Heterocyclic Building Blocks-piperazine

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.

General Procedure 3-1 : Synthesis of (4-((4-methylpiperazin-l-yl)methyl)aniline)[00187] The synthesis of the title compound was conducted as described in U.S. Pat. Appl. Publ.No. 2006058341 (March 16, 2006). Specifically, to a solution of 4-nitrobenzyl chloride in THF at the room temperature was added 1 -methyl piperazine. The solution was stirred for 3 hours after which time the crude reaction was diluted with ethyl acetate and washed repeatedly with water. The dried organics were concentrated to give directly the 4-nitrobenzylamine adduct.This was subsequently treated with Rainey Nickel in THF at 75PSI for 12 hours to give the title compound., 70261-81-3

70261-81-3 1-Methyl-4-(4-nitrobenzyl)piperazine 677795, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; BIOGEN IDEC MA INC.; WO2008/94575; (2008); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

4318-42-7, 1-Isopropylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4318-42-7

Step B/lntermediate B108: 1-(3-chloro-2-methyl-4-nitrophenyl)-4-(1- methylethyl)piperazine; To the solution of 2-chloro-4-fluoro-3-methyl-1 -nitrobenzene (12.5 g, 64.8 mmol, 1.2 equiv.) and isopropylpiperazine (10.8 g, 53.98 mmol, 1 equiv.) in 90 mL of anhydrous DMSO was added powdered K2CO3 (37 g, 269 mmol, 5 equiv.). The mixture was stirred at 40~50°C overnight before it was poured into 200 ml. of ice-water. The precipitates were collected and purified via chromatography on SiO2 to afford 1-(3- chloro-2-methyl-4-nitrophenyl)-4-(1-methylethyl)piperazine as a yellow solid (12.7g, 79percent Yield). 1 H NMR (400 MHz, CDCI3) delta ppm 0.95-1.05 (d, J=6.53Hz, 6H), 2.31 (s, 3H), 2.60-2.72 (m, 5H), 2.89-2.95 (m, 4H), 6.87 (d, J=8Hz, 1 H), 7.62 (d, J=8Hz, 1 H).

4318-42-7 1-Isopropylpiperazine 78013, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/20990; (2009); 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.103-76-4,N-(2-Hydroxyethyl)piperazine,as a common compound, the synthetic route is as follows.

To a solution of 1-(2-hydroxyethyl)piperazine (51.7 g, 398 mmol) in DCM (500 mL) was added NEt3 (70.0 mL, 526 mmol) and di-tert-butyl dicarbonate (80.0 g, 367 mmol). The reaction mixture was stirred overnight at room temperature and then washed with 1M aq Na2CO3 solution (2×300 mL), dried (MgSO4) and concentrated in vacuo to give tert-butyl 4-(2-hydroxyethyl)piperazine-1-carboxylate (66.0 g, 72%) as a colourless oil.Analytical LCMS: (System B, RT=1.54 min), ES+: 231.4 [MH]+.

103-76-4, The synthetic route of 103-76-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Biovitrum AB; US2009/203695; (2009); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

122833-04-9, 2-Methoxy-4-(4-methylpiperazin-1-yl)aniline is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 2-methoxy-4-(4-methylpiperazin-l-yl)aniline (331 mg, 1.5 mmol, 1 eq.) and 8-bromo-2-chloroquinazoline (363 mg, 1.5 mmol, 1 eq.) in n-BuOH (10 mL) was added TFA (0.14 mL, 1.8 mmol, 1.2 eq.). The mixture was stirred at 110 C for 12 h. The solution was then cooled to r.t. and concentrated. The resulting residue was dissolved in EA (20 mL), washed with aqueous Na2C03 solution, dried over anhydrous Na2S04and concentrated. The resulting residue was purified via column chromatography (EA/MeOH=5 : 1 , v/v) to afford 8-bromo-N-(2-methoxy-4-(4-methylpiperazin-l-yl)phenyl)quinazolin-2-amine (140 mg, 22% yield)., 122833-04-9

The synthetic route of 122833-04-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; NEUPHARMA, INC.; QIAN, Xiangping; ZHU, Yong-Liang; WO2015/27222; (2015); A2;,
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.5464-12-0,1-(2-Hydroxyethyl)-4-methylpiperazine,as a common compound, the synthetic route is as follows.

5464-12-0, Intermediate H63: ethyl 3-{6-[2-(4-methylpiperazin-1-yl)ethoxy]pyridazin-3-yl}indolizine-2-carboxylate 2-(4-Methylpiperazin-1-yl)ethan-1-ol (0.2676 g, 1.85 mmol) was dissolved in 5.5 ml of THF, potassium tert-butoxide (0.309 g, 2.76 mmol) was added and the mixture was stirred at room temperature for 30 min. Ethyl 3-(6-chloropyridazin-3-yl)indolizine-2-carboxylate 1157 (0.280 g 0.92 mmol) was added and the mixture was stirred at RT for 5 min. The mixture was diluted with ethyl acetate and washed with brine, the phases were separated and the organic layer was dried over sodium sulphate. The solvent was removed and the residue was purified by flash chromatography on Biotage silica-NH cartridge (DCM to DCM_MeOH=98:2) to afford title compound (0.187 g, 0.45 mmol, 49percent yield). MS/ESI+ 410.4 [MH]+, Rt=0.57 min (Method A).

The synthetic route of 5464-12-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; CHIESI FARMACEUTICI S.P.A.; BIAGETTI, Matteo; ACCETTA, Alessandro; CAPELLI, Anna Maria; GUALA, Matilde; RETINI, Michele; US2015/361100; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

115761-79-0, 1-(2,4-Difluorophenyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of N-(4-bromobutyl)phthalimide (5 g, 17.73 mmol) and 1- (2,4-difluoro-phenyl)-piperazine (17.73 mmol) in 2-butanone (100 mL), potassium carbonate (26.6 mmol) and potassium iodide (13.3 mmol) were added. The resulting mixture was heated at 900C overnight. After cooling the solution was filtered and evaporated to dryness. The residue was dissolved in dichloromethane (100 mL) and washed with water. The organic phase was dried over sodium sulphate and evaporated. This material was dissolved in ethanol (100 mL) and hydrazine (2 eq) was added. The solution was refluxed for 4 hours when a thick precipitate formed. Cone. HCl (5 mL) was then added and the mixture heated for a further hour. After cooling the solvent was evaporated and the residue dissolved in 2M HCl (100 mL). This solution was filtered and the aqueous filtrate evaporated again to dryness. The resulting residue was taken in isopropanol (30 mL) and filtered to give the hydrochloride salt of the required product. The salt was converted in the free amine by dissolution in NaOH (15% w/w) and extraction with dichloromethane. (2.6 g, 54%). 1H-NMR (CDCl3) S 1.3 (br s, 2H), 1.46-1.58 (m, 4H), 2.41 (t, 2H), 2.62 (s, 4H), 2.73 (t, 2H), 3.05 (br s, 4H), 6.77-6.83 (m, 2H), 6.87-6.94 (m, IH) (M+l) e/z 270, 115761-79-0

The synthetic route of 115761-79-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; SIENA BIOTECH S.P.A.; WO2006/8133; (2006); A2;,
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.2815-34-1,trans-2,5-Dimethylpiperazine,as a common compound, the synthetic route is as follows.

A mixture of 2, 2′-Bis [(DIPHENYLPHOSPHINO)-1,’-BINAPHTHYL] (0.068g, 0. 109mmol) and palladium acetate (0.016g, 0. [072MOL)] in toluene (5ml) were heated to [80C.] To this was added the product from example 316, step 1 [(1- [3- (4-IODO-PHENOXY)-PROPYL]-] piperidine) (0.5g, 1. 45mmol) pre-dissolved in toluene (5ml), (2S, 5R)-2, 5-dimethyl- piperazine (0.20g 1. [74MMOL)] predissolved in toluene (5ml), followed by sodium [TERT-] butoxide (0.20g, 2. [02MOL).] The mixture was heated at [100C] for 6 hours. After cooling to room temperature the reaction mixture was diluted with ethyl acetate, washed with water (x3), brine [(X1),] dried over magnesium sulphate and concentrated in vacuo. The residue was purified on silica gel eluting with a mixture of 0.88 ammonia solution : methanol : [DICHLOROMETHANE] (0.5 : 4.5 : 95) to furnish the title compound (0.98g, 20%); MS (ES+) m/e 332 [M+H] [+.]

2815-34-1, The synthetic route of 2815-34-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GLAXO GROUP LIMITED; WO2004/35556; (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.13349-91-2,1-(2,2,2-Trifluoroethyl)piperazine dihydrochloride,as a common compound, the synthetic route is as follows.

EXAMPLE 70 N-[2-((R)-Indan-1-ylamino)-4H-benzo[d][1,3]oxazin-6-yl]-2-[4-(2,2,2-trifluoro-ethyl)-piperazin-1-yl]-acetamide Prepared from 2-chloro-N-[2-((R)-indan-1-ylamino)-4H-benzo[d][1,3]oxazin-6-yl]-acetamide (Example 3 step A) (100 mg, 0.281 mmol) and commercially available 1-(2,2,2-trifluorethyl)piperazine hydrochloride (CAS 13349-91-2) (87 mg, 0.422 mmol) in acetonitrile (1 ml) with diisopropylethyl amine (0.24 ml, 1.405 mmol) according to the procedure described for Example 3 step B. Obtained the title compound as a white foam (105 mg, 77%), MS (ISP) m/e=488.3 [(M+H)+].

13349-91-2, As the paragraph descriping shows that 13349-91-2 is playing an increasingly important role.

Reference：
Patent; Kolczewski, Sabine; Roche, Olivier; Steward, Lucinda; Wichmann, Juergen; Woltering, Thomas; US2010/63037; (2010); 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.34770-60-0,4-Methylpiperazin-2-one,as a common compound, the synthetic route is as follows.

( v) 1 -(4- ( [2-Amino-4-(butylamino )-6-methylpyrimidin-5-yl]methyl } -3-methoxyphenyl)-4- methylpiperazin-2-oneTo a solution of of the product from step (iv) (0.144 g, 0.380 mmol) in 1 ,4-dioxane (2 mL) was added Cul (72.0 mg, 0.379 mmol), N,N’-dimethyldiaminoethane (0.0820 mL, 0.763 mmol), 4-methylpiperazin-2-one (87.0 mg, 0.760 mmol), and Cs2C03 (247 mg, 0.760 mmol). The mixture was heated to 100C and stirred for 1 Oh. After cooling, water was added and the resulting mixture was extracted with EtOAc. The combined organic solutions were washed with brine, and then dried (Na2S04). After removal of the solvent in vacuo, the crude residue was purified by silica gel column chromatography to give the title compound as a pale yellow solid (120 mg, 0.291 mmol, 77 %); 1H NMR: 6.90 (1H , d), 6.86 (1H, s,), 6.72 (1H, d), 4.76 (3H, br s), 3.87 (3H, s), 3.68-3.65 (2H, m), 3.63 (2H, s,), 3.32-3.27 (2H, m), 3.26 (2H, s), 2.78-2.75 (2H, m), 2.39 (3H, s), 2.27 (3H, s), 1.45-1.37 (2H, m), 1.26-1.19 (2H, m), 0.85 (3H, t); LC-MS: m/z = 413 [MH+] (T = 1.48 min).

34770-60-0, 34770-60-0 4-Methylpiperazin-2-one 13704283, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Dainippon Sumitomo Pharma Co., Ltd.; ASTRAZENECA AKTIEBOLAG; TOSAKI, Shinya; HORI, Seiji; WO2012/67268; (2012); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

59878-57-8, 1-(Cyclopropylcarbonyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(Formula 7-6: methyl 4-((4-(cyclopropanecarbonyl)-N-(pyridin-2-yl)piperazine-1-carboxamido)methyl)benzoate)[1011][1012]Compound ofFormula 7-5(methyl 4-((((4-nitrophenoxy)carbonyl)(pyridin-2-yl)amino)methyl)benzoate; 0.40 g, 0.982 mmol) was dissolved in dimethylformamide (10 mL), and then cyclopropyl(piperazin-1-yl)methanone (0.167 mL, 1.17 mmol) was added, and the mixture was heated and stirred at 60 for 2 days. Then, the dimethylformamide was removed under reduced pressure, water was poured into the reaction mixture, and the organic layer was extracted with ethyl acetate. The organic layer was washed with saturated sodium chloride aqueous solution, dehydrated with anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was purified and concentrated by column chromatography (silica; methanol/dichloromethane=5%) to give the desired compound ofFormula 7-6(0.4 g, 96%) in the form of a white oil.

59878-57-8, 59878-57-8 1-(Cyclopropylcarbonyl)piperazine 2064235, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; LEE, Changsik; YANG, Hyun-Mo; CHOI, Hojin; KIM, Dohoon; KIM, Soyoung; HA, Nina; LIM, Hyojin; KO, Eunhee; YOON, Seongae; BAE, Daekwon; WO2014/178606; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics