Tag: M.W:200-300

30459-17-7, 1-(4-Trifluoromethylphenyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of carboxylic acid 6 (3.5 mol), EDC*HCl (5.4 mol), HOBt (5.4 mol) in anhydrous DMF (20 mL) was stirred at RT. Substituted piperazine (3.5 mol) was then added and the mixture was further stirred at RT for 10-12 hr40. After completion of the reaction as indicated by TLC, the reaction mixture was quenched in crushed ice. The precipitated solid was washed with NaHCO3 and dil. HCl. The product thus obtained was purified by silica gel column chromatography using hexane: ethyl acetate as eluent., 30459-17-7

The synthetic route of 30459-17-7 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Raundal, Hemant N.; Jadhav, Rahul P.; Patil, Amar A.; Bobade, Vivek D.; Indian Journal of Chemistry – Section B Organic and Medicinal Chemistry; vol. 54B; 8; (2015); p. 979 – 987;,
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.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

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.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

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.76003-29-7,1-Boc-3-Oxopiperazine,as a common compound, the synthetic route is as follows.

76003-29-7, With reference to the process described in , 2-nitro-5-bromopyridine (1.01 g, 5.0 mmol), tert-butyl 2-oxo-4-piperazinecarboxylate (1.00 g, 5.0 mmol) and cesium carbonate (3.26 g, 10.0 mmol) were suspended in 1,4-dioxane. Nitrogen gas was bubbled into the suspension for 30 minutes. Xantphos (246 mg, 0.43 mmol) and tris(dibenzylideneacetone)dipalladium (229 mg, 0.25 mmol) were added to the suspension and the reaction mixture was stirred under reflux with heating for two hours. The reaction mixture was cooled to room temperature. Water and ethyl acetate were added to the mixture. The solution was filtered through a Celite pad. The organic phase was separated from the filtrate. The aqueous phase was extracted with ethyl acetate. The extracted organic phases were combined and dried over anhydrous sodium sulfate. The solid was filtered out, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (1.08 g, yield: 67%). 1H-NMR(CDCl3) delta: 8.67 (1H,d,J=2.4 Hz), 8.32 (1H,d,J=8.8 Hz), 8.15 (1H,dd,J=8.8,2.4 Hz), 4.33 (2H,s), 3.93-3.83 (4H,m), 1.51 (9H,s).

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

Reference：
Patent; Teijin Pharma Limited; MIZUNO, Tsuyoshi; SHIMADA, Tomohiro; UNOKI, Gen; MARUYAMA, Akinobu; SASAKI, Kosuke; YOKOSAKA, Takuya; TAKAHASHI, Hiroshi; HORIE, Kyohei; SAKAI, Yuri; (181 pag.)EP3546458; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

55121-99-8,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.

Example 6:2-methyl-N5-(4-(4-methylpiperazine- 1 -carbonyl)phenyl)- 1 -phenyl-6,7-dihydro- 1 H- pyrrolo [3 ,2-c]pyridine-3 , 5 (4H)-dicarboxamideA solution of (4-aminophenyl)(4-methylpiperazin-l-yl)methanone (0.037 g) and triethylamine (0.012 mL) in dichloromethane (1.5 mL) was added over 45 minutes to a -78 C solution of triphosgene (0.017 g) in dichloromethane (1 mL). The reaction was stirred for 45 minutes more at -78 C to obtain a carbamic chloride solution. The compound prepared in Example 5 (0.042 g) was suspended in dichloromethane (1 mL) and treated with triethylamine (0.050 mL). The mixture was vigorously stirred for five minutes and was then added dropwise to the carbamic chloride solution aforementioned at -78 C. The reaction was warmed to room temperature, stirred for 1.5 hours and then diluted with ethyl acetate and water. The layers were separated and the aqueous phase was extracted with ethyl acetate three times. The combined organics were dried over anhydrous magnesium sulfate and concentrated. The residue was purified by column chromatography on silica gel (methanol: dichloromethane: triethylamine = 1 :19: 0.04) to obtain the title compound (0.029 g) having the following physical data. 1H NMR (CDCl3): delta 7.56-7.40 (m, 5H), 7.33 (d, J = 8.5 Hz, 2H), 7.18 (d, J = 6.9 Hz,2H), 7.12 (s, IH), 5.62 (s, 2H), 4.78 (s, 2H), 3.88-3.37 (m, 6H), 2.73-2.56 (m, IH),2.53-2.24 (m, 1 IH);Mass data (ESI, Pos.): m/z 501 (M + H)+.

The synthetic route of 55121-99-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ARRAY BIOPHARMA, INC.; WO2008/134354; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

31166-44-6, 1-Cbz-Piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(0937) [00331] Into a 100-mL round-bottom flask, purged and maintained under an inert atmosphere of nitrogen, was added fe/t~buty (4~bromophenethyl)carbarnate (4.00 g, 13.3 mmol) dissolved in anhydrous toluene (50-mL). To the resulting solution was added benzyl piperazine-1- carboxylate (3.53 g, 16.0 mmol), Pd(OAc)2 (0.300 g, 1.34 mmol), XPhos (1.28 g, 2.69 mmol), and CS2CO3 (13.1 g, 40.0 mmol). The reaction mixture was stirred overnight at 105 °C in an oil bath and then cooled to RT and quenched with H2O (200 mL). The resulting mixture was extracted with ethyl acetate (2 x 50 mL). The combined organic layers were washed with brine (1 x 200 mL), dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo. The resulting crude product was purified by FCC eluting with ethyl acetate/petroleum ether (PE/EA=3: 1) to afford benzyl 4-(4-(2-((feri-butoxycarbonyl)amino)ethyl)phenyl) piperazine-1- carboxylate as a yellow solid (5 g, 85percent), LCMS (ESI, m/z): 440 [M+H]+., 31166-44-6

31166-44-6 1-Cbz-Piperazine 643495, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; FORMA THERAPEUTICS, INC.; GUERIN, David Joseph; BAIR, Kenneth W.; CARAVELLA, Justin A.; IOANNIDIS, Stephanos; LANCIA JR., David R.; LI, Hongbin; MISCHKE, Steven; NG, Pui Yee; RICHARD, David; SCHILLER, Shawn E. R.; SHELEKHIN, Tatiana; WANG, Zhongguo; (365 pag.)WO2017/139778; (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.278788-66-2,(R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

DIPEA (84 ml, 480.94 mmol) was added to 53 7-bromo-4,6-dichloro-3-nitroquinoline (60 g, 186.37 mmol) and 55 tert-butyl (R)-3-(hydroxymethyl)piperazine-1-carboxylate (89 g, 410.02 mmol) in 131 i-PrOH (600 ml). The resulting mixture was stirred at 80 C. for 2 hours. The solvent was removed under reduced pressure. The crude product was purified by flash silica chromatography, elution gradient 0 to 20% 57 EtOAc in 148 petroleum ether. Pure fractions were evaporated to dryness to afford 199 tert-butyl (3R)-4-(6-bromo-7-chloro-3-nitroquinolin-4-yl)-3-(hydroxymethyl)piperazine-1-carboxylate (54 g, 58%) as a yellow solid. 1H NMR (DMSO, 300 MHz) 1.16 (1H, t), 1.31-1.46 (9H, m), 1.97 (1H, s), 2.10-2.27 (1H, m), 2.36 (1H, d), 2.66 (1H, s), 3.47 (1H, s), 3.77 (1H, s), 4.01 (1H, q), 4.14 (1H, s), 7.50-7.64 (1H, m), 8.52 (1H, d), 8.62 (1H, s), 11.16 (1H, s). m/z (ES+), [M+H]+=503., 278788-66-2

The synthetic route of 278788-66-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ASTRAZENECA AB; Kettle, Jason Grant; Bagal, Sharanjeet; Robb, Graeme Richard; Smith, James Michael; Goldberg, Frederick Woolf; Cassar, Doyle Joseph; Feron, James Lyman; US2019/177338; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics