Category: piperazines

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;,
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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;,
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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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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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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.

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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.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.

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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.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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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

To a solution of 4-(2-fluoro-4-nitro-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (29.1 g, 89.4 mmol) in MeOH (150 mL) and DCM (10 mL) mixture was added Raney Ni (5.5 g) and the Parr shaker was charged with hydrogen to 50 psi for 1 h. The initial yellow solution became clear and the content was filtered, washed with MeOH and the combined filtrate evaporated to dryness. The residue was dissolved in dry dioxane (20 mL) and a 4M HC1 solution in dioxane (30 mL) was added. The solution was warmed to 45 C in a water bath and stirred vigorously overnight producing a white precipitate. After filtering and washing with cold dioxane and diethyl ether and drying in vacuo, 23.1 g (96%) of the title compound was isolated as a white solid. N1HMR (400 MHz, DMSO-4 delta (ppm): 10.5 (br. s., 1 H), 9.63 (br. s., 2H), 8.0 (br. s., 2H), 7.29 (d, J = 12.6 Hz, 1 H), 7.20 – 7.19 (m, 2H), 3.24 (d, J = 4.8 Hz, 4H), 3.19 (br. s., 4H). 19F NMR (376 MHz, DMSO-d6) delta (ppm): – 120.36 (dd, J = 13.6, 7.2 Hz, IF).

As the paragraph descriping shows that 154590-35-9 is playing an increasingly important role.

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Patent; ANACOR PHARMACEUTICALS, INC.; HERNANDEZ, Vincent, S.; DING, Charles; PLATTNER, Jacob; ALLEY, Michael, Richard Kevin; ZHANG, Yong-Kang; ZHANG, Yanchen; WO2011/37731; (2011); A1;,
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129799-08-2, 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 1-tert-butyl 3-methyl piperazine-1,3-dicarboxylate (500 mg, 2.04 mmol) and an ammonia methanol solution (7 M, 10mL) in a 100 mL of sealing tube was stirred at 60 for 12 h and concentratedto give the title compound as a white solid (450 mg, 95) . 1H NMR (400 MHz, CD3OD): delta ppm 4.01-4.08 (m, 1H) , 3.65-3.88 (m, 1H) , 3.31-3.38 (m, 1H) , 2.90-3.12(m, 3H) , 2.73-2.82 (m, 1H) , 1.47 (s, 9H) and MS-ESI: m/z 130.20 [M+H-100] +.

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; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; LIU, Bing; YU, Tianzhu; ZHANG, Xiangyu; ZHANG, Shiguo; ZHANG, Jiancun; CHENG, Changchung; (426 pag.)WO2016/34134; (2016); A1;,
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109-07-9, 2-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 11 An experiment was carried out as described for Example 9, except that 45.55 g of 1-butanol and 4.61 g of water (water content 9.2 wt%) were used instead of 50.00 g of 1-butanol. As a result, the conversion of 2-methylpiperazine was 94.3%, and the selectivity of 1-tert-butoxycarbonyl-3-methylpiperazine was 85.8% (reaction yield 80.9%).Comparative Example 8 An experiment was carried out as described for Example 9, except that 37.56 g of 1-butanol and 12.67 g of water (water content 25.2 wt%) were used instead of 50.00 g of 1-butanol. As a result, the conversion of 2-methylpiperazine was 81.6%, and the selectivity of 1-tert-butoxycarbonyl-3-methylpiperazine was 70.9% (reaction yield 57.9%).Comparative Example 9 An experiment was carried out as described for Example 9, except that 25.00 g of 1-butanol and 25.00 g of water (water content 50.0 wt%) were used instead of 50.00 g of 1-butanol. As a result, the conversion of 2-methylpiperazine was 81.2%, and the selectivity of 1-tert-butoxycarbonyl-3-methylpiperazine was 41.8% (reaction yield 33.9%).

109-07-9 2-Methylpiperazine 66057, apiperazines compound, is more and more widely used in various.

Reference£º
Patent; Toray Fine Chemicals Co., Ltd.; EP1548010; (2005); A1;,
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Piperazines – an overview | ScienceDirect Topics