Heterocyclic Building Blocks-piperazine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.122833-04-9,2-Methoxy-4-(4-methylpiperazin-1-yl)aniline,as a common compound, the synthetic route is as follows.

[00436] 2,5-Dichloro-N-(3-nitrobenzyl)pyrimidin-4-amine (150 mg, 0.5 mmol), 2- methoxy-4-(4-methylpiperazin-l-yl)aniline (166 mg, 0.75 mmol), and trifluoroacetic acid (57 mu, 0.75 mmol) was combined in sec-butanol (5 mL) and stirred overnight at 100 C. The mixture was then concentrated and purified by column chromatography (1087) (dichloromethane: methanol = 10: 1) to yield 184 mg (76%) of the title product as a pale- yellow solid. MS (ESI) m/z 484 (M+H)+.

122833-04-9, 122833-04-9 2-Methoxy-4-(4-methylpiperazin-1-yl)aniline 20136253, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; DANA-FARBER CANCER INSTITUTE, INC.; GRAY, Nathanael; TAN, Li; (219 pag.)WO2015/164614; (2015); A1;,
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78818-15-2,78818-15-2, Benzyl 3-oxopiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A. 4-(2-Chloro-quinolin-6-ylmethyl)-3-oxo-piperazine-1-carboxylic acid benzyl ester. To a solution of 3-oxopiperazine-1-carboxylic acid benzyl ester (4.65 g, 19.8 mmol) and 6-bromomethyl-2-chloroquinoline (5.40 g, 21.0 mmol) in 80 ML of a 3:1 mixture of THF:DMF at 0 C. is added sodium hydride (0.81 g, 20.2 mmol, 60% mineral oil dispersion).The resulting mixture is stirred for 1 hour at 0 C. then at room temperature for 18 hours.The reaction mixture is quenched with saturated NH4Cl solution, then diluted with EtOAc. The organic layer is washed sequentially with 1N HCl, water, saturated NaHCO3 and saturated NaCl, then dried over MgSO4, filtered and concentrated.The crude product is triturated in Et2O/hexanes/EtOAc and filtered to afford the title compound (6.96 g, 17.0 mmol) as a white solid. 1H NMR (CDCl3, 300 MHz) delta8.08 (d, 1H), 8.00 (d, 1H), 7.69 (s, 1H), 7,63 (dd, 1H), 7.41 (d, 1H), 7.35 (s, 5H), 5.15 (s, 2H), 4.78 (s, 2H), 4.28 (s, 2H), 3.70 (m, 2H), 3.32 (bs, 2H).

As the paragraph descriping shows that 78818-15-2 is playing an increasingly important role.

Reference£º
Patent; AVENTIS PHARMACEUTICALS INC.; US2004/102450; (2004); 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.611225-86-6,4-(4-Ethylpiperazin-1-ylmethyl)phenylamine,as a common compound, the synthetic route is as follows.,611225-86-6

4-((4-ethylpiperazin-1-yl)methyl)phenylamine(3.6g) was added to a solution of Compound 2-5(6.0g) in n-butanol(130ml). The mixture was reacted at 90C for 4.0 hours, cooled to room temperature, filtered, washed and dried to obtain a red solid in a yield of 81.8%. MS m/z(ESI): 426[M+H]+.

611225-86-6 4-(4-Ethylpiperazin-1-ylmethyl)phenylamine 1084996, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Si Chuan University; CSPC Zhongqi Pharmaceutical Technology (Shijiazhuang) Co., Ltd.; YANG, Shengyong; WEI, Yuquan; EP2578584; (2013); 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.4318-42-7,1-Isopropylpiperazine,as a common compound, the synthetic route is as follows.,4318-42-7

Preparation 15: 4-(4-i-Propylpiperazin-l-yl)cyclohexanamine (cis and trans isomers); [0124] In a 250 mL flask, 4-acetamidocyclohexanone (4 g, 25.8 mmol), N-i-propyl piperazine (6 g, 46.9 mmol) were dissolved in dry toluene (125 mL) and added methanesulfonic acid (MSA) (1 mL) and refluxed using Dean-Stark apparatus for five hours with occasional decanting toluene from Dean-Stark apparatus 3-4 times. Then removed half of the toluene from the apparatus and cooled to 500C and added 75 mL ethanol then removed the Dean-Stark apparatus and cooled to 15-200C. Added NaBH4 (35.4 mmol) portion wise under nitrogen atmosphere. Continued stirring the reaction for overnight. After 30 min 20 mL of 4 N HCl was added drop wise to the reaction. The volatiles removed from the reaction under reduced pressure. Basified the gummy solid reaction mixture with 20 mL sat. K2CO3, diluted with another 20 mL water and further basified with 50percent NaOH solution to pH about 13. Then added EtOAc (100 mL) and filtered the solid product and washed with EtOAc and ether and collected cyclohexanamine N-(4-(4-i-propylpiperazin-l-yl)cyclohexyl)acetamide (cis and trans isomers) as white powder (5.2 g, 75.6percent). ESI-MS: m/z 268 (M+H) +. N-(4-(4- propylpiperazin-l-yl)cyclohexyl)acetamide (5.2 g, 19.5 mmol) was refluxed in 24percent cone. HCl solution for 20 hours at 115¡ãC. Then evaporated the solution under reduced pressure and the solid product obtained was dissolved and recrystallized from isopropyl alcohol to get the product as white hydrochloride salt (6.7 g). ESI-MS: m/z 226 (M+H)+.

As the paragraph descriping shows that 4318-42-7 is playing an increasingly important role.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; CAO, Sheldon X.; ICHIKAWA, Takashi; KIRYANOV, Andre, A.; MCBRIDE, Christopher; NATALA, Srinivasa, Reddy; KALDOR, Stephen, W.; STAFFORD, Jeffrey, A.; WO2010/25073; (2010); A1;,
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Piperazines – an overview | ScienceDirect Topics

163765-44-4, (R)-1-Boc-3-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 2: (R)-tert-Butyl 3-methyl-4-(3-(methylcarbamoyl)pyridin-2-yl)piperazine-1-carboxylate At rt, to a solution of 2-chloro-N-methyl-pyridine-3-carboxamide (300.00 mg, 1.76 mmol) in DMF (8.00 mL) was added (R)-tert-butyl 3-methylpiperazine-1-carboxylate (1.06 g, 5.28 mmol) and K2CO3 (729.75 mg, 5.28 mmol). The reaction mixture was stirred at 130 C. for 4 h under microwave. Then cooled to rt and diluted with H2O (100 mL), extracted with EtOAc (60 mL*3), the combined organic layer was washed with brine, dried (Na2SO4), filtered, concentrated and purified by chromatography (silica, ethyl acetate/petroleum ether=1/5) to afford (R)-tert-butyl 3-methyl-4-(3-(methylcarbamoyl)pyridin-2-yl)piperazine-1-carboxylate (450.00 mg, 1.35 mmol, 76.70% yield) as solid. ESI-MS (EI+, m/z): 335.0 [M+H]+, 163765-44-4

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

Reference£º
Patent; Navitor Pharmaceuticals, Inc.; O’Neill, David John; Saiah, Eddine; Kang, Seong Woo Anthony; Brearley, Andrew; Bentley, Jonathan; (519 pag.)US2018/127370; (2018); 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.5308-25-8,1-Ethylpiperazine,as a common compound, the synthetic route is as follows.

5308-25-8, General procedure: A solution of compound 2 (0.55 mmol), 1-substituted piperazine (0.83 mmol) and pyridine (0.8 mmol) in 10 mL THF (tetrahydrofuran) was stirred at room temperature overnight. When the reaction was completed, the solvent was evaporated under reduced pressure. The residues were dissolved in ethyl acetate and washed with water and saturated sodium chloride solution. After drying over anhydrous Na2SO4, the solvent was removed under reduced pressure to get crude product. The pure products were obtained by recrystallizing from ethanol.

5308-25-8 1-Ethylpiperazine 79196, apiperazines compound, is more and more widely used in various fields.

Reference£º
Article; Wu, Zhilin; Ding, Na; Tang, Yuting; Ye, Jiao; Peng, Junmei; Hu, Aixi; Research on Chemical Intermediates; vol. 43; 8; (2017); p. 4833 – 4850;,
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.21655-48-1,cis-2,6-Dimethylpiperazine,as a common compound, the synthetic route is as follows.

Intermediate 21: Ethyl 4-{cis-3,5-dimethyl-(piperazin-1-yl)}-benzoate Dimethyl sulfoxide (10 ml) was added to 3.6 g of cis-2,6-dimethylpiperazine to prepare a suspension, and 2.5 g of ethyl 4-fluorobenzoate was added to the suspension. The mixture was stirred at 80 C. for 24 hr and was then cooled to room temperature, and 100 mg of water was added thereto. The mixture was extracted three times with 100 ml of ethyl acetate. The combined organic layer was dried over anhydrous magnesium sulfate, and concentrated under the reduced pressure. The residue was purified by column chromatography on silica gel (development system: methylene chloride-methanol-concentrated aqueous ammonia=900:100:1) to prepare 1.5 g of the title compound. Physicochemical Properties of Intermediate 21, 21655-48-1

21655-48-1 cis-2,6-Dimethylpiperazine 6950261, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Meiji Seika Kaisha, Ltd.; US6451800; (2002); B1;,
Piperazine – Wikipedia
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

Compound 27 (prepared according to B 15) (0.133 g; 0.0002 mol) was dissolved in DMF (2 ml). PS-CDI, 1.9 mmol/g (0.320 g; 0.0006 mol) was added and HOBT (0.041 g; 0.003 mol) in DMF (2 ml) was added. The reaction mixture was shaken for 1 hour at room temperature. l-(2-Methoxyethyl)piperazine (0.0002 mol) in DMF (2 ml) was added. The reaction mixture was shaken overnight. MP-carbonate, 1 mmol/g (0.5 g) and polymer-bound isocyanate (0.111 g; 0.0002 mol) were added. The reaction mixture was shaken overnight. The reaction mixture was filtered, CH2Cl2 (3 ml) was added, and the mixture was shaken for 2 hours and filtered again. The filtrate was evaporated with the Genevac. The product was purified by reversed-phase high-performance liquid chromatography (Shandon Hyperprep C 18 BDS (Base Deactivated Silica) 8 mum, 250 g, LD. 5 cm). A gradient with 3 mobile phases was applied. Phase A: a 0.25 % NH4HCO3 solution in water; phase B : CH3OH; phase C: CH3CN). The desired fractions were collected and the solvent was evaporated. Yield: 22 mg of compound 275.

13484-40-7, 13484-40-7 1-(2-Methoxyethyl)piperazine 2734638, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; JANSSEN PHARMACEUTICA N.V.; WO2008/148868; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

163765-44-4, (R)-1-Boc-3-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate 34: (2R)-2-methyl-1-(methylsulfonyl)piperazine hydrochloride; To a solution of 1 , 1-dimethylethyl (3R)-3-methyl-1-piperazinecarboxylate(commercially available, for example from Sigma Aldrich, St Louis, USA, 1 .18 g, 4.98 mmol) in NaOH (2 M aqueous) (6.23 ml, 12.5 mmol) and THF (10 ml) at rt was added mesyl chloride (0.408 ml, 5.23 mmol) over 30 seconds. The solution was stirredvigorously at rt for 2 hours. Additional mesyl chloride (0.408 ml, 5.23 mmol) wasadded and the reaction was stirred vigorously at rt for 2 hours. Additional mesyl chloride (0.408 ml, 5.23 mmol) was added and the solution stirred vigorously at rt for 18 hours. The reaction was diluted with ethyl acetate (50 ml), then washed with 2M aqueous HCI (2 x 25 ml), brine (25 ml), dried (MgS04), filtered and concentrated under vacuum to leave a clear oil (900 mg) that became a crystalline white solid on standing overnight. This was redissolved in DCM (5.0 ml), then TFA (1.24 ml, 16.2 mmol) was added and the solution heated at reflux for 2 hours. The solution was cooled to rt, and concentrated under vacuum to leave a pale orange paste. This was re-dissolved in methanol (10 ml) and applied to an SCX-2 cartridge (25 g), washing with MeOH (50 ml). The product was eluted with 2M NH3 in MeOH (50 ml) and the solvent removed under vacuum to leave a viscous clear oil (361 mg). This was re- dissolved in methanol (10 ml) and aqueous HCI (2 M, 2.0 ml, 4.00 mmol) added. Concentration under vacuum, followed by azeotroping with toluene (2 x 25 ml) left a white solid, (2R)-2-methyl-1 -(methylsulfonyl)piperazine hydrochloride (412 mg).1H NMR (400 MHz, DMSO-d6) delta ppm 1 .35 (d, J=7.0 Hz, 3 H), 2 91 (m, 1 H), 3.04 (s, 3 H), 3.06 – 3.21 (m, 3 H), 3.33 (ddd, J=14.5, 12.1 , 2.9 Hz, 1 H), 3.61 (d, J=14. 5 Hz, 1 H), 4.13 (m, 1 H), 9.26 (br s, 1 H), 9.83 (br s, 1 H).

163765-44-4, 163765-44-4 (R)-1-Boc-3-Methylpiperazine 2756811, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; CONVERGENCE PHARMACEUTICALS LIMITED; BESWICK, Paul John; GLEAVE, Robert James; HACHISU, Shuji; VILE, Sadie; BERTHELEME, Nicolas; WARD, Simon E; WO2012/4604; (2012); A1;,
Piperazine – Wikipedia
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109-01-3, 1-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

31.5 g of 4-chloro-1-nitrobenzene and 44.4 ml of 1-methyl-piperazine are combined and stirred for 18 hours at 90 C. Then the solution is poured onto ice water and the precipitate formed is suction filtered, washed with water and recrystallised from ethanol/water (1:1). The residue is dried in vacuo at 75 C. [00369] Yield: 44.0 g (99% of theory), [00370] Rf value: 0.5 (silica gel, methylene chloride/methanol=10:1) [00371] Melting point: 108-112 C., 109-01-3

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

Reference£º
Patent; Boehringer Ingelheim Pharma GmbH & Co. KG; US6794395; (2004); B1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics