Heterocyclic Building Blocks-piperazine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.129799-08-2,1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate,as a common compound, the synthetic route is as follows.

A mixture of 1-tert-butyl 3-methyl piperazine-1,3-dicarboxylate (5.133 g, 21.01 mmol), methyl 2,6-dichloropyrimidine-4-carboxylate (4.354 g, 21.03 mmol), and iPr2NEt (4.0 mL, 23.0 mmol) in acetonitrile (50 mL) was heated at 50C for 4 h. After cooling, the reaction mixture was evaporated in vacuo and the residue chromatographed over silica gel with 20-70% EtOAc in hexanes. The product fractions were evaporated in vacuo to give 1-tert-butyl 3-methyl 4-(2-chloro-6-(methoxycarbonyl)pyrimidin-4-yl)piperazine-1,3-dicarboxylate as a very pale yellow powder (6.626 g, 15.97 mmol, 76% yield). LC/MS: m/z= 415.2 [M+H]+.

129799-08-2 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate 2756819, apiperazines compound, is more and more widely used in various.

Reference£º
Patent; PURDUE PHARMA L.P.; LOCKMAN, Jeffrey; NI, Chiyou; PARK, Jae Hyun; PARK, Minnie; SHAO, Bin; TAFESSE, Laykea; YAO, Jiangchao; YOUNGMAN, Mark, A.; WO2014/135955; (2014); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.70261-81-3,1-Methyl-4-(4-nitrobenzyl)piperazine,as a common compound, the synthetic route is as follows.

4-Amino-N-[4-[(4-methylpiperazin-1-yl) methyl] phenyl]-1Hpyrazole-3-carboxamide (5): The mixture of N-methylpiperazine (4.9 mL, 44.2 mmol) and triethylamine (12 mL,86.3 mmol) in dichloromethane (20 mL) was added dropwiseto a stirred solution of Nitro-benzyl bromide 1 (10.0 mg,46.3 mmol) in dichloromethane (100 mL) under the ice-waterbath and was refluxed for 1 h. The reaction mixture was extractedwith chloroform (100 mL¡Á3), washed with water andsaturated sodium chloride each time (100 mL¡Á1). The organicphase was dried with anhydrous magnesium sulfate, filtered,evaporated under vacuum to give pale yellow solid 2. Withoutfurther purification, 2 mixed with FeO(OH)/C (catalyst 2.0 g)and 95% ethanol (100 mL) were kept refluxing and dropwiseadded the mixture of hydrazine hydrate (25 mL) and 95%ethanol (20 mL), then filtrated when the solution was hot. Theresidue was washed with hot ethanol (30 mL¡Á2). The solventwas distilled under vacuum to give white solid 3 (6.7 g), thenmixed with 4-nitro-1H-pyrazole-3-acid (6.3 g, 40.0 mmol),EDCI (8.4 g, 43.8 mmol) and HOBT (6.0 g, 44.4 mmol) in anhydrousDMF (100 mL), stirred for 24 h at room temperature.The reaction mixture was poured into ice water (200 mL).A large amount of yellow solid precipitation was acquired.The pure product 4 was got from recrystallizing with mixedsolvent of methanol and ethyl acetate, then the same processof hydrazine hydrate reduction was done with the catalyst ofFeO(OH)/C. The solvent was distilled under vacuum to give white solid 5 (3.5 g). Yield= 63.9%; mp 199-201C; IR (KBr)cm-1: 3369, 3227 (NH2), 1346 (C= C), 1456 (C= N) pyrazole,646 (ArH); 1H-NMR (300 MHz, DMSO-d6) delta (ppm): 2.1 (3H,s, -CH3), 2.3-2.5 (8H, m, -CH2-), 3.3 (2H, s, -CH2-), 4.7(1H, s, -NH2), 7.1-7.2 (3H, m, ArH), 7.7 (2H, d, J=10.5 Hz,ArH), 9.7 (1H, s, -NHCO-), 12.7 (1H, s, Pyrazole); MS m/z:315.82 (M+); Anal. Calcd for C16H22N6O: C, 61.13; H, 7.05; N,26.73; O, 5.09. Found: C, 61.31; H, 6.84; N, 26.52.

The synthetic route of 70261-81-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Lu, Yi; Ran, Ting; Lin, Guowu; Jin, Qiaomei; Jin, Jianling; Li, Hongmei; Guo, Hao; Lu, Tao; Wang, Yue; Chemical and Pharmaceutical Bulletin; vol. 62; 3; (2014); p. 238 – 246;,
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154590-35-9, tert-Butyl 4-(4-amino-2-fluorophenyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1: To the product of Preparation 13, Step 3 (0.64 g, 2.2 mmol) in CH2Cl2 (10 ml) add DIPEA (0.57 ml, 3.3 mmol), followed by EtOCOCl (0.26 ml, 2.6 mmol). Stir 0.5 h, concentrate, and purify by PLC to obtain the di-carbamate as a brown oil.

The synthetic route of 154590-35-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Schering Corporation; US2004/220194; (2004); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.59878-57-8,1-(Cyclopropylcarbonyl)piperazine,as a common compound, the synthetic route is as follows.

General procedure: To a solution of acid (0.33mmol) in DMF (2mL), diisopropylethylamine (0.33mmol) and HATU (0.33mmol) were added. The mixture was left 33h stirring at room temperature and then the appropriate amine (0.45mmol) was added. After 16h at room temperature the solvent was removed under reduced pressure; the residue was dissolved in 2mL of DCM and washed with 2mL of 0.4N Na2CO3 solution. The organic layer was separated, dried over Na2SO4 and the solvent removed under reduced pressure.

As the paragraph descriping shows that 59878-57-8 is playing an increasingly important role.

Reference£º
Article; Nencini, Arianna; Pratelli, Carmela; Quinn, Joanna M.; Salerno, Massimiliano; Tunici, Patrizia; De Robertis, Alessandra; Valensin, Silvia; Mennillo, Federica; Rossi, Marco; Bakker, Annette; Benicchi, Tiziana; Cappelli, Federico; Turlizzi, Elisa; Nibbio, Martina; Caradonna, Nicola P.; Zanelli, Ugo; Andreini, Matteo; Magnani, Matteo; Varrone, Maurizio; European Journal of Medicinal Chemistry; vol. 95; (2015); p. 526 – 545;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5521-39-1,2-(4-(4-Aminophenyl)piperazin-1-yl)ethanol,as a common compound, the synthetic route is as follows.

Example 39 6-Methoxy-8-(4-methyl-piperazin-1-yl)-4-oxo-4H-chromene-2-carboxylic acid {4-[4-(2-hydroxy-ethyl)-piperazin-1-yl]-phenyl}-amide. This compound was prepared from 6-methoxy-8-(4-Methyl-piperazin-1-yl)-4-oxo-4H-chromene-2-carboxylic acid hydrochloride (Reference Example 2) and 2-[4-(4-amino-phenyl)-piperazin-1-yl]-ethanol (Reference Example 19) as prepared in Example 12, yielding a yellow solid. (80 mg=60%). mp=211.5-212.2 (dec.), MS-base peak at m/z=492 by positive ion and m/z=490 by negative ion CI

As the paragraph descriping shows that 5521-39-1 is playing an increasingly important role.

Reference£º
Patent; Chapdelaine, Marc; Davenport, Timothy; Haeberlein, Markus; Horchler, Carey; McCauley, John; Pierson, Edward; Sohn, Daniel; US2004/87575; (2004); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.59702-07-7,1-Methylpiperazin-2-one,as a common compound, the synthetic route is as follows.

A solution of l-methylpiperazin-2-one (40.8mg, 357 umol, 1.4 eq) and Compound D from Example 47 (0.10 g, 255.5 umol, 1.0 eq) in MeOH (10 mL) and DCE (10 mL) was adjusted to pH ~ 5 with AcOH and stirred for 1 hour. NaBH3CN (64.2 mg, 1.0 mmol, 4.0 eq) was added after which the mixture was stirred at 25¡ãC for 15 hours until there was no more starting material by LC/MS analysis. The mixture was quenched with sat.NaHCCb to pH=8 and then extracted with DCM (100 mL chi 3). The organic phases were combined and washed with brine (50 mL), dried over anhydrous Na2S04, filtered and concentrated under vacuum to give the crude product which was purified by prep-TLC(15: 1 DCM/MeOH) 3 times to give the desired product 323 (20 mg, 15 percent yield, 95percent purity) as a yellow solid. LC/MS (method 2): tR= 3.16 min, m/z (M + H)+ = 490.1. MR (400 MHz, CD3OD) delta 8.74 – 8.70 (m, 2H), 8.49 – 8.43 (m, 2H), 7.75 – 7.65 (m, 3H), 3.91 (s, 3H), 3.79 – 3.71 (m, 2H), 3.42 (t, J = 5.2 Hz, 2H), 3.35 (s, 2H), 3.00 – 2.92 (m, 5H), 2.83 (t, J= 11.2 Hz, 2H), 2.64 – 2.53 (m, 1H), 2.13 – 2.05 (m, 2H), 1.82 – 1.68 (m, 2H).

The synthetic route of 59702-07-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; THE BRIGHAM AND WOMEN’S HOSPITAL, INC.; THE UNITED STATES OF AMERICA, AS REPRESENTED BY THE SECRETARY, DEPARTMENT OF HEALTH AND HUMAN SERVICES; YU, Paul, B.; HUANG, Wenwei; SANDERSON, Philip, Edward; JIANG, Jian-kang; SHAMIM, Khalida; ZHENG, Wei; HUANG, Xiuli; TAWA, Gregory; LEE, Arthur; ALIMARDANOV, Asaf; HUANG, Junfeng; (357 pag.)WO2018/200855; (2018); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.170911-92-9,tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

A mixture of YL7-102 (8c, Scheme 3) (0.308 g, 0.8 mmol) and tert-butyl 4-(4-aminophenyl)piperazine-1-carboxylate (0.222 g, 0.8 mmol) in 2-propanol (4 mL) was heated at80 C in a sealed tube for 5 h. The resulting precipitate was filtered upon cooling, and washed with 2-propanol (2 mL x 3), then dried under high vacuum to afford the title compound as a light green solid (0.440 g, 83%). Mp.: 184-186 C; HPLC 99.8% (tR = 5.23 mm, 70% CH3OH in 0.1% TFA water, 20 mm); ?H NMR (400 MHz, DMSO-d6): oe 10.26 (brs, 1H disappear on D20 shake), 10.12 (brs, 1H disappear on D20 shake), 9.31 (brs, 1H disappear on D20 shake), 8.71 (s, 1H),7.51-7.33 (m, 4H), 7.02 (appd, J 6.0 Hz, 2H), 4.05-3.98 (m, 1H), 3.75-3.70 (m, 1H overlapping with water peak), 3.63-3.57 (m, 1H overlapping with water peak), 3.47-3.42 (m, 6H), 3.10 (brs, 4H), 1.96-1.88 (m, 1H), 1.83-1.76 (m, 2H), 1.56-1.48 (m, 1H), 1.40 (s, 9H); ?9F NMR (376 MHz, DMSO-d6): oe -116.16- -116.20 (m); LC-MS (ESI+) m/z 626.25; (M+H) HRMS (ESI+) m/z calculated for C3,H38C1FN704 (M+H) 626.2652, found 626.2651.

As the paragraph descriping shows that 170911-92-9 is playing an increasingly important role.

Reference£º
Patent; H. LEE MOFFITT CANCER CENTER AND RESEARCH INSTITUTE, INC.; MAHAJAN, Nupam, P.; MAHAJAN, Kiran, N.; LAWRENCE, Nicholas, J.; LAWRENCE, Harshani, R.; WO2015/21149; (2015); A1;,
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34770-60-0, 4-Methylpiperazin-2-one is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Palladium(ll) acetate (0.020 g, 0.090 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (0.078 g, 0.135 mmol), 4-methylpiperazin-2-one (0.061 g, 0.540 mmol), cesium carbonate (0.440 g, 1 .350 mmol) and the title compound from Preparative Example 6 (0.120 g, 0.450 mmol) were added to a reaction vial followed by degassed 1 ,4-dioxane (5 ml). The vial was filled with argon gas and sealed and heated at 120 C for 45 minutes. The reaction mixture was cooled to room temperature and the residue was taken up with dichloromethane (40 mL) and water (50 mL), the phases were separated and the aqueous phase was extracted again with dichloromethane (50 mL). The organics were combined, dried over Na2S04 and the crude product was purified on a HP-Sil column (biotage) by employing a dichloromethane/methanol gradient (100/0 -> 90/10) to afford the title compound (83 mg, 54%). MS (ESI); m/z = 345.12 [M+H]+ 1H-NMR (400 MHz, CDCI3) d 9.53 (s, 1 H), 9.04 (d, 1 H), 8.73 (ddd, 1 H), 7.49 (dd, 1 H), 3.98 – 3.83 (m, 2H), 3.22 (s, 2H), 2.87 – 2.66 (m, 2H), 2.33 (s, 3H).

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

Reference£º
Patent; AC IMMUNE SA; MOLETTE, Jerome; (0 pag.)WO2019/234243; (2019); A1;,
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314741-40-7, (S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of Example 1(d) (25ml) was treated with anhydrous potassium carbonate (1.76g) and n-heptyl iodide (2.88g) and stirred at room temperature for 18 hours.. The mixture was evaporated to dryness, treated with sodium carbonate solution, extracted with dichloromethane, dried, and chromatographed on silica gel eluding with 30-50% ethyl acetate-hexane to afford a pale yellow oil (1.5g) with ee >98% by chiral HPLC [Chirapak AD column; with hexane-ethanol (97:3)]. MS (+ve ion electrospray) m/z 315 (MH+).

314741-40-7 (S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate 24820294, apiperazines compound, is more and more widely used in various.

Reference£º
Patent; SmithKline Beecham plc; EP1187828; (2004); B1;,
Piperazine – Wikipedia
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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.

General procedure: General procedure for the synthesis of 15b-15u. To a solution ofcompound 13a (0.41 g, 1.06 mmol) in 2-butanol (5 mL), 1-(2-(dimethylamino)ethyl)-1H-pyrazol-4-amine (0.196 g, 1.27 mmol)and trifluoroacetic acid (94 mL) were added in a sealed tube. Thereactionwas heated at 95 C for 18 h. The reaction mixturewas thenallowed to cool to room temperature. The mixture was transferredto a round-bottom flask and then the solvent was removed underreduced pressure. The residue was dissolved in DCM (2.0 mL) andTFA (2.0 mL), and the resulting mixture was stirred for 5 h at roomtemperature. The solvent was removed under reduced pressure,and the residue was neutralized with saturated NaHCO3 aqueoussolution. The water layer was extracted with DCM. The organiclayer was combined and washed with brine, dried over Na2SO4,filtered, concentrated, and purified by silica gel chromatography toafford 15a as a yellow solid (0.264 g, 65% for two steps).

122833-04-9 2-Methoxy-4-(4-methylpiperazin-1-yl)aniline 20136253, apiperazines compound, is more and more widely used in various.

Reference£º
Article; Yu, Lei; Huang, Minhao; Xu, Tianfeng; Tong, Linjiang; Yan, Xiao-e; Zhang, Zhang; Xu, Yong; Yun, Caihong; Xie, Hua; Ding, Ke; Lu, Xiaoyun; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 1107 – 1117;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics