Analyzing the synthesis route of 1-Acetylpiperazine

The synthetic route of 13889-98-0 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.13889-98-0,1-Acetylpiperazine,as a common compound, the synthetic route is as follows.

13889-98-0, Example 83 1-acetyl-4-{[2-(5-{1-[4-(methylsulfonyl)phenyl]-2-(tetrahydro-2H-pyran-4-yl)ethyl}-1H-pyrrol-2-yl)pyridin-4-yl]methyl}piperazine To a solution of 2-(5-{1-[4-(methylsulfonyl)phenyl]-2-(tetrahydro-2H-pyran-4-yl)ethyl}-1H-pyrrol-2-yl)pyridine-4-carbaldehyde (170 mg) in 1,2-dichloroethane (5 mL) was added 1-acetylpiperazine (115 mg), and the mixture was stirred at room temperature for 30 min. To the reaction mixture was added sodium triacetoxyborohydride (250 mg), and the mixture was stirred overnight at room temperature. The reaction mixture was diluted with ethyl acetate, washed with saturated aqueous sodium hydrogen carbonate and saturated brine, dried (MgSO4) and concentrated. The residue was subjected to basic silica gel column chromatography, and the title compound (180 mg, yield 85%) was obtained as a pale-yellow amorphous solid from a fraction eluted with ethyl acetate-methanol (19:1, volume ratio). MS:551(MH+). 1H NMR (300 MHz, CDCl3) delta1.29 – 1.50 (3 H, m), 1.54 – 1.60 (1 H, m), 1.82 – 1.97 (1 H, m), 2.08 (3 H, s), 2.36 – 2.50 (4 H, m), 3.04 (3 H, s), 3.20 – 3.37 (2 H, m), 3.40 – 3.53 (4 H, m), 3.58 – 3.69 (2 H, m), 3.86 – 3.99 (2 H, m), 4.14 – 4.22 (1 H, m), 6.15 (1 H, t, J=3.0 Hz), 6.59 – 6.72 (1 H, m), 6.93 – 7.06 (1 H, m), 7.36 – 7.53 (3 H, m), 7.87 (2 H, d, J=8.3 Hz), 8.32 (1 H, d, J=4.5 Hz), 9.28 (1 H, brs).

The synthetic route of 13889-98-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2149550; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Some tips on 13889-98-0

13889-98-0, 13889-98-0 1-Acetylpiperazine 83795, apiperazines compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.13889-98-0,1-Acetylpiperazine,as a common compound, the synthetic route is as follows.

To a stirred solution of trans-4-chloro-3-nitrocinnamic acid (1.50 g, 6.59 mmol) and 1-acetylpiperazine (0.89 g, 6.94 mmol) in 20 ML of DMF at room temperature was added EDAC (1.4 g, 7.30 mmol).The mixture was then stirred at room temperature for 2 hours. TLC indicated the complete consumption of the acid.Water was then added to quench the reaction and to precipitate out the product.Cinnamide was then collected through filtration and washed with cold water.The light yellow product was dried in vacuum oven overnight at 40 C. to give 2.04 g (6.03 mmol, 91.6%) of the title compound.

13889-98-0, 13889-98-0 1-Acetylpiperazine 83795, apiperazines compound, is more and more widely used in various fields.

Reference:
Patent; Abbott Laboratories; US2004/116518; (2004); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 1-Acetylpiperazine

The synthetic route of 13889-98-0 has been constantly updated, and we look forward to future research findings.

13889-98-0, 1-Acetylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1-{4-[3-(6-Bromo-quinazolin-4-yl)-5-fluoro-benzoyl]-piperazin-1-yl}-ethanone To a mixture of 3-(6-bromo-quinazolin-4-yl)-5-fluoro-benzoic acid (1.36 g, 3.72 mmol) in CH2Cl2 (15 mL) was added DIPEA (1.30 mL, 7.44 mmol) and HBTU (1.694 g, 4.47 mmol) at rt. The reaction mixture was stirred at rt for 20 min. To the mixture was then added 1-(piperazin-1-yl)ethanone (0.572 g, 4.47 mmol) and the reaction mixture was stirred at rt for 1 h. The reaction was quenched with a saturated aqueous solution of NaHCO3 and extracted with CH2Cl2. The organic layer was washed twice with brine, dried by passing through a phase separating cartridge and evaporated. Purification by Flash chromatography using Biotage Isolera system (amine functionalized silica KP-NH, eluting with Cyclohexane/EtOAc 0 to 100%) gave the title compound (1.20 g, 68% yield) as a beige foam. MS: 457.4-459.3 [M+1]+, Rt(2′)=1.03 min., 13889-98-0

The synthetic route of 13889-98-0 has been constantly updated, and we look forward to future research findings.

Reference:
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

Brief introduction of 1-Acetylpiperazine

The synthetic route of 13889-98-0 has been constantly updated, and we look forward to future research findings.

13889-98-0, 1-Acetylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

13889-98-0, To a sealed tube was added 5-bromo-2-nitropyridine 111-1 (2.3 g, 11.4 mmol), l-(piperazin-l-yl)ethanone 111-2 (1.6 g, 12.8 mmol), triethylamine (4.8 mL, 34.2 mmol) and DMSO (5 mL). The reaction was heated to 120C and stirred for 16 hours. The reaction was cooled to room temperature. Triethylamine was removed by rotary evaporation. The residue was triturated in 15 mL ethyl acetate. The solid was collected by filtration and washed with small amount of ethyl acetate to give l-(4-(6-nitropyridin-3-yl)piperazin-l-yl)ethanone 111-3 as a light yellow solid. MS m/z 251.1 (M + 1).

The synthetic route of 13889-98-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRM LLC; CHENG, Dai; ZHANG, Guobao; HAN, Dong; GAO, Wenqi; PAN, Shifeng; WO2010/101849; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 1-Acetylpiperazine

13889-98-0, The synthetic route of 13889-98-0 has been constantly updated, and we look forward to future research findings.

13889-98-0, 1-Acetylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of N-methylpiperazine (0.9819mmol) in dry DMF (4mL), triethylamine (0.27mL, 1.9638mmol) and potassium iodide (16.29mg, 0.0981mmol) were added at rt under N2 atmosphere. To the resultant mixture, compound 2 (0.4g, 0.9819mmol) was added and heated at 125C. After the reaction was complete, as indicated by TLC, DMF was evaporated in vacuo. The obtained residue was diluted with 20mL of water. The compound was extracted with CH2Cl2 (3×5mL). The organic layers were collected, washed with saturated brine solution, dried over anhydrous MgSO4 and concentrated in vacuo. The resultant crude was purified by column chromatography [CH2Cl2/MeOH (1-10%)] to get the title compound.

13889-98-0, The synthetic route of 13889-98-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Suresh, Narva; Nagesh, Hunsur Nagendra; Chandra Sekhar, Kondapalli Venkata Gowri; Kumar, Anil; Shirazi, Amir N.; Parang, Keykavous; Bioorganic and Medicinal Chemistry Letters; vol. 23; 23; (2013); p. 6292 – 6295;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 1-Acetylpiperazine

13889-98-0, The synthetic route of 13889-98-0 has been constantly updated, and we look forward to future research findings.

13889-98-0, 1-Acetylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of N-methylpiperazine (0.9819mmol) in dry DMF (4mL), triethylamine (0.27mL, 1.9638mmol) and potassium iodide (16.29mg, 0.0981mmol) were added at rt under N2 atmosphere. To the resultant mixture, compound 2 (0.4g, 0.9819mmol) was added and heated at 125C. After the reaction was complete, as indicated by TLC, DMF was evaporated in vacuo. The obtained residue was diluted with 20mL of water. The compound was extracted with CH2Cl2 (3×5mL). The organic layers were collected, washed with saturated brine solution, dried over anhydrous MgSO4 and concentrated in vacuo. The resultant crude was purified by column chromatography [CH2Cl2/MeOH (1-10%)] to get the title compound.

13889-98-0, The synthetic route of 13889-98-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Suresh, Narva; Nagesh, Hunsur Nagendra; Chandra Sekhar, Kondapalli Venkata Gowri; Kumar, Anil; Shirazi, Amir N.; Parang, Keykavous; Bioorganic and Medicinal Chemistry Letters; vol. 23; 23; (2013); p. 6292 – 6295;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 1-Acetylpiperazine

13889-98-0, The synthetic route of 13889-98-0 has been constantly updated, and we look forward to future research findings.

13889-98-0, 1-Acetylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: In a 25 mL two-necked round bottomed flask benzoxazole (1.0 mmol), AcOH (2.0 mmol), amine (2.0 mmol), and NIS (0.05 mmol) were added. The cold aqueous solution of H2O2 (2.0 mmol) was slowly added to the above suspension followed by 5 mL acetonitrile. Then the above mixture was kept under stirring condition till the completion of reaction. The progress of the reaction was monitored using gas chromatography. After completion of reaction the reaction mixture was extracted with ethyl acetate and treated with saturated solution of Na2CO3. Then consecutive water washing was given to the organic layer. The organic layer was separated, dried over anhydrous sodium sulphate followed by removal of solvent under reduced pressure. The reaction mixture was analyzed using a gas chromatography (Perkin Elmer, Clarus 400) equipped with a flame ionization detector (FID) and capillary column. The crude product was purified by column chromatography (silica gel, 100-200 mesh; petroleum ether/ethyl acetate, 90:10) to afford pure products. All the prepared compounds were confirmed by comparing with their authentic samples and were characterized by GC-MS (Shimadzu QP 2010), 1H NMR (Varian 500 MHz).

13889-98-0, The synthetic route of 13889-98-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wagh, Yogesh S.; Sawant, Dinesh N.; Bhanage, Bhalchandra M.; Tetrahedron Letters; vol. 53; 27; (2012); p. 3482 – 3485;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 13889-98-0

As the paragraph descriping shows that 13889-98-0 is playing an increasingly important role.

13889-98-0, 1-Acetylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Method 25 1-Acetyl-4- piperazine; 1-Butyl-3-methylimidazolium tetrafluoroborate (1.75g, 7. 74mmol) was added to a stirred solution of l-fluoro-2-methyl-4-nitrobenzene (12g, 77. 35mmol) and 1-acetylpiperazine (39.7g, 309. 4mmol) in acetonitrile (3ml). The reaction mixture was then heating at 95C overnight. The reaction mixture was allowed to cool down to room temperature. The solution was diluted with EtOAc and water. The precipitate formed was filtered off to give a solid corresponding to the required product. The organics were washed with water (4 times), brine, dried and evaporation of solvent to give a solid. Both solids were combined and after trituration with isohexane/ether and filtration, the title compound was obtained as a yellow solid which was dried in vac oven overnight at 50C. (19. 61g, 96%). NMR (400MHz) 2.06 (s, 3H), 2.38 (s, 3H), 2.99 (dt, 4H), 3.61 (m, 4H), 7.14 (d, 1H), 8.04 (dd, 1H), 8.07 (d, 1H); m/z 264., 13889-98-0

As the paragraph descriping shows that 13889-98-0 is playing an increasingly important role.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/75461; (2005); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 13889-98-0

13889-98-0, As the paragraph descriping shows that 13889-98-0 is playing an increasingly important role.

13889-98-0, 1-Acetylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: In the nitrogen atmosphere of the glove box, 3.33 mg of ruthenium complex 1c was dissolved in 50 mL of tetrahydrofuran. After stirring, a catalyst 1c stock solution was formed. 1 ml of the above solution was added to a 125-mL Parr autoclave (0.067 mg, 0.0001 mmol). 1c), And added 9mL of tetrahydrofuran, Morpholine (8.712 g, 100 mmol). After the autoclave is sealed, it is taken out of the glove box. The carbon dioxide gas and hydrogen gas were each charged at 40 atm. The reaction system is heated to 120 C in an oil bath. The pressure rises to about 120 atm, After stirring for 181 hours, The reactor was then cooled to room temperature in a water bath. Slowly release the remaining gas in the fume hood, A pale yellow liquid was obtained. P-xylene (200 muL) was added to the mixture as an internal standard. The yield of N-formylmorpholine was determined by gas chromatography to be 94%.

13889-98-0, As the paragraph descriping shows that 13889-98-0 is playing an increasingly important role.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Organic Chemistry Institute; Ding Kuiling; Qiu Jia; Yan Tao; Zhang Lei; Wang Zheng; (49 pag.)CN109553641; (2019); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 1-Acetylpiperazine

The synthetic route of 13889-98-0 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.13889-98-0,1-Acetylpiperazine,as a common compound, the synthetic route is as follows.

2-[(4-Bromo-2-fluoro-phenyl)methyl]-6-phenyl-thiazinane 1,1-dioxide (208 mg, 0.52 mmol), Pd(OAc)2 (5.8 mg, 0.026 mmol), 2-dicyclohexylphosphine-2?,6?-di-iso-propoxy-1,1?-biphenyl (24.8 mg, 0.052 mmol) and cesium carbonate (254 mg, 0.78 mmol) were weighed out in a vial and the vial was purged with nitrogen. 1,4-Dioxane (2.5 mL) and 1-piperazin-1-ylethanone (100 mg, 0.78 mmol) were then added and the reaction was stirred at 80 C. for 2 hours. The reaction was then filtered through diatomaceous earth, concentrated and purified by reverse-phase HPLC to give 1-(4-(4-((1,1-dioxido-6-phenyl-1,2-thiazinan-2-yl)methyl)-3-fluorophenyl)piperazin-1-yl)ethanone (210 mg, 89% yield)., 13889-98-0

The synthetic route of 13889-98-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Genentech, Inc.; Fauber, Benjamin; Gobbi, Alberto; Rene, Olivier; van Niel, Monique Bodil; Gancia, Emanuela; Gaines, Simon; Ladduwahetty, Tammy; Vesey, David; Ward, Stuart; Winship, Paul; (101 pag.)US2016/168141; (2016); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics