol) and Copper (I) iodide (0.050 g, 0.26 mmol), and the flask was purged and back-filled with N2. Anhydrous DMF (4.9 mL) was added, followed by N,N’-dimethylethylenediamine (0.056 mL, 0.52 mmol) and the suspension was heated at 65 C. overnight. Additional Copper (I) iodide (0.050 g, 0.26 mmol), N,N’-dimethylethylenediamine (0.056 mL, 0.52 mmol) were added and the reaction was heated at 65 C. for further 24 h. The reaction mixture was allowed to cool to room temperature and diluted with EtOAc and water. The aqueous layer was extracted with EtOAc and the combined organic layers were washed with brine, dried over sodium sulfate and evaporated. The crude was purified by flash chromatography on Biotage silica-NH SNAP cartridge (cyclohexane to cyclohexane_EtOAc=50:50) to afford title compound as a yellow solid (0.694 g). MS/ESI+ 302.2 [MH]+, Rt=0.51 min (Method A)., 34770-60-0

As the paragraph descriping shows that 34770-60-0 is playing an increasingly important role.

Reference：
Patent; CHIESI FARMACEUTICI S.P.A.; BIAGETTI, Matteo; ACCETTA, Alessandro; CAPELLI, Anna Maria; GUALA, Matilde; RETINI, Michele; US2015/361100; (2015); A1;,
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479353-63-4,479353-63-4, 1-Boc-4-(4-Carboxybenzyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of compound 5 (1.0 g, 2.81 mmol), compound 7a (0.98 g, 4.19 mmol), HATU (1.28 g, 3.37mmol) in DMF (20 mL) was cooled to 0C and DIPEA (1.95 mL, 11.24 mmol) was added. The reaction mixture was allowed to warm to room temperature and stirred for 15 min. Saturated aqueous sodium bicarbonate (20 mL) was added and the resulting mixture was extracted with ethyl acetate (50 mL><2). The combined extracts were dried over anhydrous sodium sulfate and concentrated. The residue was purified by flash column chromatography on silica gel (petroleum ether/ethyl acetate = 3 : 1 to 1 : 1) to afford compound 8a (1.29 g, 80% yield) as a yellow solid. As the paragraph descriping shows that 479353-63-4 is playing an increasingly important role. Reference：
Patent; INHIBIKASE THERAPEUTICS, INC.; WERNER, Milton, H.; KELLY, Terence, A.; (89 pag.)WO2018/81251; (2018); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.120737-78-2,tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Example 68A tert-butyl (2R)-4-[(6-{[5-(difluoromethyl)pyridin-2-yl]oxy}quinolin-2-yl)carbonyl]-2-methylpiperazine-1-carboxylate The titled compound was prepared using the conditions described in Example 14B, substituting (R)-tert-butyl 2-methylpiperazine-1-carboxylate for tert-butyl piperazine-1-carboxylate (269 mg, 53%)., 120737-78-2

The synthetic route of 120737-78-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; AbbVie Inc.; Bogdan, Andrew; Cowart, Marlon D.; DeGoey, David A.; Jinkerson, Tammie K.; Koenig, John R.; Kort, Michael E.; Liu, Bo; Matulenko, Mark A.; Nelson, Derek W.; Patel, Meena V.; Peltier, Hillary; Scanio, Marc J.; Wakefield, Brian D.; US2015/218102; (2015); A1;,
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Piperazines – an overview | ScienceDirect Topics

5464-12-0, 1-(2-Hydroxyethyl)-4-methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

a) 3-Bromo-6-(2-(4-methylpiperazin-1 – l)ethoxy)imidazo[1 ,2-6]pyridazineTo a solution of 2-(4-methylpiperazin-1-yl)ethanol (4.60 g, 32.2 mmol, 1.5 eq) in anhydrous THF (50 mL) was added NaH (60percent in mineral oil, 1.00 g, 42.9 mmol, 2.0 eq) at 0°C and the mixture was stirred at RT. After 1 h, 3-bromo-6-chloro-imidazo[1 ,2-j ]pyridazine (500 mg, 2.14 mmol, 1 eq) was added at 0°C. The mixture was heated to 65°C for 2 h, then allowed to cool, poured into crushed ice and the precipitated solid was collected by filtration to obtain an off-white solid (4.5 g, 62percent); H NMR (400 MHz, DMSO-dB) delta ppm 8.04 (d, J=10.0 Hz, 1 H), 7.74 (s, 1 H), 6.96 (d, J=9.6 Hz, 1 H), 4.46 (t, J=11.6 Hz, 2H), 3.40- 3.30 (m, 4H), 2.74 (t, J=11.6 Hz, 2H), 2.32-2.28 (m, 4H), 2.12 (s, 3H); m/z (APCI)+: 340/342 [M+H]+., 5464-12-0

Big data shows that 5464-12-0 is playing an increasingly important role.

Reference：
Patent; MEDICAL RESEARCH COUNCIL TECHNOLOGY; OSBORNE, Simon; CHAPMAN, Timothy; WALLACE, Claire; WO2012/127212; (2012); 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.55112-42-0,4-Methyl-1-piperazinecarbonyl Chloride Hydrochloride,as a common compound, the synthetic route is as follows.,55112-42-0

Other examples are summarized in the following table:

As the paragraph descriping shows that 55112-42-0 is playing an increasingly important role.

Reference：
Patent; TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; WO2008/2629; (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.252990-05-9,Methyl (R)-1-Boc-piperazine-2-carboxylate,as a common compound, the synthetic route is as follows.

Step 1 To a stirred solution of 1-(tert-butyl) 2-methyl (R)-piperazine-1,2-dicarboxylate (2.0 g. 8.2 mmol) in CH2Cl2 was added naphthalen-1-ylboronic acid (9.8 mmol, 1.2 equiv) and Cu(OAc)2 (500 mg) and stirring continued for 48 h under a balloon of air. The solution was washed with H2O, dried over Na2SO4 and evaporated. Column chromatography (20% EtOAc-hexanes) gave 1-(tert-butyl) 2-methyl (R)-4-(naphthalen-1-yl)piperazine-1,2-dicarboxylate (402 mg, 13% yield) as an oil., 252990-05-9

252990-05-9 Methyl (R)-1-Boc-piperazine-2-carboxylate 7009916, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Omeros Corporation; Cutshall, Neil S.; Gage, Jennifer Lynn; Gruswitz, Franz A.; Khalaf, Juhienah; Little, Thomas L.; Metz, Markus; Nguyen, Jeremiah H.; Nollert von Specht, Peter Kurt; Tsoung, Jennifer; Cicirelli, Michael; Goldstein, Sara Rebecca; Keshipeddy, Santosh Kumar; Kwon, Do Yeon; Lemus, Robert Huerta; Vaddela, Sudheer Babu; (638 pag.)US2019/367452; (2019); A1;,
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Piperazines – an overview | ScienceDirect Topics

52385-79-2, 2-(3-Chlorophenyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

52385-79-2, 218A (65 mg, 0.075 mmol), 2-(3-chlorophenyl)piperazine (29 mg, 0.15 mmol), BINAP (9 mg, 0.02 mmol), NaOtBu (36 mg, 0.37 mmol) andtris(dibenzylideneacetone)dipalladium(0) (6.9 mg, 7.5 imol) were charged to a vial, which was then evacuated and back-filled with argon (3x). Degassed toluene (0.25 mL) was added. The reaction mixture was stirred at 100 C overnight, then filtered through CELITE, and the solids rinsed with EtOAc. The filtrate was evaporated, and productpurified by flash chromatography to provide a mixture of 218B (22 mg, 30%), MS(ESI) m/z 984.2 (M+H). 7-(( 1 -(3 -(3 -Phenylpiperazin- 1 -yl)benzyl)- 1H-pyrazol-4-yl)methyl)- ditrityl-3H- [1 ,2,3jtriazolo [4,5 -bj pyridin-5 -amine was also obtained.

52385-79-2 2-(3-Chlorophenyl)piperazine 5225638, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; BRISTOL-MYERS SQUIBB COMPANY; SMALLHEER, Joanne, M.; SHAW, Scott, A.; HALPERN, Oz, Scott; HU, Carol, Hui; KICK, Ellen, K.; (311 pag.)WO2017/40449; (2017); 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.208167-83-3,tert-Butyl 4-(2-chloroethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of tert-butyl 4-(2-chloroethyl)piperazine- l-carboxylate (1.00 g, 4.02 mmol, 1.00 eq), 4-benzyloxyphenol (965 mg, 4.82 mmol, 1.20 eq) in N,N-dimethylformamide (20 mL) was added cesium carbonate (1.57 g, 4.82 mmol, 1.20 eq) and potassium iodide (66 mg, 0.4 mmol, 0.10 eq) under nitrogen. The reaction was stirred at 80 C for 10 hours. TLC (Petroleum ether/Ethyl acetate = 3/1) and LC/MS showed most of the starting material was consumed. Water (100 mL) was added to the mixture, and the resulting mixture was extracted with ethyl acetate (50 mL x 3). The combined organic phase was washed with brine (80 mL), dried over sodium sulfate, filtered and concentrated under vacuum. The residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate = 50/1 to 3/1) to provide tert- butyl 4-[2-(4-benzyloxyphenoxy)ethyl]piperazine-l-carboxylate (1.4 g, 3.39 mmol, 84% yield) as a colorless oil. 1H NMR (400MHz, CDC13) delta 7.46 – 7.29 (m, 5H), 6.95 – 6.88 (m, 2H), 6.88 – 6.81 (m, 2H), 5.02 (s, 2H), 4.07 (t, = 5.8 Hz, 2H), 3.51 – 3.42 (m, 4H), 2.80 (t, = 5.8 Hz, 2H), 2.56 – 2.48 (m, 4H), 1.47 (s, 9H).

208167-83-3, As the paragraph descriping shows that 208167-83-3 is playing an increasingly important role.

Reference：
Patent; ARVINAS, INC.; QIAN, Yimin; CREW, Andrew, P.; CREWS, Craig, M.; DONG, Hanqing; HORNBERGER, Keith, R.; WANG, Jing; (606 pag.)WO2018/140809; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

30459-17-7, 1-(4-Trifluoromethylphenyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Yellow solid; IR (KBr, cm-1): v 3279 (-NH), 3065-3077 (-CH str.), 2223 (CN), 1257 (C-O-C), 833 (s-triazine C-N str.), 759 (C-F). 1H NMR (400 MHz, Me2SO-d6): delta 9.26 (s, 1H, -NH, s-triazine to amino-benzonitrile linkage), 8.04 (dd, J = 1.6, 1.3 Hz, 1H, C5 proton of coumarin), 7.56-7.60 (m, 1H, coumarin), 7.47 (t, J = 8.5 Hz, 1H, C6 proton of coumarin), 7.35-38 (m, 1H, coumarin), 7.27-6.87 (8H, m, Ar-H), 3.86 (4H, br s, piperazine), 3.49 (4H, br s, piperazine). 13C NMR (100 MHz, Me2SO-d6): delta 178.1 (1C, C-6, s-triazine, C-N at piperazine linkage), 165.6 (1C, C-4, s-triazine, C-O-C at quinoline linkage), 165.2, 163.6 (2C, 1C at C-2, s-triazine, C-NH at benzonitrile moiety and 1C of CO), 153.3 (1C of C-9, coumarin), 147.8-117.5 (22C, Ar. C including 2C-CF3 at 129.7, 130.4 and 2CF3 at 125.4, 125.9), 106.4 (1C, CN), 99.2 (1C, -C-CN), 47.1, 46.6 (4C, piperazine ring carbon atoms). 19F NMR (400 MHz, CDCl3): delta -65.73, -63.89 (6F, s, -CF3 of piperazine moiety and -CF3 of amino benzonitrile moiety).

30459-17-7, As the paragraph descriping shows that 30459-17-7 is playing an increasingly important role.

Reference：
Article; Patel, Rahul V.; Kumari, Premlata; Rajani, Dhanji. P.; Chikhalia, Kishor H.; Journal of Fluorine Chemistry; vol. 132; 9; (2011); p. 617 – 627;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics