Category: piperazines

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.161357-89-7,1-(Methylsulfonyl)piperazine hydrochloride,as a common compound, the synthetic route is as follows.

Reference Example 8d 4-(4-methanesulfonylpiperazin-1-ylmethyl)-2,3-dihydro-1H-indole 2.92 g of sodium triacetoxyborohydride, 2.26 of 1-methanesulfonylpiperazine hydrochloride and 545 mg of pyridine are successively added to a solution of 1 g of indole-4-carboxaldehyde in 40 ml of tetrahydrofuran under argon. The reaction mixture is stirred at ambient temperature for 15 hours, and then concentrated under reduced pressure. The residue is taken up in 40 ml of acetic acid cooled to 15 C., and then 1.30 g of sodium cyanoborohydride are added in portions. The reaction medium is stirred for 2 hours while allowing it to rise to ambient temperature, poured into a water/ice mixture, treated with 28% aqueous ammonia until the pH is neutral, and extracted with dichloromethane (4¡Á30 ml). The organic phases are combined, dried over magnesium sulfate, filtered, and then concentrated under reduced pressure. The residue obtained is purified on a silica column (eluent: heptane/ethyl acetate, from 0 to 100% of ethyl acetate), so as to give 890 mg of 4-(4-methanesulfonylpiperazin-1-ylmethyl)-2,3-dihydro-1H-indole in the form of a yellow solid.

161357-89-7, The synthetic route of 161357-89-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SANOFI; Brollo, Maurice; Carry, Jean-Christophe; Certal, Victor; Didier, Eric; Doerflinger, Gilles; EL Ahmad, Youssef; Filoche-Romme, Bruno; Halley, Frank; Karlsson, Karl Andreas; Schio, Laurent; Thompson, Fabienne; US2013/274253; (2013); 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.13889-98-0,1-Acetylpiperazine,as a common compound, the synthetic route is as follows.

To a solution of 1-piperazin-l- ylethanone (2.00 g, 15.6 mmol) and K2CO3 (4.31 g, 31.2 mmol) in CH3CN (50.0 mL) was added 3-bromopropan-l-ol (3.25 g, 23.4 mmol). The mixture was stirred at 80 C for 5 hours. The solid was filtered and the filtrate was evaporated to give l-[4-(3-hydroxypropyl)piperazin- l-yl]ethanone (2.00 g, 10.7 mmol, 68.8 % yield) as a colorless oil., 13889-98-0

The synthetic route of 13889-98-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MIRATI THERAPEUTICS, INC.; ARRAY BIOPHARMA, INC.; FISCHER, John, P.; FELL, Jay, Bradford; BLAKE, James, F.; HINKLIN, Ronald, Jay; MEJIA, Macedonio, J.; HICKEN, Erik, James; CHICARELLI, Mark, Joseph; GAUDINO, John, J.; VIGERS, Guy, P.A.; BURGESS, Laurence, E.; MARX, Matthew, Arnold; CHRISTENSEN, James, Gail; LEE, Matthew, Randolf; SAVECHENKOV, Pavel; ZECCA, Henry, J.; (529 pag.)WO2017/201161; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

109384-27-2, 1-Methylpiperazin-2-one hydrochloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of I -((2S,3R,4R)-6-bromo-2-cyclopropyl-3-methyl-4-(pyrimidin-2-ylam ino)-3,4-dihydroquinolin-I(2H)-yl)ethanone (for a preparation see Intermediate 371, 165 mg, 0.411 mmol), I30 methylpiperazin-2-one, hydrochloride (124 mg, 0.822 mmol), DavePhos (16.18 mg, 0.041 mmol),Pd2(dba)3 (18.83 mg, 0.021 mmol) and sodium tert-butoxide (158 mg, 1.645 mmol) in 1,4-dioxane (5mL) was stirred under nitrogen at 90 C for 16 h. The reaction mixture was allowed to cool to rt, filtered through celite and rinsed with ethyl acetate. The solvent was evaporated in vacuo and the remaining mixture was dissolved in I ,4-dioxane (5 mL). 1-methylpiperazin-2-one, hydrochloride (124 mg, 0.822 mmol), DavePhos (16.18 mg, 0.041 mmol), Pd2(dba)3 (18.83 mg, 0.021 mmol) and sodium tert-butoxide (158 mg, 1.645 mmol) were added and the reaction was heated under nitrogenat 90 C for a further 16 h. The reaction mixture was allowed to cool to rt, filtered through celite and rinsed with ethyl acetate. The solvent was evaporated in vacuo and the crude was re-dissolved in DCM. This solution was applied to a 50g silica cartridge and purified over a gradient of 0-50% ethyl acetate in cyclohexane over 12 CVs. The appropriate fractions were combined and concentrated in vacuo to give the product (34 mg, 0.078 mmol, 19%).LCMS (2 mm Formic): Rt = 0.72 mi [MH] = 435., 109384-27-2

The synthetic route of 109384-27-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AMANS, Dominique; ATKINSON, Stephen John; HARRISON, Lee Andrew; HIRST, David Jonathan; LAW, Robert Peter; LINDON, Matthew; PRESTON, Alexander; SEAL, Jonathan Thomas; WELLAWAY, Christopher Roland; WO2014/140076; (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.171504-98-6,Methyl 1,4-Bis(Boc)-2-piperazinecarboxylate,as a common compound, the synthetic route is as follows.

To a dry flask were added 1, 4-di-tert-butyl 2-methyl piperazine-1, 2, 4-tricarboxylate (10 g, 29.04 mmol) , anhydrous tetrahydrofuran (100 mL) in turn, the mixture was cooled to -78 under N 2, and then LiHDMS (35 mL, 35 mmol, 1 mol/L) was added dropwise slowly. The mixture was keeped at -78 and stirred for 2 hours, then iodomethane (3.7 mL, 59 mmol) was added. The mixture was further stirred for 1 hour, and warmed to rt and stirred for 12 hours. The reaction was quenched with saturated ammonium chloride aqueous solution (50 mL) in an ice bath, and the mixture was extracted with EtOAc (100 mL ¡Á 2) . The combined organic layers were washed with saturated brine (80 mL) , dried over anhydrous sodium sulfate, and concentrated in vacuo, and the residue was purified by silica gel column chromatography (PE/EA (V/V) =10/1) to give the title compound as a colorless oil (8.2 g, 79%) . MS (ESI, pos. ion) m/z: 381.2 [M+Na] +., 171504-98-6

The synthetic route of 171504-98-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SUNSHINE LAKE PHARMA CO., LTD.; LIU, Xinchang; REN, Qingyun; YAN, Guanghua; GOLDMANN, Siegfried; ZHANG, Yingjun; (253 pag.)WO2019/76310; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

21091-98-5, (4-Methylpiperazin-1-yl)(4-nitrophenyl)methanone is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture containing (4-methylpiperazin-1-yl)(4-nitrophenyl)methanone (27) (200 mg, 0.802 mmol) and 10% Pd/C (60 mg) in 20 mL of Ethanol was shaken under H2 (60 psi) for 4 hrs. After reaction completion and filtration, concentration afforded 28 (83.8 mg, yield 48%) as a pale yellow oil. 1H-NMR (400 Mhz, CD3OD) 7.19 (dd, J1=2.0 Hz, J2=6.5 Hz, 2H), 6.68(dd, J1=2.7 Hz, J2=6.5 Hz, 2H), 3.64(br-s, 4H), 2.44(br-s, 4H), 2.31(s, 3H) ESI/MS m/z 220.0 (M+H)., 21091-98-5

As the paragraph descriping shows that 21091-98-5 is playing an increasingly important role.

Reference£º
Patent; SUPERGEN, INC.; US2008/214558; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

548762-66-9, (2S,5R)-tert-Butyl 2,5-dimethylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

548762-66-9, (a) (2S,5R)-4-(5-Methoxycarbonyl-pyridin-2-yl)-2,5-dimethyl-piperazine-1-carboxylic acid tert-butyl ester A mixture of 6-fluoronicotinic acid methyl ester (200 mg, 1.29 mmol) and (2S,5R)-2,5-dimethyl-piperazine-1-carboxylic acid tert-butyl ester was heated at 120 C. in DMSO (2.0 mL) with potassium carbonate (178 mg, 1.29 mmol) for 2 h. The reaction mixture was partitioned between ethyl acetate (20.0 mL) and water (5.0 mL). The organic layer was washed with water (2*5.0 mL), dried over sodium sulfate, filtered and concentrated to give the title intermediate as a yellowish oil.

The synthetic route of 548762-66-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; THERAVANCE, INC.; US2012/114600; (2012); 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.129799-15-1,Methyl 1-Boc-piperazine-2-carboxylate,as a common compound, the synthetic route is as follows.

155a) 4-(5-Methoxy-2-pyridin-4-yl-pyrido[3,4-d]pyrimidin-4-yl)-piperazine-l,2- dicarboxylic acid 1-tert-butyl ester 2-methyl ester : 5-Methoxy-2-pyridin-4-yl-pyrido[3,4- d]pyrimidin-4-ol (508 mg, 2.00 mmol), Triethylamine (863 uL, 6.19 mmol), 2,4,6- Triisopropylbenzenesulfonyl Chloride (668 mg, 2.20 mmol), and 4- Dimethylaminopyridine (28 mg, 0.23 mmol) in N,N-Dimethylformamide (10 mL) were stirred at room temperature for 2 hours. Gradual dissolution of starting material was observed and a considerable darkening of the solution. Piperazine-l,2-dicarboxylic acid 1- tert-butyl ester 2-methyl ester (536 mg, 2.20 mmol) was added and the reaction was stirred at room temperature for two hours. Water was added, and the resulting solid product was collected by filtration, washed with water, and dried. Obtained 448 mg (47%) tan colored solid product, which was used for subsequent steps without further manipulation).

129799-15-1, The synthetic route of 129799-15-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CEPHALON, INC.; CANCER RESEARCH TECHNOLOGY LIMITED; BRESLIN, Henry, J.; DORSEY, Bruce, D.; DUGAN, Benjamin, J.; FOWLER, Katherine, M.; HUDKINS, Robert, L.; MESAROS, Eugen, F.; MONCK, Nathaniel, JT; MORRIS, Emma, L.; OLOWOYE, Ikeoluwa; OTT, Gregory, R.; PAVE, Gregoire, A.; ROFFEY, Jonathan, R. A.; SOUDY, Christelle, N.; TAO, Ming; ZIFICSAK, Craig, A.; ZULLI, Allison, L.; WO2014/52699; (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.21043-40-3,1-Cyclopentylpiperazine,as a common compound, the synthetic route is as follows.

(4-Cyclopentylpiperazin-1-yl)(5-nitro-3-phenyl-1H-indol-2-yl)methanone (13) The title compound was synthesized according to Representative Procedure A from 1-cyclopentylpiperazine (6.9 muL, 0.044 mmol, 1.2 equiv.), NMM (5 muL, 0.045 mmol, 1.2 equiv.) and 5-nitro-3-phenyl-1H-indole-2-carboxylic acid (10.4 mg, 0.046 mmol, 1.0 equiv.). Purification of the crude product by prep. TLC (10% MeOH/CH2Cl2 then 10% MeOH/EtOAc) provided the title compound as a yellow solid (8.9 mg, 57%): 1H NMR (400 MHz, CDCl3) delta 10.54 (s, 1H), 8.68 (d, J=2.2 Hz, 1H), 8.18 (dd, J=9.0, 2.2 Hz, 1H), 7.56-7.47 (m, 5H), 7.47-7.40 (m, 1H), 3.76 (s, 2H), 3.13 (s, 2H), 2.44 (s, 2H), 2.32 (p, J=8.1 Hz, 1H), 1.73 (d, J=17.9 Hz, 3H), 1.66-1.58 (m, 1H), 1.54-1.42 (m, 2H), 1.25 (s, 4H); HRMS (ESI-TOF+) m/z calc’d for C24H27N4O3 [M+H]+: 419.2078. found 419.2077.

21043-40-3, The synthetic route of 21043-40-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; The Scripps Research Institute; Cravatt, Benjamin F.; Niphakis, Micah J.; Lum, Kenneth; Correia, Bruno; Cognetta, Armand; Hulce, Jonathan; (156 pag.)US10168342; (2019); B2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

1228780-72-0, 1-((4′-Chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1′-biphenyl]-2-yl)methyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 102A (480 mg) and EXAMPLE 1B (457 mg) were taken up in dimethoxyethane (7.5 mL) in a microwave vial. Tris(dibenzylideneacetone)dipalladium(0) (37 mg), 2-(di-tert-butylphoshpino)biphenyl (48 mg) and potassium phosphate tribasic (423 mg) were added. The vial was capped and heated in a CEM Discover microwave reactor for 30 minutes at 150 C. The crude reaction mixture was filtered through celite and concentrated. The material was dissolved in 1:1 dimethylsulfoxide:methanol and purified by HPLC., 1228780-72-0

1228780-72-0 1-((4′-Chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1′-biphenyl]-2-yl)methyl)piperazine 66713599, apiperazines compound, is more and more widely used in various.

Reference£º
Patent; ABBOTT LABORATORIES; US2010/160322; (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.1235865-77-6,2-((1H-Pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-(4-((4′-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1′-biphenyl]-2-yl)methyl)piperazin-1-yl)benzoic acid,as a common compound, the synthetic route is as follows.

Solution preparation prior to reaction: 10% Acetic Acid:Acetic Acid (37 mL) in water (333 g); 5% NaHCO3:NaHCO3 (9 g) in water (176 g); 5% NaCl:NaCl (9 g) in water (176 g). Compound (N) (13.5 g), DMAP (10.5 g), EDAC (10.7 g) and dichloromethane (300 mL) were combined in a suitable reactor and agitated at 25 C. In a second suitable reactor was charged the Acid (Compound (L), 25 g), Et3N (8.7 g) and dichloromethane (120 mL). The resulting Acid (Compound (L)) solution was slowly charged to the initial suspension of Compound (N) and agitated until reaction completion. N,N-dimethylethylenediamine (9.4 g) was then charged to the reaction mixture with continued agitation. The reaction mixture was warmed to 35 C. and washed with 10% Acetic acid solution (185 mL) twice. The lower organic layer was diluted with more dichloromethane (75 mL) and methanol (12.5 mL). The organic, product layer was then washed with 5% NaHCO3 solution (185 mL) and then washed with 5% NaCl solution (185 mL) at 35 C. The lower, organic layer was separated and then concentrated to 8 vol (256 mL) diluted with methanol (26 mL) and warmed to 38 C. Ethyl Acetate (230 mL) was slowly charged. The resulting suspension was slowly cooled to 10 C. and then filtered. The wet cake was washed twice with a 1:1 mix of dichloromethane and ethyl acetate (2 vol, 64 mL). After drying the wet cake at 90 C., 32 g (84%) of Compound (I) was isolated. 1H NMR (DMSO-d6): delta 0.90 (s, 6H), 1.24 (m, 2H), 1.36 (t, J=6.4 Hz, 2H), 1.60 (m, 2H), 1.87 (m, 1H), 1.93 (s, br, 2H), 2.12 (m, 2H), 2.19 (m, 4H), 2.74 (s, br, 2H), 3.06 (m, 4H), 3.26 (m, 4H), 3.83 (m, 2H), 6.17 (d, J=2.1 Hz, 1H), 6.37 (dd, J=3.4, 1.9 Hz, 1H), 6.66 (dd, J=9.1, 2.2 Hz, 1H), 7.01 (m, 2H), 7.31 (m, 2H), 7.48 (m, 3H), 7.78 (dd, J=9.3, 2.3 Hz, 1H), 8.02 (d, J=2.61 Hz, 1H), 8.54 (d, J=2.33 Hz, 1H), 8.58 (t, J=5.9 Hz, 1H, NH), 11.65 (m, 1H).

1235865-77-6, 1235865-77-6 2-((1H-Pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-(4-((4′-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1′-biphenyl]-2-yl)methyl)piperazin-1-yl)benzoic acid 66713100, apiperazines compound, is more and more widely used in various.

Reference£º
Patent; ABBVIE INC.; Chan, Vincent S.; Christesen, Alan C.; Grieme, Timothy A.; Ku, Yi-Yin; Mulhern, Mathew M.; Pu, Yu-Ming M.; US2014/275540; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics