Heterocyclic Building Blocks-piperazine

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, 8.9 ml of ethylpiperazine are placed in 91.5 ml of toluene in a round-bottomed flask. A solution of 4.1 ml of ethyl bromoacetate in 11.6 ml of toluene is added dropwise. The mixture is refluxed at 110 C. for one hour, concentrated to a small volume and left in a refrigerator for 3 hours. A white precipitate forms, which is filtered off and washed with dichloromethane. The filtration liquors are evaporated; 7 g of expected product are obtained.

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

Reference£º
Patent; SANOFI-AVENTIS; US2010/210662; (2010); 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.109-01-3,1-Methylpiperazine,as a common compound, the synthetic route is as follows.

To a 500 mL one-necked flask was added p-nitrobenzyl bromide (10 g, 46.3 mmol)And 100 mL of dichloromethane,4.7 g (47.0 mmol) of N-methylpiperazine was slowly added dropwise under ice-cooling (0-5 C)And triethylamine (7.1 g, 70.3 mmol)Of dichloromethane 20mL mixture, plus heat heating reflux 1h,TLC detected the disappearance of the starting material (ethyl acetate: petroleum ether = 1: 2).150 mL of chloroform and 100 mL of saturated sodium bicarbonate solution were added to the reaction solution,Stir for 30 min at room temperature. The reaction solution was extracted with chloroform (100 mL x 3)The organic layers were combined and washed once with water and saturated sodium chloride (100 mL x 1).Dried over anhydrous magnesium sulfate, filtered,The solvent was evaporated under reduced pressure to give 8.5 g of a pale yellow solid in a yield of 78.1%Products without further purification, directly into the next step.

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; China Pharmaceutical University; Lu Shuai; Wang Yue; Zhi Yanle; Yao Chao; Lu Tao; Li Baoquan; Chen Puzhou; Bao Jiyin; (27 pag.)CN107245073; (2017); 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.70261-82-4,4-(4-Methylpiperazin-1-ylmethyl)phenylamine,as a common compound, the synthetic route is as follows.

70261-82-4, To Example 55D (75 mg, 0.198 mmol) and m-chloroperoxybenzoic acid (53.3 mg, 0.238 mmol) was added 2 mL dichlormethane. The reaction was stirred for 15 minutes when 4-((4-methylpiperazin-1-yl)methyl)aniline (48.9 mg, 0.238 mmol) followed by trifluoroacetic acid (0.031 ml, 0.397 mmol). The mixture was stirred at 50 C. for 1 hour, and at room temperature overnight. The mixture was diluted with ethyl acetate, washed with saturated aqueous NaHCO3, water, and brine, dried over MgSO4, filtered and concentrated. The crude material was dissolved in methanol, and treated with 2N HCl in diethyl ether for 1 hour. The mixture was diluted with diethyl ether and filtered. The solid was triturated with 1:1 DMSO/methanol solution, diluted with ethyl acetate, filtered, and dried over high-vacuum to provide the title compound. 1H NMR (501 MHz, DMSO-d6) delta 2.53 (s, 2H) 2.78 (s, 2H) 3.15 (s, 3H) 3.19-3.50 (m, 4H) 3.91 (s, 2H) 7.09 (d, J=1.18 Hz, 1H) 7.47 (d, J=7.58 Hz, 2H) 7.55-7.64 (m, 1H) 7.66-7.74 (m, 2H) 7.80 (d, J=1.66 Hz, 1H) 7.86 (d, J=8.06 Hz, 2H) 9.16 (s, 1H). MS (ESI+) m/z 534.9 (M+H)+.

70261-82-4 4-(4-Methylpiperazin-1-ylmethyl)phenylamine 3153996, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; ABBOTT LABORATORIES; US2012/220572; (2012); 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

20327-23-5, In 100 mL round bottom flask, 1.84 g (10 mmol) of compound II was added, 1.26 g (10 mmol) of compound III-2 and 20 mL of dry THF were added and the resulting mixture was stirred under ice-cooling in water. After adding 2.48 g (12 mmol) of DCC, stirring was continued at room temperature overnight. TLC shows the completion of the reaction.The reaction mixture was poured into ice water, stirred, extracted with 50 mL of X3 in dichloromethane, the combined organic phases were combined, washed with saturated brine, dried over anhydrous sodium sulfate, and the solvent was evaporated on a rotary evaporator. The resulting residue was subjected to column chromatography purification, To give product 1-2 as a white solid.

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

Reference£º
Patent; Zhejiang Pharmaceutical College; GUO, ZHANG HUA; (6 pag.)CN104356060; (2016); B;,
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.118753-66-5,tert-Butyl 4-aminopiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

(ii) 4-({1-[5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-1H-indole-2-carbonyl}-amino)-piperazine-1-carboxylic acid tert-butyl ester To a solution of 1 g 1-[5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-1H-indole-2-carboxylic acid and 1.3 ml NEM in 8 ml DCM, 914 mg TOTU were added and the mixture was stirred for 30 min at RT. Then 673 mg 4-Amino-piperazine-1-carboxylic acid tert-butyl ester were added and the reaction was stirred over night. After removal of the solvent under reduced pressure the residue was directly purified by chromatography on silica gel eluding with an ethyl acetate/heptane gradient. Yield: 1.1 g., 118753-66-5

The synthetic route of 118753-66-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Nazare, Marc; Essrich, Melanie; Will, David William; Matter, Hans; Ritter, Kurt; Wehner, Volkmar; US2003/199689; (2003); 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.163765-44-4,(R)-1-Boc-3-Methylpiperazine,as a common compound, the synthetic route is as follows.

Example 97′ {3-[6-(6-Methoxy-pyridin-3-yl)-quinazolin-4-yl]-phenyl}-((R)-2-methyl-piperazin-1-yl)-methanone To a stirred solution of 3-[6-(6-methoxy-pyridin-3-yl)-quinazolin-4-yl]-benzoic acid (100 mg, 0.254 mmol) in 2 mL of DMF, was added HBTU (144 mg, 0.381 mmol) and DIPEA (0.177 mL, 1.016 mmol). The reaction mixture was stirred at rt for 30 min, (R)-3-methyl-piperazine-1-carboxylic acid tert-butyl ester (76 mg, 0.381 mmol) was added and the resulting reaction mixture stirred for a further 2 h at rt. The reaction was quenched with H2O, and extracted with CH2Cl2. The organic layer was washed with brine, dried over MgSO4, filtered and evaporated under vacuum. The residue was dissolved in 3 ml of CH2Cl2 and TFA (1 ml) was added. The reaction mixture was stirred at ambient temperature for 2 h. After this period of time, the mixture was concentrated and purified by preparative reverse phase Gilson HPLC and subsequent neutralization of the combined fractions over PL-HCO3 MP gave the title compound (29 mg, 26% yield) as a white powder. 1H-NMR (400 MHz, DMSO-d6, 298 K): delta ppm 1.23 (d, 3H) 2.55-3.2 (m, 7H) 3.91 (s, 3H) 6.95 (d, 1H) 7.62 (d, 1H) 7.72 (t, 1H) 7.81 (s, 1H) 7.98 (d, 1H) 8.11 (d, 1H) 8.22 (d, 2H) 8.38 (d, 1H) 8.59 (s, 1H) 9.38 (s, 1H). MS: 440.1 [M+1]+, Rt(2′)=0.89 min.

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

Reference£º
Patent; NOVARTIS AG; COOKE, Nigel Graham; FERNANDES GOMES DOS SANTOS, Paulo Antonio; FURET, Pascal; HEBACH, Christina; HOGENAUER, Klemens; HOLLINGWORTH, Gregory; KALIS, Christoph; LEWIS, Ian; SMITH, Alexander Baxter; SOLDERMANN, Nicolas; STAUFFER, Frederic; STRANG, Ross; STOWASSER, Frank; TUFFILLI, Nicola; VON MATT, Anette; WOLF, Romain; ZECRI, Frederic; US2015/342951; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

109-07-9, 2-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1. 9-fluoro-3-methyl-10- (3-methyl-piperazine)-7-oxo-7H- pyrido [1, 2, 3-de]-1, 4-benzoxazine-6-carboxylic acid: To a solution of 9,10-difluoro-2, 3- dihydro-3-methyl-7-oxo-7H-pyrido [1, 2, 3-de]-1, 4-benzoxazine-6-carboxylic acid (1.4 g, 4.99 mmol) in pyridine (15 ml) was added 2-methyl piperazine (1.00 g, 9.99 mmol) and refluxed at 100C for 24 hours. The reaction mixture was cooled and the product crashed out of solution providing the pure desired product (1.0 g, 55% yield). ESI MS m/z : [M + H] + 362., 109-07-9

109-07-9 2-Methylpiperazine 66057, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; CUMBRE INC.; WO2005/70941; (2005); 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.192130-34-0,tert-Butyl 4-(2-aminoethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

The mixture of 4-(4-chloro-1,6-naphthyridin-2-yl)-N,N-diethylbenzamide (278 mg, 0.82 mmol), tert-butyl 4-(2-aminoethyl)piperazine-1-carboxylate (281 mg, 1.23 mmol) and K2C03 (226 mg, 1.64 mmol) in DMF (1 mL) was heated at 100¡ãC for l8hrs. The reaction mixture was poured into water (20 mL), extracted with EA (10 mL x 3). The combined organic layers were washed by water (10 mL x 3) and brine (10 mL), dried over Na2SO4. Filtered and the filtrate was concentrated under the reduced pressure to give the residue which was purified prep-TLC to afford tert-butyl 4-(2-(2-(4- (diethylcarbamoyl)phenyl)- 1 ,6-naphthyndin-4-ylamino)ethyl)piperazine- 1 -carboxylate (90 mg, 20percent). LC-MS (ESI): 533.3(M + 1)., 192130-34-0

As the paragraph descriping shows that 192130-34-0 is playing an increasingly important role.

Reference£º
Patent; SANFORD BURNHAM PREBYS MEDICAL DISCOVERY INSTITUTE; PINKERTON, Anthony B.; ARDECKY, Robert J.; ZOU, Jiwen; (256 pag.)WO2018/204176; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5625-67-2,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5625-67-2,Piperazin-2-one,as a common compound, the synthetic route is as follows.

A 2-L Erlenmeyer flask was charged with 2-piperazinone (36.5 g, 364 mmol, Sigma- Aldrich, St. Louis, MO), sodium carbonate (116 g, 1093 mmol), 600 mL of dioxane, and 150 mL of water. To this was slowly added benzyl chloroformate (62.1 g, 364 mmol, Sigma-Aldrich, St. Louis, MO) at room temperature over 20 min. After the addition was complete, the mixture was stirred for 2 h and then diluted with water and extracted with EtOAc (2 L). The combined organic extracts were dried (MgS04), filtered, and concentrated to give a white solid. To this solid was added 500 mL of DCM, triethylamine (128 mL, 911 mmol), DMAP (4.45 g, 36.4 mmol), and di-tert-butyl dicarbonate (119 g, 546 mmol, Sigma-Aldrich, St. Louis, MO). After 1 h at room temperature, the mixture was diluted with water and the organics were separated. The organics were dried (MgS04), filtered, and concentrated to give a brown oil. To this oil was added 100 mL of DCM followed by 1 L of hexane. The resulting white solid was collected by filtration to give 4-benzyl 1-tert-butyl 2-oxo-l,4- piperazinedicarboxylate (101 g).

The synthetic route of 5625-67-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AMGEN INC.; ASHTON, Kate; BARTBERGER, Michael David; BO, Yunxin; BRYAN, Marian C.; CROGHAN, Michael; FOTSCH, Christopher Harold; HALE, Clarence Henderson; KUNZ, Roxanne Kay; LIU, Longbin; NISHIMURA, Nobuko; NORMAN, Mark H.; PENNINGTON, Lewis Dale; POON, Steve Fong; STEC, Markian Myroslaw; ST. JEAN, David, Joseph, Jr.; TAMAYO, Nuria A.; TEGLEY, Christopher Michael; YANG, Kevin Chao; WO2012/27261; (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.53788-49-1,tert-Butyl 4-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.,53788-49-1

Deprotection; A solution of 1:1 TFA, DCM with 0.5% water was prepared. This solution was added to the material isolated from the reduction, above (10 mL/g starting material). The reaction was stirred for 30 minutes then the solvent was removed with a rotoevaporator. Solvent evaporation was terminated when no more solvent was observed to be collecting on the condenser. TFA was added to the product residue (2 mL/g starting material) to form a free flowing solution. The TFA solution was transferred to a centrifuge tube and diethyl ether was added to precipitate the product salt. The solution was mixed using a vortex. The solution was then centrifuged and the supernatant decanted to collect the precipitate. The filtrate was then washed 1 time with ether by resuspending the product, vortexing, and re-centrifugation. Product was dried under low vacuum to remove residual ether.

As the paragraph descriping shows that 53788-49-1 is playing an increasingly important role.

Reference£º
Patent; Applera Corporation.; US2005/148774; (2005); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics