Heterocyclic Building Blocks-piperazine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1403898-64-5,(2R,5R)-tert-Butyl 5-(hydroxymethyl)-2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Preparation 46: (2R,5R) -4-(2,4-Di methoxy-benzyl)-5-hydroxymethyl-2-methyl-pi perazi ne1-carboxylic acid tert-butyl ester To an ice-cooled solution of (2R ,5R)-5-hydroxymethyl-2-methyl-piperazine- 1 -carboxylic acid tert-butyl ester (10.0 g, 43.5 mmol) in DOE (70 mL) were added 2,4-dimethoxy-benzaldehyde (11.1 g, 66.6 mmol) and sodium triacetoxyborohydride(11.1 g, 52.2 mmol) in small portions. Thereaction mixture was stirred at room temperature overnight. Saturated aqueous NaHCO3 was added and the product was extracted with DCM. The organic phase was dried and evaporated. Chromatography on silica gel, eluting with petrol – EtOAc 0-50% gave the title compound (16.3 g, 99%). 1297-012-1 MS: [M+H] = 381., 1403898-64-5

The synthetic route of 1403898-64-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTEX THERAPEUTICS LIMITED; CHESSARI, Gianni; JOHNSON, Christopher Norbert; PAGE, Lee William; BUCK, Ildiko Maria; DAY, James Edward Harvey; HOWARD, Steven; SAXTY, Gordon; MURRAY, Christopher William; HOPKINS, Anna; WO2014/60767; (2014); A1;,
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.115619-01-7,4-(4-Ethylpiperazin-1-yl)phenylamine,as a common compound, the synthetic route is as follows.

General procedure: To a stirred solution of compound 7, 8, or 9 (1 equiv) in 1-butanol was added compounds 12(1.1 equiv) and p-toluenesulfonic acid (1 equiv). The mixture was placed in a pressure flask, and heated to 100C for 15h. The reaction mixture was quenched by saturated Na2CO3 aqueous solution, and then was extracted with DCM and the organic phase was washed with water, dried over anhydrous Na2SO4. The combined organic layer was concentrated under reduced pressure and was further purified by flash column chromatography using dichloromethane/methanol as eluent to afford product H1-H14, Y1-Y14, or L1-L14 as a pale yellow solid., 115619-01-7

As the paragraph descriping shows that 115619-01-7 is playing an increasingly important role.

Reference£º
Article; Hou, Yunlei; Zhu, Liangyu; Li, Zhiwei; Shen, Qi; Xu, Qiaoling; Li, Wei; Liu, Yajing; Gong, Ping; European Journal of Medicinal Chemistry; vol. 163; (2019); p. 690 – 709;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

74879-18-8,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.74879-18-8,(S)-(+)-2-Methylpiperazine,as a common compound, the synthetic route is as follows.

Triethylamine (190mul, 1.37mmol) was added to a solution of commercially available (S)-(+)-2-methylpiperazine (125mg, 1.25mmol) in CH2Cl2 (7mL) at 0C and stirred for 5min. p-Toluenesulfonyl chloride (238mg, 1.25mmol) was then added and the mixture was stirred for 1h at 0C before being allowed to warm to room temperature and stirred for a further 4h. Water was then added and the aqueous layer was separated and extracted with CH2Cl2, before being washed sequentially with 1M HCl (50mL), water (50mL), saturated aqueous NaHCO3 solution (50mL) and saturated aqueous sodium chloride solution (50mL). The organic layer was separated, dried (Na2SO4), filtered and concentrated in vacuo to afford tosyl piperazine, (3S)-3-methyl-1-[(4-methylbenzene)sulfonyl]piperazine (310mg, 97%) as a white solid. The product could be used without further purification; mp 138.5-141C (acetone); [alpha]23D=+38.9[alpha]D23=+38.9 (c 0.93, CHCl3); numax (ATR)/cm-1 3352, 2971, 2922, 2863, 2821, 1605, 1452, 1325, 1165, 1133, 1121, 997, 914, 861, 811, 754s, 655; deltaH (500MHz, DMSO-d6) 7.61-7.59 (2H, m, 2¡ÁArH), 7.47-7.44 (2H, m, 2¡ÁArH), 3.41-3.37 (2H, m, CH2NTs), 2.85 (1H, dt, J 12.1 and 2.8, CH2NTs), 2.68-2.60 (2H, m, 3-H and CHHN(H)), 2.41 (3H, s, ArCH3), 2.06 (1H, td, J 11.3 and 3.1, CHHN(H)), 1.70 (1H, t, J 10.8, CHHN(H)), 0.90 (3H, d, J 6.4, 3-(CH3)); deltaC (126MHz, DMSO-d6) 143.4, 131.9, 129.7, 127.5, 52.3, 49.5, 45.9, 44.3, 20.9, 18.8; m/z (CI+) 255 (MH+, 100%), 99 (M+ -Ts, 10); HRMS (CI+) MH+ calculated for C12H19N2O2S 255.1167, observed 255.1164.

As the paragraph descriping shows that 74879-18-8 is playing an increasingly important role.

Reference£º
Article; Armstrong, Alan; Pullin, Robert D. C.; Jenner, Chloe R.; Foo, Klement; White, Andrew J. P.; Scutt, James N.; Tetrahedron Asymmetry; vol. 25; 1; (2014); p. 74 – 86;,
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Piperazines – an overview | ScienceDirect Topics

150407-69-5, (S)-1-((Benzyloxy)carbonyl)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Pyridine (1.0 eq), tert-butoxycarbonyl tert-butyl carbonate (1.3 eq) and ammonium bicarbonate (2.6 eq) were added to a stirred solution of (2S)-l-[(benzyloxy)carbonyl]-4-(tert- butoxycarbonyl)piperazine-2-carboxylic acid (1.0 eq) in 1,4-dioxane (0.3 M). Mixture was stirred at 20 C for 24 h then concentrate under reduced pressure. The residue was diluted with EtOAc, washed with H20, 1 N aq. HC1 sol, brine, dried and concentrated under pressure to give the title compound (100%) as a white solid. MS (ES+) m/z 364 (M)+., 150407-69-5

The synthetic route of 150407-69-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; IRBM SCIENCE PARK S.P.A.; C.N.C.C.S. S.C.A.R.L. COLLEZIONE NAZIONALE DEI COMPOSTI CHIMICI E CENTRO SCREENING; BIANCOFIORE, Ilaria; CIAMMAICHELLA, Alina; FERRIGNO, Federica; HARPER, Steven; MALANCONA, Savina; ONTORIA ONTORIA, Jesus Maria; PAONESSA, Giacomo; PONZI, Simona; SUMMA, Vincenzo; (143 pag.)WO2018/115275; (2018); A1;,
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1383146-20-0, (R)-4-(2,4-Dimethoxybenzyl)-3-methylpiperazin-2-one is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Method E is illustrated by the synthesis of intermediate (R)-l-(2,4-dimethoxybenzyl)-5- ethoxy-6-methyl-l,2,3,6-tetrahydropyrazine Ds-l(i.e. compound D wherein PG is DMB and R is Me). The corresponding DMB-protected ketopiperazine Cs is commercially available. Oven dried (115C) sodium carbonate (2.48 g, 23.40 mmol, 2.25 eq.) was placed in a round-bottom flask. The round-bottom flask was backfilled with Ar and then capped with a rubber septum. A solution of (R)-4-(2,4-dimethoxybenzyl)-3-methylpiperazin-2- one C-l (2.75 g, 10.40 mmol, 1 eq.) in anhydrous DCM (35 mL) was added, followed by freshly prepared triethyloxonium tetrafluoroborate (2.48 g, 13.05 mmol, 1.25 eq.) in one portion. Thereafter the reaction mixture was stirred further at rt for 45 min to 1 hour, whereupon the reaction mixture was diluted with saturated aqueous NaHC03 (100 mL). The aqueous layer was extracted with DCM (3 x 200 mL). The organic layers were combined, dried over MgS04, filtered and concentrated under reduced pressure to afford 3.1 g of yellow oil. The crude compound was then purified on silica gel (EtOAc/MeOH: 99/1) to afford the desired product D-l as a pale yellow oil. Yield: 1.44 g, 48 %. LCMS: P = 95 , retention time = 1.8 min, (M+H20+H)+: 311 ; chiral HPLC retention time = 12.3 min, ee > 97 %. 1H-NMR (CDC13): delta 7.23 (d, J= 8.8, 1H), 6.48 (d, J= 8.8, 1H), 6.44 (s, 1H), 4.02 (m, 2H), 3.92 (s, 6H), 3.86 (d, JAB= 14.0, 1H), 3.46 (d, JAB= 14.0, 1H), 3.44 (m, 2H), 3.10 (m, 1H), 2.79 (m, 1H), 2.32 (m, 1H), 1.35 (d, J= 6.8, 3H), 1.24 (t, J= 6.0, 3H).

1383146-20-0, 1383146-20-0 (R)-4-(2,4-Dimethoxybenzyl)-3-methylpiperazin-2-one 56973619, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; EUROSCREEN SA; HOVEYDA, Hamid; DUTHEUIL, Guillaume; FRASER, Graeme; WO2014/154895; (2014); 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.106261-48-7,4-((4-Methylpiperazin-1-yl)methyl)benzoic acid,as a common compound, the synthetic route is as follows.

[00122] To a solution of 7-(3-amino-phenylamino)-l,3-dihydro-mdol-2-one (80 mg, 0.33 mmol) in DMF (2ml) is added 4-(4-methyl-piperazin-l-ylmethyl)-benzoic acid (113 mg, 0.37 mmol), N,N-diisopropylethylamine (0.22 g, 1.67 mmol) and HATU (0.14 g, 0.37 mmol). The reation is stirred for 12 hours and concentrated. The residue is purified by HPLC to afford the desired compound: LC-MS: 456.2 (MH+).

106261-48-7, The synthetic route of 106261-48-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; IRM LLC; WO2006/52936; (2006); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

142-64-3, Piperazine Dihydrochloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

100 g (1.2 mol) of anhydrous piperazine and 240 g (1.5 mol) of piperazine dihydrochloride were heated to 120 C, 110 g (1.2 mol) of 2-chloroethanol was added dropwise, and heating and stirring were continued after the addition.Warm up to 136-140 degrees Celsius for 1 hourTLC showed that the reaction was stopped and the heating was stopped. When the temperature dropped to 80 degrees Celsius, add 500 ml of 95% ethanol, cool in the refrigerator overnight, the piperazine dihydrochloride was recovered by filtration the next day, the filter cake was washed thoroughly with a small amount of ethanol, the filtrate was combined, and 30% sodium hydroxide solution was added. 200 g of alkalized, filtered off the insoluble inorganic salt; after removing the solvent by concentration, the residue was extracted with ethyl acetate, and dried hydrogen chloride gas was introduced.After filtration and drying, a white solid 1-(2-hydroxyethyl)piperazine hydrochloride was obtained;The solids content is already above 98%. After recrystallization from a 90% aqueous solution of ethanol, 180 g of white crystals can be obtained, the yield is 85%, and the content can reach 99.5% or more., 142-64-3

142-64-3 Piperazine Dihydrochloride 8893, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Wuxi Qianhao Bio-pharmaceutical Co., Ltd.; Peng Haiyan; (4 pag.)CN109400548; (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.849237-14-5,1-Boc-4-(4-Cyanobenzyl)piperazine,as a common compound, the synthetic route is as follows.

849237-14-5, 4-[4-(5-Bromo-1-oxo-1,2-dihydro-isoquinolin-3-yl)-benzyl]-piperazine-1-carboxylic acid tert-butyl ester (IQ-149) To a stirred solution of N,N-diisopropylamine (1.56 mL, 11.10 mmol) in THF (5 mL) under N2 at -78 C. was added n-BuLi (2.5M in hexanes) (4.44 mL, 11.10 mmol) and the reaction stirred at -78 C. for 20 min, after which time a solution of 3-bromo-N,N-diethyl-2-methyl-benzamide (1 g, 3.70 mmol) in THF (5 mL) was added, and the reaction stirred at -78 C. for 30 minutes. A solution of 4-(4-cyano-benzyl)-piperazine-1-carboxylic acid tert-butyl ester (1.15 g, 3.70 mmol) in THF (5 mL) was added and the reaction stirred at -78 C. for 2 h. The reaction was quenched with ice and water, EtOAc added and concentrated in vacuo. The crude material was purified by silica gel column chromatography, eluting with isohexane and increasing the polarity to 100% EtOAc to afford 4-[4-(5-bromo-1-oxo-1,2-dihydro-isoquinolin-3-yl)-benzyl]-piperazine-1-carboxylic acid tert-butyl ester as a cream solid (1.22 g, 66%). AnalpH2_MeOH_QC: Rt 6.94 min; m/z 498 [M+1]+.

As the paragraph descriping shows that 849237-14-5 is playing an increasingly important role.

Reference£º
Patent; Ashworth, Alan; Lord, Christopher James; Elliot, Richard James Rowland; Niculescu-Duvaz, Dan; Porter, Roderick; Boffey, Raymond John; Bayford, Melanie Jayne; Firth-Clark, Stuart; Jarvis, Ashley Nicholas; Perrior, Trevor Robert; Key, Rebekah Elisabeth; US2015/99732; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

103-76-4, N-(2-Hydroxyethyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5 mmol of N,N-dimethylglycine, 2 mmol of CuI, 20 mmol of 4,6-dichloro-2-methylpyrimidine were dissolved in 100 mL of N,N-dimethylformamide (DMF), and stirred.22 mmol of N-hydroxyethylpiperazine and 40 mmol of K3PO4 were added, and the mixture was stirred at room temperature for 40 min, and 22 mmol of 2-amino-N-(2-chloro-6-methylphenyl)-5-thiazolecarboxamide was added with stirring. After reacting with N2 at 120 C for 6 h, 50 mL of aqueous ammonia was added to dissolve the copper salt, and extracted with 50 mL of 3 ethyl acetate. The ethyl acetate phase was combined and washed with saturated brine.The organic layer was dried over anhydrous Na 2 SO 4 .Get a rough product. The crude product was added to 100 mL of an 80% aqueous solution of ethanol, stirred, and 2 g of activated carbon was added, refluxed for 30 min, filtered while hot, and the filtrate was recrystallized overnight, filtered, and the filter cake was washed with ice-cold 80% aqueous ethanol, and dried to give a white solid 8.64. g, yield 88.41%, purity 99.92%.

103-76-4, As the paragraph descriping shows that 103-76-4 is playing an increasingly important role.

Reference£º
Patent; Shandong Luoxin Pharmaceutical Group Co., Ltd.; Shandong Luoxin Pharmaceutical Group Hengxin Pharmaceutical Co., Ltd.; Shandong Yuxin Pharmaceutical Co., Ltd.; Liu Zhenteng; Zhu Xuhui; Xie Youcui; (13 pag.)CN109796448; (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.5625-67-2,Piperazin-2-one,as a common compound, the synthetic route is as follows.

5625-67-2, Step 2 benzyl 3-oxopiperazine-1-carboxylate At 0C, to a mixture solution of sodium carbonate (24.77 g, 233.73 mmol, 3.00 equivalents) and piperazine-2-one (7.80 g, 77.91 mmol, 1.00 equivalent) in ethyl acetate (70.00 mL) and water (70.00 mL) was added benzyl chloroformate (16.79 g, 93.49 mmol, 13.99 mL, 95% purity, 1.20 equivalents). The reaction mixture was stirred at 30C for 16 hours. TLC showed completiton of the reaction. The mixture was subjected to extraction using ethyl acetate (80 mL*3). The combined organic layers was washed with a saturated aqueous solution of sodium chloride (80 mL*3), dried over sodium sulfate and concentrated in vacuo to give a crude product. The crude product was beaten in (petroleum ether: ethyl acetate = 20: I, 80 mL). The resulting mixture was stirred at 30C for 15 minutes and filtered. The solid was dried in vacuo to give the title compound (15.50 g, 66.17 mmol, 84.93% yield) as a white solid.

The synthetic route of 5625-67-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Chai Tai Tianqing Pharmaceutical Group Co., Ltd.; Medshine Discovery Inc.; DING, Charles Z.; CHEN, Shuhui; ZHAO, Baoping; XU, Zhaobing; LIU, Yingchun; LIN, Ruibin; WANG, Fei; LI, Jian; (101 pag.)EP3269715; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics