Month: July 2021

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.78551-60-7,tert-Butyl 4-benzyl-3-oxopiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.,78551-60-7

To a solution of oxalyl chloride (214 mg, 1.65 mmol) in CH2CI2 (2.5 ml) in a dryice-acetone bath was added DMSO (356 mg, 4.56 mmol). After 5 min, a solution ofthe product of Step 7 (508 mg, 1.41 mmol) in CH2CI2 (3.5 ml) was added and themixture was stirred for 1 h. Triethylamine (700 nl, 5.02 mmol) was added and themixture was stirred for 15 min. The mixture was warmed to RT and stirred for 15 min.Water (30 ml) and CH2CI2 (40 ml) were added and the aqueous layer was extractedwith CH2CI2 (30 ml). The combined organic layer was washed with brine (50 ml),dried (MgSO/O, and concentrated to give the aldehyde, which was not further purified.To a solution of diisopropylamine (188 mg, 1.86 mmol) in THF (2.5 ml) in a dryice-acetone bath was added 1.6 M butyllithium in hexanes (1.40 ml, 2.24 mmol).After 5 min the mixture was put in an ice-water bath and stirred for 20 min. Thesolution was cooled in the dry ice-acetone bath again and a solution of the product ofPreparative Example 1, Step 5 (460 mg, 1.59 mmol) in THF (4 ml) was added. Themixture was stirred for 1 h. A solution of the above aldehyde in THF (4 ml) wasadded and the mixture was stirred for 1.5 h. The reaction was quenched with water(40 ml) and extracted with ether (50 ml). The aqueous layer was extracted with ether(3×40 ml). The combined organic layer was washed with brine (50 ml), dried(MgSO4), concentrated, and purified by PTLC (40% EtOAc/Hexanes) to give: fraction1 (137 mg, 15%). MS m/e 648 (M+H)+; fraction 2 (148 mg, 16%). MS m/e 648 (M+H)+

78551-60-7 tert-Butyl 4-benzyl-3-oxopiperazine-1-carboxylate 10891590, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; SCHERING CORPORATION; WO2006/14762; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

262368-30-9, N-(4-Aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a suspension of methyl (Z)-1-acetyl-3-(ethoxy(phenyl)methylene)-2-oxoindoline-6-carboxylate (6) (500 mg,1.368 mmol) in DMF (3.5 mL) was added N-(4-aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide (14) (395 mg,1.505 mmol, 1.1 equiv.) at RT. After heating the reaction mixture at 80 C for 1 h, it was allowed to cool to RT. Piperidine (297 lL,3.010 mmol, 2.2 equiv.) was then added and stirred for 2 h. Volatiles were removed in vacuo and water was added to the obtained residue and stirred for 15 min. The precipitate was then filtered under suction and cake was washed with water, then with minimum amount of cold methanol, and then ether. The obtained product was purified by column chromatography (neutral Al2O3,0-10% methanol in CH2Cl2) to afford 532 mg (72%) of target molecule 15.

262368-30-9, As the paragraph descriping shows that 262368-30-9 is playing an increasingly important role.

Reference：
Article; Edupuganti, Ramakrishna; Taliaferro, Juliana M.; Wang, Qiantao; Xie, Xuemei; Cho, Eun Jeong; Vidhu, Fnu; Ren, Pengyu; Anslyn, Eric V.; Bartholomeusz, Chandra; Dalby, Kevin N.; Bioorganic and Medicinal Chemistry; vol. 25; 9; (2017); p. 2609 – 2616;,
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.13889-98-0,1-Acetylpiperazine,as a common compound, the synthetic route is as follows.

General procedure: To a solution of substituted piperazines (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. Compound 2 (0.4g, 0.9819mmol) was added to the above reaction mixture and resultant mixture was 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 compounds.

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

Reference：
Article; Suresh, Narva; Nagesh, Hunsur Nagendra; Renuka, Janupally; Rajput, Vikrant; Sharma, Rashmi; Khan, Inshad Ali; Kondapalli Venkata Gowri, Chandra Sekhar; European Journal of Medicinal Chemistry; vol. 71; (2014); p. 324 – 332;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

109-01-3, 1-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: AcOH (100%) (140 mL, 2.44 ml) was added over 1 h to a flask containing stirred NaBH4 (20.0 g, 0.53 ml) and CHCl3 (220 mL) at 0-5 . The resulting mixture was stirred at 0-5 for 1.5 h and 1-methylpiperazine (1) (28.0 ml, 0.25 ml) and a solution of methyl 4-formylbenzoate (2a) (43.4 g, 0.26 ml) in CHCl3 (60 mL) were added. The resulting mixture was stirred at 0-5 for 1 h and then for 12 h at rt. the mixture was treated with H2O (150 mL) and Na2CO3 until pH 8.0-9.0. The aqueous phase was extracted with EtOAc (2 × 100 ml) then both organic layers were combined, washed with H2O (1 × 100 ml), and dried over anhydrous Na2SO4. Filtration and evaporation of the solvents gave methyl 4-[(4-methylpiperazin-1-yl)methyl]benzoate (4a): yellowish oil; yield: 61.6 g, 99%., 109-01-3

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

Reference：
Article; Koroleva, Elena V.; Kadutskii, Aleksey P.; Farina, Alexander V.; Ignatovich, Janna V.; Ermolinskaya, Anastasiya L.; Gusak, Klaudiya N.; Kalinichenko, Elena N.; Tetrahedron Letters; vol. 53; 38; (2012); p. 5056 – 5058;,
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.34770-60-0,4-Methylpiperazin-2-one,as a common compound, the synthetic route is as follows.

Intermediate H55: ethyl 3-(4-methyl-2-oxopiperazin-1-yl)indolizine-2-carboxylate A flask was charged with 3-iodoindolizine-2-carboxylate D (1.641 g), 1-methyl-3-oxopiperazine (0.594 g, 5.2 mmol), K3PO4 (2.207 g, 10.4 mmol) and Copper (I) iodide (0.050 g, 0.26 mmol), and the flask was purged and back-filled with N2. Anhydrous DMF (4.9 mL) was added, followed by N,N’-dimethylethylenediamine (0.056 mL, 0.52 mmol) and the suspension was heated at 65 C. overnight. Additional Copper (I) iodide (0.050 g, 0.26 mmol), N,N’-dimethylethylenediamine (0.056 mL, 0.52 mmol) were added and the reaction was heated at 65 C. for further 24 h. The reaction mixture was allowed to cool to room temperature and diluted with EtOAc and water. The aqueous layer was extracted with EtOAc and the combined organic layers were washed with brine, dried over sodium sulfate and evaporated. The crude was purified by flash chromatography on Biotage silica-NH SNAP cartridge (cyclohexane to cyclohexane_EtOAc=50:50) to afford title compound as a yellow solid (0.694 g). MS/ESI+ 302.2 [MH]+, Rt=0.51 min (Method A)., 34770-60-0

As the paragraph descriping shows that 34770-60-0 is playing an increasingly important role.

Reference：
Patent; CHIESI FARMACEUTICI S.P.A.; BIAGETTI, Matteo; ACCETTA, Alessandro; CAPELLI, Anna Maria; GUALA, Matilde; RETINI, Michele; US2015/361100; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

479353-63-4,479353-63-4, 1-Boc-4-(4-Carboxybenzyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of compound 5 (1.0 g, 2.81 mmol), compound 7a (0.98 g, 4.19 mmol), HATU (1.28 g, 3.37mmol) in DMF (20 mL) was cooled to 0C and DIPEA (1.95 mL, 11.24 mmol) was added. The reaction mixture was allowed to warm to room temperature and stirred for 15 min. Saturated aqueous sodium bicarbonate (20 mL) was added and the resulting mixture was extracted with ethyl acetate (50 mL><2). The combined extracts were dried over anhydrous sodium sulfate and concentrated. The residue was purified by flash column chromatography on silica gel (petroleum ether/ethyl acetate = 3 : 1 to 1 : 1) to afford compound 8a (1.29 g, 80% yield) as a yellow solid. As the paragraph descriping shows that 479353-63-4 is playing an increasingly important role. Reference：
Patent; INHIBIKASE THERAPEUTICS, INC.; WERNER, Milton, H.; KELLY, Terence, A.; (89 pag.)WO2018/81251; (2018); 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.120737-78-2,tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Example 68A tert-butyl (2R)-4-[(6-{[5-(difluoromethyl)pyridin-2-yl]oxy}quinolin-2-yl)carbonyl]-2-methylpiperazine-1-carboxylate The titled compound was prepared using the conditions described in Example 14B, substituting (R)-tert-butyl 2-methylpiperazine-1-carboxylate for tert-butyl piperazine-1-carboxylate (269 mg, 53%)., 120737-78-2

The synthetic route of 120737-78-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; AbbVie Inc.; Bogdan, Andrew; Cowart, Marlon D.; DeGoey, David A.; Jinkerson, Tammie K.; Koenig, John R.; Kort, Michael E.; Liu, Bo; Matulenko, Mark A.; Nelson, Derek W.; Patel, Meena V.; Peltier, Hillary; Scanio, Marc J.; Wakefield, Brian D.; US2015/218102; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5464-12-0, 1-(2-Hydroxyethyl)-4-methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

a) 3-Bromo-6-(2-(4-methylpiperazin-1 – l)ethoxy)imidazo[1 ,2-6]pyridazineTo a solution of 2-(4-methylpiperazin-1-yl)ethanol (4.60 g, 32.2 mmol, 1.5 eq) in anhydrous THF (50 mL) was added NaH (60percent in mineral oil, 1.00 g, 42.9 mmol, 2.0 eq) at 0°C and the mixture was stirred at RT. After 1 h, 3-bromo-6-chloro-imidazo[1 ,2-j ]pyridazine (500 mg, 2.14 mmol, 1 eq) was added at 0°C. The mixture was heated to 65°C for 2 h, then allowed to cool, poured into crushed ice and the precipitated solid was collected by filtration to obtain an off-white solid (4.5 g, 62percent); H NMR (400 MHz, DMSO-dB) delta ppm 8.04 (d, J=10.0 Hz, 1 H), 7.74 (s, 1 H), 6.96 (d, J=9.6 Hz, 1 H), 4.46 (t, J=11.6 Hz, 2H), 3.40- 3.30 (m, 4H), 2.74 (t, J=11.6 Hz, 2H), 2.32-2.28 (m, 4H), 2.12 (s, 3H); m/z (APCI)+: 340/342 [M+H]+., 5464-12-0

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

Reference：
Patent; MEDICAL RESEARCH COUNCIL TECHNOLOGY; OSBORNE, Simon; CHAPMAN, Timothy; WALLACE, Claire; WO2012/127212; (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.55112-42-0,4-Methyl-1-piperazinecarbonyl Chloride Hydrochloride,as a common compound, the synthetic route is as follows.,55112-42-0

Other examples are summarized in the following table:

As the paragraph descriping shows that 55112-42-0 is playing an increasingly important role.

Reference：
Patent; TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; WO2008/2629; (2008); 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.252990-05-9,Methyl (R)-1-Boc-piperazine-2-carboxylate,as a common compound, the synthetic route is as follows.

Step 1 To a stirred solution of 1-(tert-butyl) 2-methyl (R)-piperazine-1,2-dicarboxylate (2.0 g. 8.2 mmol) in CH2Cl2 was added naphthalen-1-ylboronic acid (9.8 mmol, 1.2 equiv) and Cu(OAc)2 (500 mg) and stirring continued for 48 h under a balloon of air. The solution was washed with H2O, dried over Na2SO4 and evaporated. Column chromatography (20% EtOAc-hexanes) gave 1-(tert-butyl) 2-methyl (R)-4-(naphthalen-1-yl)piperazine-1,2-dicarboxylate (402 mg, 13% yield) as an oil., 252990-05-9

252990-05-9 Methyl (R)-1-Boc-piperazine-2-carboxylate 7009916, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Omeros Corporation; Cutshall, Neil S.; Gage, Jennifer Lynn; Gruswitz, Franz A.; Khalaf, Juhienah; Little, Thomas L.; Metz, Markus; Nguyen, Jeremiah H.; Nollert von Specht, Peter Kurt; Tsoung, Jennifer; Cicirelli, Michael; Goldstein, Sara Rebecca; Keshipeddy, Santosh Kumar; Kwon, Do Yeon; Lemus, Robert Huerta; Vaddela, Sudheer Babu; (638 pag.)US2019/367452; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics