Heterocyclic Building Blocks-piperazine

31166-44-6, 1-Cbz-Piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: N-Cbz piperazine (0.55 g, 2.48 mmol, 1 eq) and carboxylic acid 8c?g (2.48 mmol, 1 eq) were dissolved in dry DMF (10 mL), the reaction mixture flushed with argon and cooled to 0 ¡ãC. N-methyl morpholine (NMM; 7.44 mmol,3 eq), hydroxybenzotriazole hydrate (HOBt; 2.98 mmol,1.2 eq) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimidehydrochloride HCl salt (EDC; 3.22 mmol, 1.3 eq) were slowly added. The reaction mixture was stirred under argon atmosphere for 5 h at 0 ¡ãC and an additional 15 h at room temperature. DMF was evaporated under reduced pressure and the residue redissolved in dichloromethane (10 mL).The dichloromethane phase was washed with H2O (1 x 10 mL), a 1 M HCl solution (3 x 10 mL), saturated aqueous NaHCO3 solution (3 9 10 mL), brine (1 x 20 mL), dried over Na2SO4, filtered, and the solvent evaporated under reduced pressure. The crude product was purified by flash column chromatography using ethyl acetate/hexane solvents as eluents to afford compounds 9c?g.

31166-44-6, The synthetic route of 31166-44-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Juki?, Marko; Frlan, Rok; Chan, Fiona; Kirby, Robert W.; Madge, David J.; Tytgat, Jan; Peigneur, Steve; Anderluh, Marko; Kikelj, Danijel; Medicinal Chemistry Research; vol. 24; 6; (2015); p. 2366 – 2380;,
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.859850-90-1,3-((4-Methylpiperazin-1-yl)methyl)benzonitrile,as a common compound, the synthetic route is as follows.

859850-90-1, To a stirred solution of 3-cyanobenzaldeliyde (3.25 mmol) was added iV-metliyl piperizine (3.25 mmol) followed by NaB(OAc)3H (4.25 (mmol). The mixture was stirred for 4 h and concentrated. The residual material was partitioned between CH2Cl2 and NaHCC>3 (sat.) and the organic phase was then collected. The organic phase was concentrated (0.70 g, 3.25 mmol) and dissolved in THF (5 mL). The solution was cooled in an ice bath, and to this was added lithium aluminum hydride (1.0 M in THF, 4.8 mL, 4.88 mmol). The solution was warmed to room temperature and stirred for 2 h. The reaction was quenched with excess sodium sulfate decahydrate (~1 g), and then filtered through diatomaceous earth. The material was concentrated to give a clear oil of the benzylamine which was used without further purification. 4-Phenoxy benzoic acid was dissolved in CH2Cl2 (2 mL) and to titiis was added EDCI (0.107 g, 0.56 mmol) followed by DIEA (0.048 mL, 0.56 mmol) and the benzyl amine obtained from the previous step (0.10 g, 0.50 mmol). The reaction was stirred for 2 h, and then partitioned between CH2Cl2 and NaHCO3 (sat.). The organic layer was concentrated and the residual oil chromatographed (SiO2, CH2Cl2/5% NH3 in MeOH, 95:5) to give the title compound as a white solid.1HNMR (CDCl3, 300 MHz) delta 2.30 (s, 3H), 2.49 (br s, 8H), 3.51 (s, 2H), 4.63 (d, 2H, J = 5.4 Hz), 6.27 (s, IH), 6.96-7.05 (m, 4H), 7.16 (t, IH, J = 7.5 Hz), 7.25 (m, IH), 7.30-7.39 (m, 5H), 7.75-7.78 (d, 2H, J = 7.8 Hz).

859850-90-1 3-((4-Methylpiperazin-1-yl)methyl)benzonitrile 7164647, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; ASTRAZENECA AB; WO2006/130075; (2006); A1;,
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Piperazines – an overview | ScienceDirect Topics

55112-42-0, 4-Methyl-1-piperazinecarbonyl Chloride Hydrochloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

55112-42-0, [0218] To a suspension of tert-butyl 5-(2-(3-aminophenyl)quinazolin-4-ylamino)- lH-indazole-1 -carboxylate (100 mg, 0.22 mmol) and 4-methylpiperazine-l-carbonyl chloride hydrochloride (88 mg, 0.44 mmol,) in CH2Cl2 (2 mL) was added Et3N (92 muL, 0.66 mmol) and catalytic amount of DMAP. The reaction mixture was stirred at RT for 2 h after which 2 equivalents each of 4-methylrhoiperazine-l-carbonyl chloride hydrochloride and 3 equivalents OfEt3N were added. Continued to stir at ambient temperature for 16 hours. The reaction was concentrated in vacuo and the residue was purified by flash chromatography on silica (8:1 CH2Cl2MeOH). The product tert-butyl 5-(2-(3-(l- methylpiperazine-4-carboxamido)phenyl)-quinazolin-4-ylamino)-lH-indazole-l- carboxylate was isolated. (160 mg, 100%)

As the paragraph descriping shows that 55112-42-0 is playing an increasingly important role.

Reference£º
Patent; SURFACE LOGIX, INC.; BARTOLOZZI, Alessandra; SWEETNAM, Paul; WO2006/105081; (2006); A2;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.278788-66-2,(R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of tert-butyl (3R)-3-(hydroxymethyl)piperazine-l-carboxylate (5.00 g, 23.12 mmol, 1.00 eq) in ethyl acetate (50 mL) and water (50 mL) was added sodium bicarbonate (5.83 g, 69.00 mmol, 3.00 eq) in one portion, then benzyl carbonochloridate (5.94 g, 35.00 mmol, 1.51 eq) was added to the solution slowly with stirring at 0 C for 30 minutes. The resulted solution was stirred at 10 C for 5 hours. The organic layer was separated from the reaction solution, and washed with water (10 mL). The aqueous phase was extracted with ethyl acetate (100 mL). The organic layer was collected and combined, washed with water (30 mL x 3) brine (30 mL), dried over sodium sulfate, concentrated under reduced pressure to give a yellow liquid. The yellow liquid was purified by silica gel column chromatography (Petroleum ether/Ethyl acetate = 3/1 to 1/1) to obtained compound Ol-benzyl-04-tert-butyl (2R)-2-(hydroxymethyl)piperazine- l,4-dicarboxylate (8.00 g, 22.83 mmol, 99% yield) as colorless liquid. 1H-NMR (400MHz, CDCL) d 7.33 – 7.24 (m, 5H), 5.08 (s, 2H), 4.18 (br s, 1H), 3.87 (br s, 2H), 3.57 (br s, 2H), 3.12 – 2.78 (m, 2H), 1.97 (s, 2H), 1.60 – 1.57 (m, 1H), 1.40 (s, 9H)., 278788-66-2

The synthetic route of 278788-66-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ARVINAS OPERATIONS, INC.; YALE UNIVERSITY; CREW, Andrew P.; HORNBERGER, Keith R.; WANG, Jing; DONG, Hanqing; BERLIN, Michael; CREWS, Craig M.; (1213 pag.)WO2019/195609; (2019); A2;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.630125-91-6,4-((4-Ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline,as a common compound, the synthetic route is as follows.

A mixture of (4-Trifluoromethyl-phenyl)-acetic acid (0.14 g, 0.63 mmol), 4-(4-ethyl-piperazin-1-ylmethyl)-3-trifluoromethyl-phenylamine (0.15 g, 0.52 mmol), TBTU (0.20 g, 0.63 mmol) and DIPEA (0.11 mL, 0.63 mmol) in15 anhydrous DMF (3 mL) was stirred at r.t. overnight. The reaction was poured in a saturated solution of NaHC03 andextracted with EtOAc (2 x 15 mL), the organic phase was washed with brine, dried with anhydrous Na2S04 andevaporated under vacuum. The crude was purified by flash column chromatography (DCM/MeOH 97/3) to obtain thetitle compound (0.25 g, 80%) as white solid.1H NMR (600 MHz, DMSO-dG) o ppm 0.99 (br. s., 3 H) 2.17- 2.48 (m, 8 H) 3.58 (s, 2 H) 7.73 (d, J=8.42 Hz, 1 H)20 7.81 (dd, J=9.25, 1.37 Hz, 1 H) 7.85 (dt, J=7.97, 2.06 Hz, 1 H) 8.00-8.05 (m, 2 H) 8.17 (d, J=2.02 Hz, 1 H) 10.61 (s,1 H)., 630125-91-6

630125-91-6 4-((4-Ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline 59134564, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; NERVIANO MEDICAL SCIENCES S.R.L.; MENICHINCHERI, Maria; ANGIOLINI, Mauro; BERTRAND, Jay Aaron; CARUSO, Michele; POLUCCI, Paolo; QUARTIERI, Francesca; SALOM, Barbara; SALSA, Matteo; ZUCCOTTO, Fabio; WO2014/72220; (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.31166-44-6,1-Cbz-Piperazine,as a common compound, the synthetic route is as follows.

Compound 6 (200 mg, 0.43 mmol), N-Cbz-piperazine (113 mg, 0.52 mmol), DhbtOH (81 mg, 0.49 mmol) were dissolved in DMF (3 ml) under argon at 0 ¡ãC. DCC (106 mg, 0.52 mmol) in DMF (0.5 ml) was added. The reaction was stirred at 0 ¡ãC for 1 h and then at room temperature overnight. The DCU precipitate was removed by filtration. The crude mixture was purified by flash chromatography on a Flasmaster II using an Isolute propylene disposable flash column and the following gradient: EtOAc/hexane 0:100–>50:50 and then CHCl3/MeOH 100:0–>90:10 to yield the title compound as a yellow wax (233 mg, 81percent). Rf = 0.2 (5percent MeOH in CH2Cl2); 1H NMR (500 MHz; CDCl3) delta 9.82 (s, 1H, NH), 7.66-7.29 (m, 16H, H-Ar and CHN), 5.60 (d, 1H, J = 7.7 Hz, CHCO), 3.77-3.25 (m, 13H, CH2CH2OSi, CHCH2N, CH2CHCH, 4 x CH2CH2N), 1.85-1.67 (m, 2H, CH2CH2CH), 1.04-0.94 (s, 9H, (CH3)3C); 13C NMR (125 MHz; CDCl3) delta 171.2 (C), 164.1 (C), 154.0 (C), 150.8 (C), 146.2 (CH), 136.3 (C), 135.5 (C), 133.0 (C), 130.3 (C), 128.3 (C), 128.1 (C), 127.8 (C), 101.3 (CH), 68.1 (CH2), 61.5 (CH2), 51.8 (CH2), 45.4 (CH2), 41.8 (CH2), 36.6 (CH), 33.4 (CH2), 26.9 (CH3), 19.1 (C); LRMS (ES+) m/z 669.3 [M+H]+; HRMS (ES+) found 669.3128 [M+H]+, inlMMLBox requires 669.3157., 31166-44-6

31166-44-6 1-Cbz-Piperazine 643495, apiperazines compound, is more and more widely used in various fields.

Reference£º
Article; Baragan?a, Beatriz; McCarthy, Orla; Sa?nchez, Paula; Bosch-Navarrete, Cristina; Kaiser, Marcel; Brun, Reto; Whittingham, Jean L.; Roberts, Shirley M.; Zhou, Xiao-Xiong; Wilson, Keith S.; Johansson, Nils Gunnar; Gonza?lez-Pacanowska, Dolores; Gilbert, Ian H.; Bioorganic and Medicinal Chemistry; vol. 19; 7; (2011); p. 2378 – 2391;,
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Piperazines – an overview | ScienceDirect Topics

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

Add Compound III 25.82 g to the reaction flask.Purified water 100ml,Stir at room temperature,Then add 22.4M sodium hydroxide 92.4ml,The mixture temperature was heated to 100 C,Stir 12h, cool to room temperature, filter, wash,The combined filtrate was acidified with 46.2 ml of 2M diluted hydrochloric acid for 30 min,Then, 500 ml of methanol, 18.70 g of triethylamine, and 14.25 g of 1-cyclopropanecarbonylpiperazine are added successively.At a reaction temperature of 20-25C, the reaction is stirred for 10 hours. After the reaction is completed, it is cooled to 0C and filtered.38.66 g of solids were obtained with a yield of 96.2% and a purity of 99.89%. The refining of olaparib (I)30g of crude oleapani was placed in a dissolving tank81.82 ml of isopropanol and 818.2 ml of acetone were added and the temperature was controlled at 45-50C.Stir and dissolve. After the crude product is completely dissolved, add charcoal to decolorize it for 30 minutes.The decolorization reaction was followed by hot filtration and the filtrate was stirred at room temperature for crystallization.Then cool down to 0 ~ 10 C for 4 hours, filter, and wash with acetone,Filtration, drying, that is, olaparib 28.35g,The yield was 94.5%, the purity was 99.99%, the mononuclear 0.05%, and the total heterologous 0.11%.

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

Reference£º
Patent; Shandong Yuxin Pharmaceutical Co., Ltd.; Liu Zhenteng; Chen Yu; Sun Heng; Wang Chunyan; (6 pag.)CN108101852; (2018); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

55112-42-0, 4-Methyl-1-piperazinecarbonyl Chloride Hydrochloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Other examples are summarized in the following table:, 55112-42-0

As the paragraph descriping shows that 55112-42-0 is playing an increasingly important role.

Reference£º
Patent; TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; WO2008/2629; (2008); 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.5308-25-8,1-Ethylpiperazine,as a common compound, the synthetic route is as follows.

A mixture of 1-ethylpiperazine (3.23 g, 0.0283 mol) and l -fluoro-3 -nitrobenzene (2.0 g, 0.0142 mol) was heated at reflux for 2 days. The resulting mixture was cooled and concentrated in vacuo. The residue was poured into water (50 mL), extracted with EA (2*50 mL). The combined extracts were washed with brine, concentrated in vacuo. The residue was purified via ISCO (eluted with EA in PE 0 – 70%) to give a yellow solid (1.80 g, 54.0% yield). MS (m/z): 236.1 (M+H)+.(B) 3-(4-ethylpiperazin-l-yl)aniline A mixture of l-ethyl-4-(3-nitrophenyl)piperazine (1.8 g, 0.00765 mol) and Rany-Ni (1.0 g) in MeOH (20 mL) was stirred under 1 atm of H2 at room temperature for 6 h. The resulting mixture was filtered and the filtrate was concentrated in vacuo to give a grey slurry (1.5 g, 95.5% yield). MS (m/z): 206.2 (M+H)+., 5308-25-8

5308-25-8 1-Ethylpiperazine 79196, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; HUTCHISON MEDIPHARMA LIMITED; SU, Wei-Guo; ZHANG, Weihan; LI, Jinshui; WO2014/139145; (2014); A1;,
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Piperazines – an overview | ScienceDirect Topics

934-98-5,934-98-5, 2-(4-Methylpiperazin-1-yl)ethanamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of primary amines 7a-l (2 eq) inwater (0.5 mol/L) wasadded O-methylisourea bisulfate (1 eq). Solution was stirred at 100 C for 24 h. After concentration to dryness, ethanol was addedand the residue was sonicated until apparition of a precipitate. Insome difficult cases, the suspension in ethanol was stored overnightin a freezer and triturated with cold ethanol to get a powder.Addition of a few drops of diethylether was also occasionallyneeded to induce precipitation. The solids 8a-l were collected byfiltration, washed with ethanol and dried overnight under vacuum.Due to the hygroscopicity of isolated solids, no melting points weredetermined for these series. NH signals are missing for all compoundsin 1H NMR spectra.

934-98-5 2-(4-Methylpiperazin-1-yl)ethanamine 70284, apiperazines compound, is more and more widely used in various fields.

Reference£º
Article; Tazarki, Helmi; Zeinyeh, Wael; Esvan, Yannick J.; Knapp, Stefan; Chatterjee, Deep; Schroeder, Martin; Joerger, Andreas C.; Khiari, Jameleddine; Josselin, Beatrice; Baratte, Blandine; Bach, Stephane; Ruchaud, Sandrine; Anizon, Fabrice; Giraud, Francis; Moreau, Pascale; European Journal of Medicinal Chemistry; vol. 166; (2019); p. 304 – 317;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics