Category: piperazines

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.848482-93-9,(S)-4-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

To a round bottom flask equipped with a stir bar and charged with (S)-methyl 3-(m-tolyloxy)-2-(tritylamino)propanoate (8.28 g, 18.34 mmol) in MeOH (30 mL) and THF (30 mL) was added lithium hydroxide in water(55.0 mmol, 27.5 mL). The mixture was stirred at room temperature for 1 h. The reaction mixture wasneutralized with aq. 2N HCl. The mixture was diluted with EtOAc and the organic phase was isolated andwashed with brine; dried over MgSO4; filtered; then concentrated in vacuo. The resulting residue waspurified via silica gel chromatography to afford (S)-3-(m-tolyloxy)-2-(tritylamino)propanoic acid, 1.47 g(18%). 1H-NMR (400 MHz, CDCl3) delta 7.44 (d, J=7.1 Hz, 6H), 7.35-7.24 (m, 8H), 7.09 (t, J=7.8 Hz, 1H),6.76 (d, J=7.6 Hz, 1H), 6.52 (s, 1H), 6.46 (d, J=8.1 Hz, 1H), 4.07 (dd, J=9.2, 2.3 Hz, 1H), 3.71 (t, J=3.2 Hz,1H), 2.79 (dd, J=9.2, 4.0 Hz, 1H), 2.28 (s, 3H)., 848482-93-9

848482-93-9 (S)-4-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid 1501850, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Bristol-Myers Squibb Company; Miller, Michael Matthew; Mapelli, Claudio; Allen, Martin Patrick; Bowsher, Michael S.; Boy, Kenneth M.; Gillis, Eric P.; Langley, David R.; Mull, Eric; Poirier, Maude A.; Sanghvi, Nishith; Sun, Li-Qiang; Tenney, Daniel J.; Yeung, Kap-Sun; Zhu, Juliang; Reid, Patrick C.; Scola, Paul Michael; (892 pag.)US9308236; (2016); B2;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1284243-44-2,tert-Butyl 4-(4-fluorophenyl)-3-oxopiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Step 2: 1-(4-fluorophenyl)piperazin-2-one To the solution of tert-butyl 4-(4-fluorophenyl)-3-oxopiperazine-1-carboxylate (2 g, 6.80 mmol) in dichloromethane (5 ml) was added slowly hydrogenchloride in 1,4-dioxane (16.99 ml, 68.0 mmol) at 0 C. and reaction was stirred for 3 h at 25 C. After completion of the reaction, the solvent was evaporated under reduced pressure to obtained salt was triturated with diethyl ether (2*10 ml) decanted it and dried to give 1-(4-fluorophenyl)piperazin-2-one hydrochloride (1.2 g, 5.20 mmol, 77%) 1H NMR (400 MHz, DMSO-d6) delta 9.90 (bs, 1H, D2O exchangeable), 7.38-7.34 (m, 4H), 3.85-3.72 (m, 4H), 3.55-3.50 (m, 2H). MS: m/z 195 (M+1).

1284243-44-2, As the paragraph descriping shows that 1284243-44-2 is playing an increasingly important role.

Reference£º
Patent; LUPIN LIMITED; Jana, Gourhari; Kurhade, Sanjay Pralhad; Jagdale, Arun Rangnath; Kukreja, Gagan; Sinha, Neelima; Palle, Venkata P.; Kamboj, Rajender Kumar; US2015/152118; (2015); A1;,
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109-01-3, 1-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 4-fluorobenzonitrile (0.041 mol, 5 g) in DMF (10 ml) were added K2C03 (0.082 mol, 11.4 g) and 1 -methylpiperazine (0.062 mol, 6.15 g). The mixture was stirred over 1 8h at 100C. The mixture was partitioned between water and ethyl acetate. The organic phase was washed with water and brine. The resulting solution was dried oversodium sulfate and evaporated to dryness. The title compound was obtained as a white solid and used without further purification (7 g, 84%).(ESI+) MS: m/z 202.3 (MHj., 109-01-3

As the paragraph descriping shows that 109-01-3 is playing an increasingly important role.

Reference£º
Patent; EUDENDRON S.R.L.; UNIVERSITA’ DEGLI STUDI DI MILANO; ANGIOLINI, Mauro; ZUCCOTTO, Fabio; BERNARDI, Anna; AIRAGHI, Francesco; (144 pag.)WO2016/96709; (2016); A1;,
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184042-60-2, 1-(2-Fluoroethyl)piperazine hydrochloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 7-oxa-10,13,17,18,21 -pentaazatetracyclo[12.5.2.1A{2,6}.0A{17,20}]docosa- 1 (20),2,4,6(22),14(21 ),-15,18-heptaene hydrochloride (300 mg, 0.904 mmol) and diisopropylethylamine (616 muIota, 3.62 mmol) in tetrahydrofuran (2.5 ml) and N,N-dimethylformamide (2.5 ml) was added drop wise to a solution of di(imidazol- 1 -yl)methanone (220 mg, 1 .356 mmol) in tetrahydrofuran (1 .5 ml). The mixture was stirred at room temperature for 2 hours. 1 -(2-Fluoroethyl)piperazine hydrochloride (229 mg, 1 .36 mmol) was added and the reaction mixture was stirred at 80 C for 63 hours and at 1 10C for 24 hours. Di(imidazol-1 -yl)methanone (150 mg, 0.904 mmol) was added and the mixture was stirred at 1 10 0 C for 18 hours. The solvent was removed under reduced pressure and the residue was purified by reversed phase HPLC (HPLC method A). The product fractions were collected and the solvent was removed under reduced pressure. The product was taken up in dichloromethane/methanol (4:1 , 520 muIota) and 4N HCI in 1 ,4-dioxane (48 muIota, 0.191 mmol) was added. The reaction mixture was stirred at room temperature for 2 hours. The solvent was removed under reduced pressure and the compound was triturated with diethyl ether, filtered and dried under vacuum.Yield: 84 mg of example 17 (19%)LCMS method 2: MH+ = 454, RT = 2.032 min

184042-60-2, 184042-60-2 1-(2-Fluoroethyl)piperazine hydrochloride 22281452, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; IPSEN PHARMA S.A.S.; ONCODESIGN S.A.; HOFLACK, Jan; BLOM, Petra; WO2013/46029; (2013); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.655225-01-7,tert-Butyl 4-(2-bromoethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.,655225-01-7

Intermediate 22: 1 ,1-Dimethylethyl 4-{2-r6-amino-2-(butyloxy)-8-(methyloxy)-9H- purin-9-yl1ethyl)-1-piperazinecarboxylate; 2-(Butyloxy)-8-(methyloxy)-9H-purin-6-amine trifluoroacetate (131 mg, 0.373mmole) and potassium carbonate (185mg, 0.41 mmole) in DMF (1 ml) was stirred and heated at 60¡ãC for 1 hour. A solution of 1 ,1-dimethylethyl 4-(2-bromoethyl)-1- piperazinecarboxylate (120mg, 0.41 mmole) in DMF (0.6ml) was added and the mixture stirred at 500C for 2.5 hours and then left at room temperature overnight. The mixture was heated at 500C for a further 4 hours and then quenched with water (10ml) and extracted with ethyl acetate (3×1 OmI). The combined organic extracts were dried over anhydrous sodium sulphate, filtered and evaporated. The residue was purified by silica gel chromatography eluting initially with chloroform:methanol 90:1 then 80:1 then 75:1 and finaly 60:1. Product-containing fractions were combined and evaporated to give the title compound as a yellow oily solid (168mg). 1H NMR (CDCI3): delta 5.66 (2H, d), 4.25 (2H, t), 4.05 (2H, t), 4.10 (3H, s), 3.35 (4H, broad s), 2.71 (2H, t), 2.46 (4H, broad s) 1.76 (2H, q) 1.48 (2H, q), 1.45 (9H, s) and 0.96 (3H, t).

The synthetic route of 655225-01-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; BAZIN-LEE, Helene; BIGGADIKE, Keith; COE, Diane, Mary; LEWELL, Xiao, Qing; MITCHELL, Charlotte, Jane; TRIVEDI, Naimisha; WO2010/18131; (2010); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.129799-15-1,Methyl 1-Boc-piperazine-2-carboxylate,as a common compound, the synthetic route is as follows.

4-Chloro-6-(3,4-dichloro-phenyl)-pyrimidine (0.1 lg, 0.4mmol) was added in one portion to a suspension of piperazine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (0.21g, 0.85mmol) and in fert-butanol (2ml) in a microwave reactor tube. The tube was sealed and heated to 150C in a microwave for 40 minutes at a pressure of 250psi. After this time the reaction mixture was cooled to room temperature and the solvent was removed. The resulting residue was purified by flash column chromatography (elution: 20% EtOAc, 80% Heptane) to give the title compound (0.36g, 75% yield) as a colourless oil. deltaEta (500 MHz, DMSO) 8.59 (s, 1 H) 8.43 (d, J=2.05 Hz, 1 H) 8.17 (dd, J=8.51, 2.05 Hz, 1 H) 7.74 – 7.81 (m, 1 H) 7.42 (d, J=7.88 Hz, 1 H) 4.88 – 5.09 (m, 1 H) 4.60 – 4.76 (m, 1 H) 4.24 – 4.46 (m, 1 H) 3.76 – 3.88 (m, 1 H) 3.56 (d, J=13.08 Hz, 3 H) 3.38 – 3.51 (m, 1 H) 3.10 – 3.28 (m, 2 H) 1.31 -1.47 (m, 9 H). Tr = 3.71 min m/z (ES+) (M+H+) 283, 285.

129799-15-1, 129799-15-1 Methyl 1-Boc-piperazine-2-carboxylate 2756818, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; DOMINGUEZ, Celia; TOLEDO-SHERMAN, Leticia, M.; COURTNEY, Stephen, Martin; PRIME, Michael; MITCHELL, William; BROWN, Christopher, John; DE AGUIAR PENA, Paula, C.; JOHNSON, Peter; WO2013/16488; (2013); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.57260-71-6,tert-Butyl piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

57260-71-6, To a stirred and cooled (0 C.) solution of 2-bromoacetyl bromide (1.72 mL, 19.8 mmol) in dichloromethane (25 mL) was added a solution of tert-butyl piperazine-1-carboxylate (7.75 g, 41.6 mmol) in dichloromethane (20 mL), dropwise over ?20 minutes. The cooling bath was then removed and the reaction was allowed to stir another two hours before transferring to a separatory funnel along with a dichloromethane rinse of the reaction flask (?30 mL). The solution was washed with 1.0 N hydrochloric acid (2*?50 mL) and aqueous sodium bicarbonate solution (1*?50 mL). The organic layer was dried (Na2SO4) and concentrated to afford title compound as a clear, faint amber gum (5.68 g, 93%). The crude intermediate was deemed sufficiently pure to use, without purification, in the next step. 1H NMR (400 MHz, CDCl3) delta 3.87 (s, 2H), 3.63-3.57 (m, 2H), 3.55-3.41 (m, 6H), 1.48 (s, 9H) ppm.

57260-71-6 tert-Butyl piperazine-1-carboxylate 143452, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; GENZYME CORPORATION; LIM, Sungtaek; BARKER, JR., Robert H.; CROMWELL, Mary A.; MAKINO, Elina; HIRTH, Bradford; JIANG, John; MANIAR, Sachin; MUNSON, Mark; CHOI, Yong-Mi; THURAIRATNAM, Sukanthini; MUSICK, Kwon Yon; PRIBISH, James; ANGELASTRO, Michael; US2020/102324; (2020); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.262368-30-9,N-(4-Aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide,as a common compound, the synthetic route is as follows.

Step-2: To a stirred solution of product from step-1 (0.18 g) in DMF (4 ml) was added N-(4-aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide (0.180 g, 0.6861 mmol) at RT and the reaction mixture was heated at 110 C. for 1 h. The reaction mixture was cooled to RT and stirred with triethyl amine (1 ml) for half an hour. The reaction mixture was evaporated and the crude product was purified by column chromatography using 0 to 10% methanol in dichloromethane as eluent to afford (Z)-methyl 1-acetyl-3-((4-(N-methyl-2-(4-methylpiperazin-1-yl) acetamido)phenylamino)(phenyl)methylene)-2-oxo-2,3-dihydro-1H-pyrrolo[3,2-b]pyridine-6-carboxylate as yellow solid. MS (ES+): m/z 583.4 (MH+)., 262368-30-9

The synthetic route of 262368-30-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ANGION BIOMEDICA CORP.; PANICKER, Bijoy; MISHRA, Rama K.; LIM, Dong Sung; OEHLEN, Lambertus J.W.M.; JUNG, Dawoon; US2015/306078; (2015); 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.3022-15-9,Piperazine-2-carboxylic acid dihydrochloride,as a common compound, the synthetic route is as follows.

EXAMPLE-6 2-Cyano-1-(4-isopropyl-2-piperazinyl)-carbonyl Pyrrolidine Trifluoroacetate (Compound No.2). Step-1 To an aqueous (100 ml) sodium hydroxide (4.0 g, 100 mmol) solution of piperazine-2-carboxylic acid dihydrochloride (5 g, 24.63 mmol) is added a solution of di-tert-butyl dicarbonate (11.0 g, 50.45 mmol) in dioxan (50 ml) at 0 C. over a period of half an hour. The reaction mixture is stirred at 0 C. for 1 hr. followed by stirring at room temperature (25 C.) for another 2 hrs. Neutralized (pH 6-7) with aqueous 2N HCl, extracted with ethyl acetate. Organic layer washed with brine solution, dried (Na2SO4) and evaporated in vacuo to yield an oil which solidifies on cooling. (Yield 8.02 g, 98.76%).

3022-15-9, 3022-15-9 Piperazine-2-carboxylic acid dihydrochloride 2723757, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; TORRENT PHARMACEUTICALS LTD.; US2004/106802; (2004); A1;,
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Piperazines – an overview | ScienceDirect Topics

118753-66-5, tert-Butyl 4-aminopiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Chloro derivative (1 mol), amine (1 mol) and K2CO3 (2mol) were taken in DMF (10 v). The reaction mixture washeated to 100 C, stirred for 16 h. Then the reaction mixturewas cooled to room temperature, diluted with water (50 v) extracted with EtOAC (2 x 50 v). Combined organic layerswere dried over anhydrous sodium sulphate, evaporated thesolvent in vacuo. Crude products were purified by columnchromatography., 118753-66-5

118753-66-5 tert-Butyl 4-aminopiperazine-1-carboxylate 22029174, apiperazines compound, is more and more widely used in various fields.

Reference£º
Article; Kasturi, Sivaprasad; Surarapu, Sujatha; Uppalanchi, Srinivas; Anantaraju, Hasitha Shilpa; Dwivedi, Shubham; Yogeeswari, Perumal; Ethiraj, Krishna S.; Anireddy, Jaya Shree; Letters in drug design and discovery; vol. 15; 2; (2018); p. 181 – 192;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics