Heterocyclic Building Blocks-piperazine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.103-76-4,N-(2-Hydroxyethyl)piperazine,as a common compound, the synthetic route is as follows.

A mechanically-stirred solution of 1-(2-hydroxyethyl)piperazine (10.0 g, 9.4 mL, 0.07 mol) in 30 mL of deionized water is cooled to 0 C. Then portions of 4N sodium hydroxide (total 28 mL) and portions of benzyl chloroformate (18.8 g, 15.7 mL, 0.11 mol) are added over 15 minute periods, keeping the temperature at 0 C. to 5 C. At the end of the additions, 4N sodium hydroxide solution is added to bring the pH of the reaction mixture to 10. After 1 hour dichloromethane (200 mL) is added and the layers are separated. The organic solution is dried over anhydrous sodium sulfate and evaporated under reduced pressure to give 1-(2-hydroxyethyl)-4-carbobenzyloxypiperazine., 103-76-4

The synthetic route of 103-76-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Mallinckrodt Medical, Inc.; US5554749; (1996); A;,
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934-98-5,934-98-5, 2-(4-Methylpiperazin-1-yl)ethanamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of 12 (0.3 mmol) and PyBOP (0.45 mmol) in THF (20 mL) was stirred for 10 min. Afterwards, the corresponding amine (0.34 mmol) and DIPEA (0.76 mmol) were given to the mixture and stirred overnight at RT. The crude mixture was evaporated, the product was dissolved in EtOAc, washed with Na2CO3 solution, and dried over Na2SO4. After evaporation, the product was purified by column chromatography (eluent: CHCl3/MeOH).

934-98-5 2-(4-Methylpiperazin-1-yl)ethanamine 70284, apiperazines compound, is more and more widely used in various fields.

Reference£º
Article; Sauer; Skinner-Adams; Bouchut; Chua; Pierrot; Erdmann; Robaa; Schmidt; Khalife; Andrews; Sippl; European Journal of Medicinal Chemistry; vol. 127; (2017); p. 22 – 40;,
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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

To a stirred solution of tert-butyl (2S,5R)-2,5-dimethylpiperazine-1-carboxylate (1.5 g, 7. mmol) in acetonitrile (15 mL) was added DIPEA (3.7 mL, 21 mmol) and methyl 2-bromo-2-(4-fluorophenyl)acetate (1.9 g, 7.7 mmol). The reaction mixture was heated up to 85 C over 10 min and was stirred for 16 h. The reaction mixture was concentrated under reduced pressure to obtain a brown gummy solid. The crude compound was purified by flash chromatography (using 24 g silica gel column; using 5 % -10 % ethylacetate/ Pet. ether) to obtain tert-butyl (2S,5R)-4-(1-(4-fluorophenyl)-2-methoxy-2- oxoethyl)-2,5-dimethylpiperazine-1-carboxylate (2.35 g, 6.18 mmol, 88% yield) as brown solid. LCMS: m/z, 379.3 (M-H); rt 1.13 min; Column: Waters Acquity UPLC BEH C18 (2.1 x 50 mm) 1.7 mm, Mobile phase A: 10 mM ammonium acetate:acetonitrile (95:5); Mobile phase B: 10 mM ammonium acetate:acetonitrile (5:95), Gradient = 20-90 % B over 1.1 minute, then a 0.6 minute hold at 90 % B; Temperature: 50 C; Flow rate: 0.7 mL/min; Detection: UV at 220 nm., 548762-66-9

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

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; VELAPARTHI, Upender; CHUPAK, Louis S.; DARNE, Chetan Padmakar; DING, Min; GENTLES, Robert G.; HUANG, Yazhong; KAMBLE, Manjunatha Narayana Rao; MARTIN, Scott W.; MANNOORI, Raju; MCDONALD, Ivar M.; OLSON, Richard E.; RAHAMAN, Hasibur; JALAGAM, Prasada Rao; ROY, Saumya; TONUKUNURU, Gopikishan; VELAIAH, Sivasudar; WARRIER, Jayakumar Sankara; ZHENG, Xiaofan; TOKARSKI, John S.; DASGUPTA, Bireshwar; REDDY, Kotha Rathnakar; RAJA, Thiruvenkadam; (0 pag.)WO2020/6018; (2020); A1;,
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21043-40-3, 1-Cyclopentylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1: 2-(4-Cyclopentyl-piperazin-1-yl)-pyrimidin-4-ylamine (Intermediate 1) A mixture of 0.5 g (3.86 mmol) 2-chloro-4-pyrimidinylamine (commercially available) and 1-cyclopentyl-piperazine (commercially available) in 1 mL DMF was heated to 70 C. for 16 h. The residue after filtration washed with diethyl ether and dried to yield 0.49 g (51%) of the title compound (intermediate 1) as white solid. MS (m/e): 284.3 (MH+)., 21043-40-3

The synthetic route of 21043-40-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Nettekoven, Matthias Heinrich; Roche, Olivier; US2007/281921; (2007); A1;,
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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.

Into a 25-mL sealed tube purged and maintained under an inert atmosphere of nitrogen, was placed a solution of 6-methoxy-2-[4-[3-(piperidin-4-yloxy)azetidin-l-yl]phenyl]-l,3-benzothiazole (110 mg, 0.28 mmol, 1 equiv), K2CO3(115 mg, 0.83 mmol, 3 equiv), ter/-butyl-4-(2- chloroethyl)piperazine-l-carboxylate (69 mg, 0.28 mmol, 1 equiv), and Nal (4.2 mg, 0.03 mmol, 0.1 equiv) in CH3CN (5 mL). The resulting mixture was stirred for 16 hours at 40 C. The solids were filtered off, and the filtrate was concentrated. The residue was applied onto a silica gel column eluting with dichloromethane/methanol (10:1). This resulted in 178 mg of tert-butyl-4-[2-[4-([l-[4-(6-methoxy-l,3- benzothiazol-2-yl)phenyl] azetidin-3 -yl] oxy)piperidin- 1 -yl] ethyl Ipiperazine- 1 -carboxylate as a yellow- green solid.

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

Reference£º
Patent; ARVINAS OPERATIONS, INC.; CREW, Andrew P; DONG, Hanqing; BERLIN, Michael; SPARKS, Steven M.; (513 pag.)WO2020/41331; (2020); A1;,
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278788-66-2, (R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Diisopropylethylamine (156 mL, 894 mmol)was added to a stirred, room temperature mixture of 3-(2-Bromo-acetyl)-6-fluoro-2-methyl- benzonitrile (176 g, 688 mmol) and (R)-4-N-Boc-2-hydroxymethyl-piperazine (149 g, 688 mmol) in THF (3500 mL) and the mixture was stirred at room temperature for 18 h. The reaction was diluted with 3 L EtOAc, washed 2x with 1500 m 10% w/w NaHcO3 aqueous solution, driedoyer MgSO4, filtered and concentrated. The residue was purified by column chromatography on silica gel (40-80% EtOAc/Hexanes, linear gradient), to proyide the title compound.

278788-66-2, The synthetic route of 278788-66-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; DE JESUS, Reynalda, Keh; DING, Fa-xiang; DONG, Shuzhi; FRIE, Jessica; GU, Xin; JIANG, Jinlong; SHAHRIPOUR, Aurash; PIO, Barbara; TANG, Haifeng; WALSH, Shawn; WO2014/126944; (2014); A2;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.74879-18-8,(S)-(+)-2-Methylpiperazine,as a common compound, the synthetic route is as follows.,74879-18-8

Triethylamine (4.13 g, 3 niL, 40.8 mmol, 4 eq) is added to a solution of 6-chloro- nicotinonitrile (1.38 g, 10 mmol, leq), (S)-2-methyl- piperazine (1.0Og, 10 mmol, leq) in DMF (15 niL), and the resulting solution is stirred at rt for 14 h. A white precipitate of triethylamine hydrochloride forms in the course of the reaction. Water (15 mL) and EtOAc (100 mL) are added, the organic layer is separated, dried over sodium sulfate and concentrated under reduced pressure to a white residue. The solid is further dried under high vacuum to yield the desired product as a white solid (1.4 g, 69%). 1H NMR (400 MHz, CHLOROFORM-cf) delta ppm 8.38 (s, 1 H), 7.58 (d, J=9.60 Hz, 1 H), 6.59 (d, J=9.09 Hz, 1 H), 4.19 – 4.31 (m, 2 H), 3.08 – 3.15 (m, 1 H), 2.92 – 3.04 (m, 1 H), 2.81 – 2.91 (m, 2 H), 2.57 – 2.65 (m, 1 H), 1.15 (d. J=6.32 Hz, 3 H).

74879-18-8 (S)-(+)-2-Methylpiperazine 2734219, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; NOVARTIS AG; WO2008/110611; (2008); A1;,
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171504-98-6, Methyl 1,4-Bis(Boc)-2-piperazinecarboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Add 1,4-di-tert-butyl 2-methylpiperazine-1,2,4-tricarboxylate (10 g) to the dry reaction flask.29.04mmol),Anhydrous tetrahydrofuran (100 mL),Under nitrogen protection, cool down to -78 C,Slowly add LiHDMS (35 mL, 35 mmol, 1 mol/L).After stirring for 2 h, iodomethane (3.7 mL, 59 mmol) was added.Stirring was continued for 1 h, slowly warmed to room temperature, and stirring was continued for 12 h.The reaction was quenched by adding a saturated aqueous solution of ammonium chloride (50 mL), and then ethyl acetate(100 mL ¡Á 2), the organic layer was combined, and the organic layer was evaporated. ),The title compound was obtained as a colorless oil (8.2 g, 79%)

171504-98-6, As the paragraph descriping shows that 171504-98-6 is playing an increasingly important role.

Reference£º
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Liu Xinchang; Ren Qingyun; Yan Guanghua; S ¡¤geerdeman; Zhang Yingjun; (200 pag.)CN109678859; (2019); A;,
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13754-38-6, 1-Benzoylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a mixture of 1-benzoylpiperazine (1.0 eq) and potassium carbonate (2.0 eq) in dimethylformamide was added dropwise a solution of the corresponding substituted 9-bromo-9H-fluorene (1.0 eq) in dimethylformamide (The synthesis of 9-bromo-9H-fluorene derivatives is reported in supporting information). After stirring for 24 h at room temperature, solvent was removed and the crude residue was dissolved in diethyl ether, washed with brine, dried over magnesium sulfate,filtered and concentrated under vacuum. The residue was purified by flash chromatography as indicated in each case to afford the title compound. Reagents: 1-Benzoylpiperazine (0.21 mmol, 40 mg), potassium carbonate (0.42 mmol, 58 mg) and 9-bromo-3-hexyloxy-9H-fluorene (0.21 mmol, 63 mg). The crude product was purified by flash chromatography (gradient, 100% petroleum ether to 100% ethyl acetate in 15 min) to afford a brown oil (54 mg, 57%). TLC Rf: 0.20 (petroleum ether/ethyl acetate 70/30). IR (cm-1): 615, 633, 670, 708, 734, 768, 788, 847, 1000, 1016, 1142, 1190, 1256, 1277, 1301, 1426, 1449, 1490, 1578, 1630, 2857, 2929. HPLC: method 2, rt = 5.36 min, purity 98%. 1H NMR (300 MHz, CDCl3) delta (ppm): 0.91-1.02 (m, 3H); 1.33-1.47 (m, 4H); 1.47-1.61 (m, 2H); 1.87 (quin, J = 6.9 Hz, 2H); 2.44 (s, 2H); 2.86 (s, 2H); 3.37 (s, 2H); 3.82 (s, 2H); 4.07 (t, J = 6.6 Hz, 2H); 4.85 (s, 1H); 6.87 (dd, J = 2.4 Hz, 8.4 Hz, 1H); 7.24 (d, J = 2.4 Hz, 1H); 7.32 (td, J = 1.5 Hz, 7.5 Hz, 1H); 7.36-7.45 (m, 6H); 7.52 (d, J = 8.4 Hz, 1H); 7.63 (d, J = 5.2 Hz, 1H); 7.67 (d, J = 6.9 Hz, 1H). 13C NMR (75 MHz, CDCl3) delta (ppm): 14.1 (CH3); 22.7 (CH2); 25.8 (CH2); 29.4 (CH2); 31.7 (CH2); 42.9 (CH2); 48.5 (CH2); 48.6 (CH2); 49.5 (CH2); 68.3 (CH2); 69.4 (CH); 105.8 (CH); 113.6 (CH); 119.7 (CH); 125.8 (CH); 126.6 (CH); 127.1 (2 * CH); 127.2 (CH); 128.2 (CH); 128.4 (2 * CH); 129.6 (CH); 135.2 (C); 135.9 (C); 141.0 (C); 142.5 (C); 144.4 (C); 159.9 (C); 170.3 (C). MS (DCI/CH4) m/z: 454.26 [M], 265.16 [M-189]. HRMS (DCI/CH4): for C30H34N2O2 [M]: calcd: 454.2620; found: 454.2607.

13754-38-6, 13754-38-6 1-Benzoylpiperazine 762654, apiperazines compound, is more and more widely used in various fields.

Reference£º
Article; Chollet, Aurelien; Mori, Giorgia; Menendez, Christophe; Rodriguez, Frederic; Fabing, Isabelle; Pasca, Maria Rosalia; Madacki, Jan; Kordulakova, Jana; Constant, Patricia; Quemard, Annaik; Bernardes-Genisson, Vania; Lherbet, Christian; Baltas, Michel; European Journal of Medicinal Chemistry; vol. 101; (2015); p. 218 – 235;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.115761-79-0,1-(2,4-Difluorophenyl)piperazine,as a common compound, the synthetic route is as follows.

115761-79-0, Example 8 N7- {2-[4-(2,4-Difluoro-phenyl)-piperazin-1-yl]-ethyl}-2-furan-2-yl- [1, 2, 4] triazolo [1, 5-C] PYRIMIDINE-5, 7-DIAMINE 7-CHLORO-2-FURAN-2-YL- [1, 2, 4] TRIAZOLO [1, 5-c] PYRIMIDIN-5-YLAMINE (1 g; see Example 1 (b) above) was suspended in 20 mL OF DMSO along with 1.5 eq of CsF and 5 eq of aminoacetaldyde dimethyl acetal. The reaction mixture was stirred at 110 oC for 18 hours. It was then cooled to room temperature and diluted with EtOAc and washed with H20 and brine, dried with NA2S04 and concentrated to afford N7-(2, 2- dimethoxy-ethyl)-2-furan-2-yl- [1, 2,4] triazolo [1, 5-c] pyrimidine-5, 7-diamine. This dimethyl acetal intermediate (40 mg, 0.13 mmol) was then unmasked to the corresponding aldehyde by suspending in a solution of 2 mL OF CH2C12 and 0.2 mL of 2: 1 solution OF TFA/H20. The resulting reaction mixture was stirred at room temperature for 4 hours. It was then neutralized with 0.25 mL of ET3N. 1- (2, 4- Difluoro-phenyl) -piperazine (40 mg, 1.5 eq; see Example 6 (a) above) was added, followed by 140 mg of Na(OAc)3BH The resulting reaction mixture was stirred at room temperature for 2 hours. It was then concentrated and then purified by preparative HPLC to afford the title compound. 1H NMR (DMSO-d6) 8 7.60 (d, J = 1. 0 Hz, 1 H), 7.28 (br s, 2 H), 7.22 (d, J = 3.6 Hz, 1 H), 6.8-7. 3 (m, 3 H), 6.68 (dd, J = 3.6 Hz, 1.0 Hz, 1 H), 6.5 (s, 1H), 3.1 (br s, 2 H), 2.2-3. 6 (m, 12 H). MS: m/z: 441 [M + NU.

As the paragraph descriping shows that 115761-79-0 is playing an increasingly important role.

Reference£º
Patent; BIOGEN IDEC MA INC.; WO2004/92172; (2004); A2;,
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