Heterocyclic Building Blocks-piperazine

278788-66-2, (R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

diisopropylethylamine (156 mL, 894 mmol) was added to a stirred, room temperaturemixture of 3-(2-Bromo-acetyl)-6-fluoro-2-methyl-benzonitrile (176 g, 688 mmol) and (R)-4-N-Boc-2-hydroxymethylpiperazine(149 g, 688 mmol) in THF (3500 mL) and the mixture was stirred at room temperature for 18 h. Thereaction was diluted with 3 L EtOAc, washed twice with 1500 mL 10% NaHCO3 aqueous solution, dried over MgSO4,filtered and concentrated. The residue was purified by column chromatography on silica gel (40-80% EtOAc/Hexanes,linear gradient), to provide the title compound.Step E: 17C and 17D: A 5000-mL, three-necked,, 278788-66-2

As the paragraph descriping shows that 278788-66-2 is playing an increasingly important role.

Reference：
Patent; Merck Sharp & Dohme Corp.; PASTERNAK, Alexander; BLIZZARD, Timothy; CHOBANIAN, Harry; DE JESUS, Reynalda; DING, Fa-Xiang; DONG, Shuzhi; GUDE, Candido; KIM, Dooseop; TANG, Haifeng; WALSH, Shawn; PIO, Barbara; JIANG, Jinlong; (128 pag.)EP2744499; (2016); B1;,
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.373608-48-1,tert-Butyl 4-(3-aminopropyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

JQ-acid (176.6 mg, 0.441 mmol, 1 eq) was dissolved in DMF (4.4 mL) at room temperature. HATU (176 mg, 0.463 mmol, 1.05 eq) was added, followed by DIPEA (0.23 mL),1.32 mmol, 3 eq). After 10 minutes, tert-butyl 4-(3 -aminopropyl)piperazine- 1 -carboxylate (118 mg, 0.485 mmol, 1.1 eq) was added as a solution in DMF (0.44 mL). After 24 hours, the mixture was diluted with half saturated sodium bicarbonate and extracted twice with DCM and once with EtOAc. The combined organic layer was dried over sodium sulfate, filtered and condensed. Purification by column chromatography (ISCO, 24 g silica column, 0-15% MeOHIDCM, 23minute gradient) gave a yellow oil (325.5 mg, quant yield)1H NMR (400 MHz, Chloroform-cl) 7.67 (t, J 5.3 Hz, 1H), 7.41 – 7.28 (m, 4H), 4.58 (dd, J 7.5, 5.9 Hz, 1H), 3.52-3.23 (m, 8H), 2.63 (s, 9H), 2.37 (s, 3H), 1.80- 1.69 (m, 2H), 1.64 (s, 3H), 1.42(s,9H). ?3CNIVIR(100IVIHz,cdcl3) 171.41, 164.35, 155.62, 154.45, 150.20, 136.92, 136.64,132.19, 131.14, 130.98, 130.42, 129.98, 128.80, 80.24, 56.11, 54.32, 52.70, 38.96, 37.85, 28.42,25.17, 14.43, 13.16, 11.82. LCMS 626.36 (M+H)., 373608-48-1

373608-48-1 tert-Butyl 4-(3-aminopropyl)piperazine-1-carboxylate 17750945, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; DANA-FARBER CANCER INSTITUTE, INC.; BRADNER, James; ROBERTS, Justin; BEHMAN, Nabet; WINTER, Georg; PHILLIPS, Andrews, J.; HEFFERNAN, Timothy, P.; BUCKLEY, Dennis; (617 pag.)WO2018/148440; (2018); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.27561-62-2,Cyclohexyl(piperazin-1-yl)methanone,as a common compound, the synthetic route is as follows.

General procedure: 10mM sulfochloride hydrochloride was suspendedin 50 ml ethylacetate and 11mM amine component wasadded with stirring. 2.8 ml triethylamine dissolved in 10 ml ethylacetatewas dropped in with stirring and kept stirring overnight atambient temperature. The reaction mixture was extracted threetimes with water, the organic phase was dried over sodium sulfatefiltered, and then evaporated to dryness. For cases in which an oilyproduct was obtained, the residue was treated with diisopropylether., 27561-62-2

As the paragraph descriping shows that 27561-62-2 is playing an increasingly important role.

Reference：
Article; Singh, Vinayak; Pacitto, Angela; Donini, Stefano; Ferraris, Davide M.; Boros, Sandor; Illyes, Eszter; Szokol, Balint; Rizzi, Menico; Blundell, Tom L.; Ascher, David B.; Pato, Janos; Mizrahi, Valerie; European Journal of Medicinal Chemistry; vol. 174; (2019); p. 309 – 329;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

655225-01-7, tert-Butyl 4-(2-bromoethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1: To a solution of la in DMF was added NaH with ice-bath. The resulting mixture was stirred for 15min. at 0-5 °C and was added lb. The reaction mixture was stirred at r.t. for 2h and evaporated to remove DMF. The residue was purified by column chromatography (PE:EA=8:1) to give lc (1.74g, 67.4percent).

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

Reference：
Patent; TYROGENEX, INC.; LIANG, Congxin; WO2011/41399; (2011); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

115619-01-7, 4-(4-Ethylpiperazin-1-yl)phenylamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example No. 125Preparation of N- (4- (4-ethylpiperazin-l-yl) phenyl) -5-(imidazo [1, 2-a] pyridin-2-yl) -lH-pyrazolo [4, 3-d] pyrimidin-7- amine7-chloro-5- (imidazo [1, 2-a] pyridin-2-yl) -2- (4 -methoxybenzyl) – 2H-pyrazolo [4 , 3-d] pyrimidine (0.16 mmol) and 4- (4- ethylpiperazin-l-yl) aniline (0.3 mmol 2 eq.,) were suspended in MeOH (dry, 3mL) in a microwave vial (2-5mL) , HC1 in dioxane (4M, 3 drops) was added. The reaction mixture was irradiated in a microwave reactor for 5 min at 140C. The reaction mixture was evaporated and used without further purification. The residue was dissolved in TFA (3mL) . The reaction mixture was irradiated in a microwave reactor for 5 min at 1 0C. The reaction mixture was concentrated and purified by semi- preparative HPLC-MS and freeze dried from water/t-BuOH 4/1. exact mass: 439.2607 g/mol HPLC-MS: analytical method Crt: 1.787 min – found mass: 440 (m/z+H)

115619-01-7, The synthetic route of 115619-01-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ORIGENIS GMBH; ALMSTETTER, Michael; THORMANN, Michael; TREML, Andreas; TRAUBE, Nadine; WO2012/143144; (2012); A1;,
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Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.122323-88-0,Methyl piperazine-2-carboxylate dihydrochloride,as a common compound, the synthetic route is as follows.

2-(4-(Bromomethyl)phenyl)-1 ,1 ,1 ,3,3,3-hexafluoropropan-2-ol (4.61 mmol,1.553g), potassium carbonate (13.82mmol, 1.91 Og) and methyl piperazine-2-carboxylate dihydrochloride (4.61 mmol, 1 g) were combined and stirred at room temperature overnight in acetonitrile (25mL). The reaction mixture was filtered and the solid washed with ethyl acetate. The organic was concentrated under reduced pressure. The resulting residue was purified by silica column chromatography (eluant dichloromethane/methanol/ammonia 95/5/0.5) to afford the title compound (464mg).MS (ESI) m/z 401.1 [M+H]+

122323-88-0, As the paragraph descriping shows that 122323-88-0 is playing an increasingly important role.

Reference：
Patent; N.V. ORGANON; WO2009/138438; (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.859518-35-7,tert-Butyl 3-cyanopiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.,859518-35-7

To a solution of tert-butyl 3-cyanopiperazine-1-carboxylate (21.1 g, 0.1 mol) and aqueous formaldehyde (24 g, 37% in water) in THF was added sodium cyanoborohydride (31.5 g, 0.5 mol) in small portions. The reaction mixture was aged at ambient temperature overnight then diluted with water and extracted with ethyl acetate. The organic phase was washed with saturated aqueous sodium chloride, dried over anhydrous sodium sulfate, filtered, and concentrated under vacuum. The crude product was purified by column chromatography to provide the title compound. 1H NMR (400 MHz, MeOD) delta 4.23-4.18 (m, 1H), 4.01-3.97 (br, 1H), 3.92-3.90 (br, 1H), 2.92-2.89 (br, 1H), 2.88-2.87 (br, 1H), 2.65-2.62 (m, 1H), 2.378 (s, 3H), 2.36-2.33 (m, 1H), 1.47 (s, 9H).

As the paragraph descriping shows that 859518-35-7 is playing an increasingly important role.

Reference：
Patent; JANSSEN PHARMACEUTICA NV; ORTHO-CLINICAL DIAGNOSTICS, INC; DONAHUE, Matthew Garrett; GONG, Yong; SALTER, Rhys; HRYHORENKO, Eric; DECORY, Thomas R.; REMMERIE, Bart M.; SANKARAN, Banumathi; WO2014/31587; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

300543-56-0, (R)-1-((4-Chlorophenyl)(phenyl)methyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Alternative A2 g of R-I- ( (4-chlorophenyl) (phenyl) methyl) piperazine and 0.88 g of diglycolic acid anhydride was dissolved in 107 mL of acetonitrile . The reaction mixture was refluxed for 12 h. After the reaction was completed the solvent was evaporated and the obtained residue dissolved in 20 mL water with addition of 2mL of IM NaOH and then 10 mL of dichloromethane was added. The suspension was stirred for 20 minutes and the organic phase was separated. To the aqueous phase another portion of 10 mL of dichloromethane was added, pH of suspension is adjusted at 4.5 to 5. Aqueous phase was extracted twice again with 2xl0mL of dichloromethane. Organic phases were collected, dried over anhydrous sodium sulfate, filtrated and evaporated. The obtained crude product could be used in the next step without further purification., 300543-56-0

The synthetic route of 300543-56-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; KRKA, TOVARNA ZDRAVIL, D.D., NOVO MESTO; WO2008/110586; (2008); 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.76003-29-7,1-Boc-3-Oxopiperazine,as a common compound, the synthetic route is as follows.

To a solution of 50.0 mmol of 5 and 60.0 mmol of 7 in 50.0 mL of 1,4-dioxane was added 0.500 mmol of copper (I) iodide followed by the addition of 100 mmol of K3P04 and 5 mmol of trans-cyclohexanediamine, then the resulting mixture was stirred at 100 C for 16 h. The reaction mixture was cooled to room temperature and diluted with 500 mL of H20. The resulting aqueous solution was extracted with CHC13. The organic phase was washed with saturated NaCl, dried over MgS04 and concentrated in vacuo. The crude product was purified by column chromatography to give 43.4 mmol of 8. ?H NMR (400 MHz, CDCl3) No. 7.97-8.00 (m, 1H), 7.35-7.40 (m, 1H), 6.50-6.54 (m, 1H), 4.54 (br s, 2H), 4.24 (s, 2H), 3.65-3.69 (m, 2H), 3.75-3.80 (m, 2H), 1.50 (s, 9H) ; MS m/z: 293 (M+1)., 76003-29-7

The synthetic route of 76003-29-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ICAGEN, INC.; ASTELLAS PHARMA INC.; WO2005/100349; (2005); 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.314741-40-7,(S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Step D: tert-butyl (3S)-4-[2-(3-cyano-4-fluorophenyl)-2-oxoethyl] -3-(hydroxymethyl)piperazine-1-carboxylate: 5-(Bromoacetyl)-2-fluorobenzonitrile (590 mg, 2.44 mmol) and (S)-4-N-BOC-2-hydroxymethyl-piperazine (527 mg, 2.44 mmol) were dissolved in THF (40 mL) at 0C thenTEA (247 mg, 2.44 mmol) was added. The reaction mixture was stirred at RT for 16 h, thenpoured into water and extracted with ethyl acetate. The organic layer was dried over Na2SO4,filtered, and evaporated to dryness. The crude product was purified by MPLC through an 80gRedi-sep column using 0-100% EtOAc/hexane to yield the title compound., 314741-40-7

The synthetic route of 314741-40-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; DEJESUS, Reynalda, Keh; FRIE, Jessica, L.; PIO, Barbara; TANG, Haifeng; WALSH, Shawn, P.; WO2014/99633; (2014); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics