Heterocyclic Building Blocks-piperazine

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.

4-Fluorobenzaldehyde15 (619 muL, 5.85 mmol), 1-acetylpiperazine (500 muL, 3.90 mmol) and Na2CO3 (620 mg, 5.85mmol) were dissolved in H2O (25 mL) and the stirred at 100C overnight. After extractionwith DCM, the combined organic layers were concentrated under reduced pressure and silicagel column chromatography (3% MeOH/DCM) yielded 17a (942 mg, 58%). 1H NMR (500MHz, DMSO-d6) delta 9.73 (s, 1H), 7.73 (d, J = 8.9 Hz, 2H), 7.04 (d, J = 8.9 Hz, 2H), 3.65-3.54 (m,4H), 3.50-3.44 (m, 2H), 3.42-3.36 (m, 2H), 2.04 (s, 3H); 13C NMR (126 MHz, DMSO-d6) delta190.2, 168.42, 154.3, 131.4, 126.4, 113.2, 46.3, 46.0, 44.9, 40.3, 21.1; HRMS (ESI-MS): Calculatedfor C13H17N2O2 [M+H]+: 233.12845; found: 233.12871.

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

Reference：
Article; Buehrmann, Mike; Wiedemann, Bianca M.; Mueller, Matthias P.; Hardick, Julia; Ecke, Maria; Rauh, Daniel; PLoS ONE; vol. 12; 9; (2017);,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

132710-90-8, 1-Boc-4-(3-hydroxypropyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Sodium hydride (12.5 mg, 0.3141 mmol) was added to a solution of tert-butyl 4-(3- hydroxypropyl)piperazine-1-carboxylate (154-1) (76.7 mg, 0.3141 mmol) in DMF (2.09 mL ) at 0 C. The bath was removed and the reaction stirred for 30 min. 6-(4-chlorophenyl)-8-(1-(3- chloropropyl)-1H-pyrazol-4-yl)-1-methylspiro[benzo[f][1,2,4]triazolo[4,3-a][1,4]diazepine-4,1′- cyclopropane] (89-1) (0.1 g, 0.2094 mmol) was added, the reaction stirred for 16 hours and concentrated. The product was purified by column chromatography (silica, 0-15% MeOH in DCM) to give tert-butyl 4-(3-(3-(4-(6-(4-chlorophenyl)-1- methylspiro[benzo[f][1,2,4]triazolo[4,3-a][1,4]diazepine-4,1′-cyclopropan]-8-yl)-1H-pyrazol-1- yl)propoxy)propyl)piperazine-1-carboxylate (154-2) (22.0 mg, 15.3 %) LC/MS (ES+): m/z 685.3 [M + H]+

132710-90-8, As the paragraph descriping shows that 132710-90-8 is playing an increasingly important role.

Reference：
Patent; C4 THERAPEUTICS, INC.; PHILLIPS, Andrew, J.; NASVESCHUK, Chris, G.; HENDERSON, James, A.; LIANG, Yanke; FITZGERALD, Mark, E.; MICHAEL, Ryan, E.; (790 pag.)WO2017/197056; (2017); 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.55121-99-8,(4-Aminophenyl)(4-methylpiperazin-1-yl)methanone,as a common compound, the synthetic route is as follows.

55121-99-8, Example No. 134Preparation of (4-methylpiperazin-l-yl) (4- ( (5- (thiophen-2-yl) – IH-pyrazolo [4 , 3 -d] pyrimidin-7-yl) amino) phenyl) methanone7-chloro-2- (4-methoxybenzyl) -5- (thiophen-2-yl) -2H- pyrazolo [4 , 3 -d] yrimidine (0.16 mmol) and (4 -aminophenyl) (4- methylpiperazin-l-yl) methanone (0.3 mmol 2 eq. , ) were suspended in MeOH (dry, 3mL) in a microwave vial (2-5mL) , HCl in dioxane (4M, 3 drops) was added. The reaction mixture was irradiated in a microwave reactor for 5 min at 140C. The reaction mixture was evaporated and used without further purification. The residue was dissolved in TFA (3mL) . The reaction mixture was irradiated in a microwave reactor for 5 min at 140C. The reaction mixture was concentrated and purified by semi -preparative HPLC-MS and freeze dried from water/t-BuOH 4/1. exact mass: 419.1830 g/molHPLC-MS: analytical method Crt: 1.97 min – found mass: 420 (m/z+H)

55121-99-8 (4-Aminophenyl)(4-methylpiperazin-1-yl)methanone 231408, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; ORIGENIS GMBH; ALMSTETTER, Michael; THORMANN, Michael; TREML, Andreas; TRAUBE, Nadine; WO2012/143144; (2012); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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

A solution of triphenylphosphane (31.7966 mg, 0.121 mmol) in 1 : 1 DCM:THF (0.6 mL) was cooled to 0°C and treated with diisopropyl azodicarboxylate (0.023 mL, 0.121 mmol) and stirred at 0°C for 15 min. The reaction mixture was treated with 6-hydroxy-4-(6-(4- (pyridin-2-yloxy)piperidin-l-yl)pyridin-3-yl)pyrazolo[l,5-a]pyridine-3-carbonitrile(Intermediate P78, 25.0 mg, 0.0606 mmol) in a 1 : 1 DCM:THF (0.6 mL) and 1-(N- hydroxyethyl)-4-methyl piperazine (13.1 mg, 0.0909 mmol). The reaction mixture was allowed to warm to rt and was stirred at this temperature for 30 min. The reaction mixture was concentrated in vacuo, and the resultant crude residue was directly purified by C-18 reverse phase chromatography (5-95percent ACN in water [+ 0.1percent TFA] as the gradient eluent). The fractions containing the desired product were diluted with 4: 1 DCMTPA and washed with saturated NaHC03(aq). The organic extract was dried over anhydrous Na2S04(S), filtered, and concentrated in vacuo to afford the title compound (31.5 mg, 0.0526 mmol, 86.8percent yield). MS (apci) m/z = 539.2 (M+H).

The synthetic route of 5464-12-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ANDREWS, Steven W.; ARONOW, Sean; BLAKE, James F.; BRANDHUBER, Barbara J.; COLLIER, James; COOK, Adam; HAAS, Julia; JIANG, Yutong; KOLAKOWSKI, Gabrielle R.; MCFADDIN, Elizabeth A.; MCKENNEY, Megan L.; MCNULTY, Oren T.; METCALF, Andrew T.; MORENO, David A.; RAMANN, Ginelle A.; TANG, Tony P.; REN, Li; WALLS, Shane M.; (946 pag.)WO2018/71454; (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.76003-29-7,1-Boc-3-Oxopiperazine,as a common compound, the synthetic route is as follows.

a) A solution of (2-bromoethoxy)-tert-butyldimethylsilane (4.71 g, 19.7 mmol) in tetrahydrofuran (20 ml) was added dropwise at room temperature to a stirred solution of tert- butyl 3-OXOPIPERAZINE-1-CARBOXYLATE (3.94 g, 19.7 mmol), powdered potassium hydroxide -183- (1.32 g, 23.6 mmol) and tetrabutylammonium bromide (1.27 g, 3.94 mmol) in tetrahydrofuran (30 ml) and the resulting mixture was stirred for 4 hours. The mixture was filtered and then evaporated to leave a colourless viscous oil which was purified by silica gel chromatography eluting with methyl tert-butyl ether as eluent to give tert-butyl 4-(2-{[TERT- butyl (dimethyl) silyl] OXY} ETHYL)-3-OXOPIPERAZINE-1-CARBOXYLATE (3.42 g, 45% yield) as a colourless oil: 1H-NMR (CDC13): 4.08 (s, 2H), 3.80 (t, 2H), 3.61 (m, 2H), 3.50 (m, 4H), 1.46 (s, 9H), 0.87 (s, 9H), 0.05 (s, 6H)., 76003-29-7

The synthetic route of 76003-29-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/94410; (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.122833-04-9,2-Methoxy-4-(4-methylpiperazin-1-yl)aniline,as a common compound, the synthetic route is as follows.

To a solution of (R)-2,5- dichloro-N-((tetrahydrofuran-2-yl)methyl)pyrimidin-4-amine (Lawrence, H. R.; et al. (2015) Development of Novel ACK1/TNK2 Inhibitors Using a Fragment Based Approach. /. Med. Chem. 58 (6), 2746-2763) (0.100 g, 0.403 mmol) and 2-methoxy-4-(4-methylpiperazin-l- yl)aniline (98 mg, 0.443 mmol) in 2-methoxyethanol (2 mL) was added 4 M HC1 in dioxane (0.110 mL, 0.443 mmol). The solution was stirred and heated at 110 C for 18 h. Then, the mixture was concentrated under reduced pressure and partitioned between saturated NaHCCb and CHCb (20 mL each). The aqueous layer was re-extracted with CHCb (20 mL). The organic layers were combined, dried (Na2S04), filtered, and concentrated under reduced pressure. The resulting crude mixture was purified by flash chromatography (S1O2) eluting with DCM in MeOH (0% to 10%) to provide the title compound as a brown oil (79 mg, 54%). HPLC: 95% [tR = 6.8 min, 30% MeOH, 70% water (with 0.1% TFA), 20 min. lH NMR (400 MHz, DMSO-ifc): delta 7.84 (s, 1H), 7.78 (d, / = 8.8 Hz, 1H), 7.45 (s, 1H, disappeared on D20 shake), 7.00 (t, / = 6.0 Hz, 1H, disappeared on D20 shake), 6.59 (d, / = 2.6 Hz, 1H), 6.42 (dd, / = 8.8, 2.6 Hz, 1H), 4.03 (pentet, / = 6.0 Hz, 1H), 3.79 (s, 3H), 3.76-3.69 (m, 1H), 3.62-3.56 (m, 1H), 3.36 (t, / = 6.0 Hz, 2H), 3.10-3.04 (m, 4H), 2.46-2.40 (m, 4H), 2.20 (s, 3H), 1.90-1.71 (m, 3H), 1.60-1.50 (m, 1H). HPLC-MS (ESI+): m/z 433.2 [30%, (M35C1+H)+], 218.2 [40%, (M37C1+2H)2+], 217.2 [100%, (M35C1+2H)2+]. LC-MS (ESI+): 433.2 [100%, (M35C1+H)]. HRMS (ESI+): m/z calcd for C21H29CIN6O2 (M+H)+ 433.2113, found 433.2106., 122833-04-9

The synthetic route of 122833-04-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; H. LEE MOFFITT CANCER CENTER & RESEARCH INSTITUTE; MAHAJAN, Nupam P.; MAHAJAN, Kiran N.; LAWRENCE, Nicholas J.; LAWRENCE, Hirshani R.; (85 pag.)WO2017/23899; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

34334-28-6, 4-(4-Methylpiperazin-1-yl)benzonitrile is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 4- (4-methylpiperazin-1-yl) benzonitrile (200 mg, 1 mmol) in anhydrous tetrahydrofuran (2.0 mL) under nitrogen was added methyl magnesium bromide (3.3 mL, 3 M 2- Methyl tetrahydrofuran solution), the reaction system was placed in a microwave reactor and stirred at 100 C for 10 minutes.Then the reaction system was cooled to room temperature, and methylmagnesium bromide (0.7 mL, 3M 2-methyltetrahydrofuran solution) and titanium tetraisopropoxide (570 mg, 2.0 mmol) were added to the system, and the reaction system was placed in a microwave reaction. Stir at 50 C for 30 minutes.Cool to room temperature and quench the reaction with water. After extraction with ethyl acetate, the organic phase was concentrated under reduced pressure and purified by flash column chromatography (dichloromethane / methanol = 95/5) to obtain 2- (4- (4-methylpiperazine). Azin-1-yl) phenyl) propan-2-amine (1A, 50 mg, yield 21%) was a brown solid.

34334-28-6, The synthetic route of 34334-28-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Shanghai Dinuo Pharmaceutical Technology Co., Ltd.; Zhao Zhiming; (42 pag.)CN110467629; (2019); 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.103-76-4,N-(2-Hydroxyethyl)piperazine,as a common compound, the synthetic route is as follows.

Example 9. l-(4-{2-[[l-(3,5-Dichloro-benzyl)-lH-imidazol-2-ylmethyl]-(3-fluoro- benzyl)-amino]-ethyl}-piperazin-l-yl)-ethanone EPO (BoC)2O (2.29 g, 10.5 mmol) was added to a solution l-(2-hydroxyethyl)piperizine (1.30 g, 10 mmol) in THF (10 mL) at 0 0C. The mixture was stirred at ambient temperature for 14 h. The volatiles were removed in vacuo to afford 4-(2-hydroxy-ethyl)-piperazine-l- carboxylic acid tert-butyl ester (2.3Og, 100%) as a colorless oil which solidified on standing: ESI MS m/z 231 [CnH22N2O3 + H]+.

103-76-4, The synthetic route of 103-76-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2006/107923; (2006); 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

3-Cyclobutyl-1-cyclohexyl-4-(6-fluoro-pyridin-3-yl)-1H-pyrazolo[3,4-]pyridine-6-carboxylic acid (200 mg, 0.51 mmol) was heated together with 1-cyclopropylpiperazine ([20327- 23-5], 64 muL, 0.53 mmol) and DIPEA (110 muL, 0.64 mmol) in NMP (2 mL) at 100 C for 18 hours. The mixture was diluted with EtOAc and water. Isolation of the organic layer and subsequent concentration yielded the titled compound., 20327-23-5

As the paragraph descriping shows that 20327-23-5 is playing an increasingly important role.

Reference：
Patent; ABBVIE S.A.R.L; GALAPAGOS NV; AKKARI, Rhalid; ALVEY, Luke Jonathan; BOCK, Xavier Marie; BROWN, Brian S.; CLAES, Pieter Isabelle Roger; COWART, Marlon D.; DE LEMOS, Elsa; DESROY, Nicolas; DUTHION, Beranger; GFESSER, Gregory A.; GOSMINI, Romain Luc Marie; HOUSSEMAN, Christopher Gaetan; JANSEN, Koen Karel; JI, Jianguo; KYM, Philip R.; LEFRANCOIS, Jean-Michel; MAMMOLITI, Oscar; MENET, Christel Jeanne Marie; MERAYO, Nuria Merayo; NEWSOME, Gregory John Robert; PALISSE, Adeline Marie Elise; PATEL, Sachin V.; PIZZONERO, Mathieu Rafael; SHRESTHA, Anurupa; SWIFT, Elizabeth C.; VAN DER PLAS, Steven Emiel; WANG, Xueqing; DE BLIECK, Ann; (1004 pag.)WO2017/60874; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

122833-04-9, 2-Methoxy-4-(4-methylpiperazin-1-yl)aniline is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Ethyl 5-chloro-l ,3,4-thiadiazole-2 -carboxylate (3, 3 g, 15.7 mmol), 2-methoxy-4-(4-methyl piperazin-l -yl)aniline (4, 3.4 g, 15.7 mmol) and p-TSA (3 g, 15.7 mmol) were taken up in IPA (25 mL) and the resultant mixture was stirred at 80 C overnight. The progress of the reaction was monitored by TLC. After completion of the reaction, the solvent was evaporated from the reaction mixture under reduced pressure, and the resultant residue was basified using aq. NaHC03 solution and extracted with ethyl acetate. The organic extract was dried over anhydrous sodium sulfate and evaporated under reduced pressure. The resultant crude product was purified by columnchromatography using 5% MeOH-DCM to afford ethyl 5-((2-methoxy-4-(4-methylpiperazin-l – yl)phenyl)amino)-l ,3,4-thiadiazole-2-carboxylate (5, 1 .5 g, 25%). NMR (400 MHz, CDC13): delta 7.90 (bs, 1 H), 7.43 (d, 1 H), 6.59-6.55 (m, 2H), 4.50 (q, 2H), 3.90 (s, 3H), 3.25-3.22 (m, 4H), 2.65- l .60 (m, 4H), 2.40 (s, 3H), 1.42 (t, 3H)., 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：
Patent; GATEKEEPER PHARMACEUTICAL, INC.; GRAY, Nathanael, S.; ZHOU, Wenjun; WO2011/79231; (2011); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics