Heterocyclic Building Blocks-piperazine

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.

To a solution of tert-butyl 14-((6-(tert-butylsulfonyl)-4-((4,5-dimethyl-lH-pyrazol-3- yl)amino)quinazolin-7-yl)oxy)-3,6,9,12-tetraoxatetradecan-l-oate (200 mg, 0.300 mmol) in DCM (2 mL) was added hydrochloric acid (2.253 mL, 9.01 mmol) 4M in dioxane and the reaction was stirred at 20 C under an atmosphere of nitrogen for one hour. The volatiles were removed under vacuum, and to the resulting residue was added DCM (2 mL) and DMF (200ul), DIPEA (0.210 mL, 1.202 mmol), tert-butyl 2-methylpiperazine-l-carboxylate (0.085 mL, 0.360 mmol) and l-ethyl-3-(3- dimethylaminopropyl)carbodiimide (69.1 mg, 0.360 mmol). The reaction was stirred at room temperature under an atmosphere of nitrogen for 3 days. The reaction was diluted in 50 mL EtOAc, washed with 50 mL saturated sodium bicarbonate solution, 50 mL water, 50 mL 2 M HCI and 50 mL brine. The aqueous layer was neutralised with saturated sodium bicarbonate solution, and washed with 3 x 100 mL EtOAc. The organic layer was passed through a Biotage phase separator and concentrated under vacuum to afford the title compound (75 mg, 0.095 mmol, 32 % yield). LCMS RT= 0.83 min, ES+ve 792. (2R,5S)-Tert-butyl 5-((4-(14-((6-(tert-butylsulfonyl)-4-((3,4-dimethyl-lH-pyrazol-5- yl)amino)quinazolin-7-yl)oxy)-3,6,9,12-tetraoxatetradecan-l-oyl)-2-methylpiperazin-l-yl)methyl)- 4-(2-(6-(4-fluorobenzyl)-3,3-dimethyl-2,3-dihydro-lH-pyrrolo[3,2-b]pyridin-l-yl)-2-oxoethyl)-2- m thylpiperazine-l-carboxylate, 120737-78-2

As the paragraph descriping shows that 120737-78-2 is playing an increasingly important role.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CASILLAS, Linda N.; HARLING, John David; MIAH, Afjal Hussain; SMITH, Ian Edward David; RACKHAM, Mark David; (204 pag.)WO2017/182418; (2017); 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.171504-98-6,Methyl 1,4-Bis(Boc)-2-piperazinecarboxylate,as a common compound, the synthetic route is as follows.

(B) 1,4-Di-(N-tert-Butoxycarbonyl)-2-Piperazinecarboxylic Acid A solution of 1 N sodium hydroxide (1.2 mL) was added to a solution methyl 1,4-di-(N-tert-butoxycarbonyl)-2-piperazinecarboxylate (A, 290 mg) in methanol (10 mL). The mixture was stirred at room temperature for 12 hr and evaporated in vacuo. The residue was diluted with water and washed with ether. The aqueous layer was acidified with 10% citric acid and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate, and evaporated in vacuo to give the title compound (230 mg) as a colorless foam: 1H NMR (400 MHz, CDCl3) delta 1.44 (s,18H) and 4.56-4.75 (m, 1H)., 171504-98-6

The synthetic route of 171504-98-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Microcide Pharmaceuticals, Inc.; US6399629; (2002); B1;,
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.5464-12-0,1-(2-Hydroxyethyl)-4-methylpiperazine,as a common compound, the synthetic route is as follows.

General procedure: 1) (Cyanomethylene)tributylphosphorane (262 muL, 1.00 mmol) was added to a solution of (tetrahydrofuran-3-yl)methanol (51 mg, 0.50 mmol) and 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (97 mg, 0.5 mmol) in degassed 1,4-dioxane (2 mL) sealed in a microwave tube at rt under nitrogen. The solution was heated to 150¡ãC for 30 min in the microwave reactor and cooled to rt. 2) 1-Bromo-4-methoxybenzene (94 mg, 0.50 mmol), potassium carbonate (207 mg, 1.50 mmol) and [1,1?-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) complex with CH2Cl2 (40.8 mg, 0.05 mmol) were added to the solution. The tube was sealed, evacuated and backfilled with nitrogen. Degassed water (1 mL) was added under nitrogen. The resulting mixture was stirred at 120¡ãC for 20 min. The reaction mixture was diluted with EtOAc (25 mL) and water (15 mL), the layers were separated, and the aqueous layer was extracted with EtOAc (15 mL). The combined organic layers were washed with saturated brine (15 mL). The organic layer was dried with MgSO4, filtered and evaporated to afford the crude product. The crude product was purified by preparative HPLC (Waters XSelect CSH C18 ODB column, 5mu silica, 30mm diameter, 100mm length), using decreasingly polar mixtures of water (containing 1percent by volume NH3OH (28-30percent in H2O)) and MeCN as eluents to afford 4-(4-methoxyphenyl)-1-((tetrahydrofuran-3-yl)methyl)-1H-pyrazole (89mg, 69percent) as a beige solid., 5464-12-0

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

Reference£º
Article; Mosallanejad, Arash; Lorthioir, Olivier; Tetrahedron Letters; vol. 59; 18; (2018); p. 1708 – 1710;,
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Piperazines – an overview | ScienceDirect Topics

78818-15-2, Benzyl 3-oxopiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

78818-15-2, Sodium hydride (60% dispersion in mineral oil, 281 mg, 7.0 mmol) was added to a solution of phenylmethyl 3-oxo-1-piperazinecarboxylate (1.5 g, 6.4 mmol) in dry dimethyl formamide (5 mL) and the mixture was stirred at room temperature for 30 minutes. 5-(Chloromethyl)-1-methyl-1H-1,2,4-triazole (WO0023449, 920 mg, 7.0 mmol) was added and the mixture was stirred at room temperature for 16 hours. The mixture was poured into water (150 mL) and extracted with diethyl ether (2¡Á100 mL). The combined organic fractions were dried (MgSO4) and the solvent was evaporated under reduced pressure to give the title compound as a pale oil (2 g, 94%). m/z (ES+) 330 (M+1).

78818-15-2 Benzyl 3-oxopiperazine-1-carboxylate 736777, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Castro Pineiro, Jose Luis; Dinnell, Kevin; Elliott, Jason Matthew; Hollingworth, Gregory John; Shaw, Duncan Edward; Swain, Christopher John; US2003/236250; (2003); A1;,
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485841-52-9, (S)-1,2-Dimethylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Diisopropylethylamine (215mul, 1.25mmol) was added to a solution of compound17a(300mg, 0.54mmol) in DMF (6ml), followed by Dimethylamine dihydrochloride (61mg, 0.75mmol), HOBt (7mg, 0.05mmol) and EDC/HCl (116mg, 0.60mmol). The solution was stirred for 16h at room temperature. The reaction mixture was diluted with saturated aqueous sodium bicarbonate, and extracted with EtOAc. The organic layer was washed with brine (3 times), and dried over magnesium sulfate. The mixture was filtered, and the solvent was removed in vacuo to afford the crude product. The residue was purified by flash silica gel chromatography with CHCl3/MeOH (30:1, v/v) to give the pale orange solid (116mg, 40% yield), which was precipitated from Et2O/n-hexane;

485841-52-9, 485841-52-9 (S)-1,2-Dimethylpiperazine 28305740, apiperazines compound, is more and more widely used in various fields.

Reference£º
Article; Miyazaki, Masaki; Naito, Hiroyuki; Sugimoto, Yuuichi; Yoshida, Keisuke; Kawato, Haruko; Okayama, Tooru; Shimizu, Hironari; Miyazaki, Masaya; Kitagawa, Mayumi; Seki, Takahiko; Fukutake, Setsuko; Shiose, Yoshinobu; Aonuma, Masashi; Soga, Tsunehiko; Bioorganic and Medicinal Chemistry; vol. 21; 14; (2013); p. 4319 – 4331;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

75336-86-6, (R)-2-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

75336-86-6, General procedure: To a stirred solution of 39 (5.0 g, 13.5 mmol) in DMF (42 mL) were added triethylamine (3.8 mL) and 1-(pyridin-3-ylmethyl)-piperazine (3.2 g, 18.1 mmol) at room temperature under nitrogen. The stirred mixture was heated at 50¡ãC for 3 h. The reaction mixture was cooled to room temperature and diluted with water, THF and EtOAc. The organic extract was washed with water, dried over Na2SO4, filtrated and then concentrated. The crude solid was washed with Et2O/EtOAc and filtrated to afford the title compound 40 as a white solid (6.33 g, 12.4 mmol, 91.5percent).

75336-86-6 (R)-2-Methylpiperazine 7330434, apiperazines compound, is more and more widely used in various fields.

Reference£º
Article; Nagao, Satoshi; Yamane, Yoshinobu; Funasaka, Setsuo; Tanaka, Keigo; Miyazaki, Kazuki; Kotake, Yoshihiko; Kamata, Jun-Ichi; Watanabe-Miyano, Saori; Toyama, Osamu; Ozawa, Yoichi; Mizui, Yoshiharu; Okamoto, Kiyoshi; Ito, Daisuke; Bioorganic and Medicinal Chemistry; vol. 22; 19; (2014); p. 5513 – 5529;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

438631-77-7, (R)-1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,438631-77-7

DIPEA (5.15 mL, 29.46 mmol) was added to 695 7-bromo-4,5,6-trichloro-3-nitroquinoline (3.5 g, 9.82 mmol) and 272 1-(tert-butyl) 3-methyl (R)-piperazine-1,3-dicarboxylate (4.8 g, 19.64 mmol) in 78 THF (50 mL) at rt. The resulting solution was stirred at 80 C. for 2 days. The solvent was removed in vacuo. The crude product obtained was purified by flash silica chromatography (0 to 20% 57 EtOAc in 148 petroleum ether) to afford 697 1-tert-butyl 3-methyl (3R)-4-(7-bromo-5,6-dichloro-3-nitroquinolin-4-yl)piperazine-1,3-dicarboxylate (1.95 g, 35%) as a red solid; 1H NMR (400 MHz, DMSO, 30 C.) 1.44 (9H, s), 3.25-3.32 (3H, m), 3.50-3.60 (2H, m), 3.75-3.85 (2H, m), 3.98-4.04 (1H, m), 4.12-4.22 (2H, m), 7.80-7.95 (1H, m), 9.07 (1H, d); m/z: ES+ [M+H]+=563.

As the paragraph descriping shows that 438631-77-7 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; Kettle, Jason Grant; Bagal, Sharanjeet; Robb, Graeme Richard; Smith, James Michael; Goldberg, Frederick Woolf; Cassar, Doyle Joseph; Feron, James Lyman; US2019/177338; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

20327-23-5, 1-Cyclopropylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of aryl bromide (concentration 0.1-1 M), alkyl amine (2 eq, 0.2-2 M), Pd2(dba)3 (0.1-0.15 eq), X-Phos or BINAP (0.2-0.3 eq), t-BuONa (4-6 eq) or Cs2CO3 (2-4 eq) in toluene was stirred at 75-120 C overnight. After completion, the reaction mixture was concentrated under vacuum and purified by column chromatography to afford the desired product.d, 20327-23-5

The synthetic route of 20327-23-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; X4 PHARMACEUTICALS, INC.; BOURQUE, Elyse Marie Josee; SKERLJ, Renato; (279 pag.)WO2017/223229; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

4318-42-7, 1-Isopropylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1To 5-bromo-2-nitropyridine (1.0 g, 4.93 mmol, Eq: 1.00) in DMSO (10.0 ml) was added 1-isopropylpiperazine (632 mg, 4.93 mmol, Eq: 1.00), and the resulting solution was heated at 70¡ã C. for 18 hours.The solution was cooled to room temperature.The solution was diluted with 50 ml water.The resulting solid was filtered.The solid was washed with water and dried under vacuum.The crude material was purified by flash chromatography (silica gel, 80 g, 0percent to 3percent MeOH/DCM gradient) to give 1-isopropyl-4-(6-nitropyridin-3-yl)piperazine (788 mg, 64percent). LC/MS-ESI observed [M+H]+ 251.

4318-42-7, The synthetic route of 4318-42-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Berthel, Steven Joseph; Billedeau, Roland Joseph; Brotherton-Pleiss, Christine E.; Firooznia, Fariborz; Gabriel, Stephen Deems; Han, Xiaochun; Hilgenkamp, Ramona; Jaime-Figueroa, Saul; Kocer, Buelent; Lopez-Tapia, Francisco Javier; Lou, Yan; Orzechowski, Lucja; Owens, Timothy D.; Tan, Jenny; Wovkulich, Peter Michael; US2012/40949; (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.314741-40-7,(S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

6-Fluoro-2-methyl-3-(oxiran-2-yl)benzonitrile (12.0g, 67.7 mmol) and (S)-4-N-BOC-2-hydroxymethylpiperazine (22.0 g. 102 mmol) were suspended in ethanol (100 mL) then heated in a microwaye apparatus for 30 minutes at 150 C. The reaction mixture was cooled and eyaporated dryness. The residue was purified by MPLC chromatography through a 330g Redi-sep column eluting with 5%MeOH/95% EtOAc solyent system to yield the title compound. LC-MS : M+1= 394., 314741-40-7

The synthetic route of 314741-40-7 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;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics