Heterocyclic Building Blocks-piperazine

169447-70-5, (S)-tert-Butyl 2-methylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 1 ,1 -dimethylethyl (2S)-2-methyl-1-piperazinecarboxylate(100 mg, 0.5 mmol) in CH2CI2 (5 ml_) was mixed with 3-bromo benzaldehyde (0.06 ml_, 0.5 mmol) and NaB(OAc)3H (0.16 g, 0.75 mmol). The resulting mixture was stirred for 12 hours, diluted with dichloromethane (30 ml_) and washed with brine (50 ml_). The organic layer was collected, dried over Na2SO4 and concentrated. Separation via a combiflash system then afforded the title compound (150 mg, 81%): LC/MS: m/z, 369 (M+H); 1HNMR (MeOD) delta 1.26 (3H, d), 1.47 (9H, s), 2.0 (1 H, m), 2.1 (1 H, m), 2.6 (1 H, m), 2.8 (1 H, m), 3.1 (1 H, m), 3.3 (2H, s), 3.4 (1 H, m), 3.5 (1 H, m), 3.8 (1 H, m), 4.2 (1 H, m), 4.88 (1 H, s), 7.25 (1 H, m), 7.3 (1 H, m), 7.4 (1 H, m), 7.55 (1 H, s).

169447-70-5, The synthetic route of 169447-70-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2006/55553; (2006); A2;,
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.169447-70-5,(S)-tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a 0 C solution of 2,4-dichloro-5-fluoropyrimidine (12.0 g, 71 .9 mmol) in dichloromethane (130 mL) was added triethylamine (20 mL, 140 mmol), followed by a solution of fe/f-butyl (2S)-2-methylpiperazine-1 -carboxylate (15.0 g, 74.9 mmol) in dichloromethane (70 mL). The reaction mixture was stirred at 30 C for 15 hours, whereupon it was washed sequentially with water (150 mL) and with saturated aqueous sodium chloride solution (100 mL), dried over magnesium sulfate, filtered, and concentrated in vacuo. Purification via chromatography on silica gel (Gradient: 20% to 50% EtOAc in petroleum ether) afforded C35 as a white solid. Yield: 21 .4 g, 64.7 mmol, 90%. LCMS m/z 330.9 [M+H]+. 1H NMR (400 MHz, CDCI3) d 7.94 (d, 1 H), 4.54- 4.45 (m, 1 H), 4.39-4.29 (m, 1 H), 4.28 (br d, 1 H), 3.94 (br d, 1 H), 3.35 (dd, 1 H), 3.25-3.06 (m, 2H), 1 .48 (s, 9H), 1 .17 (d, 3H).

169447-70-5, As the paragraph descriping shows that 169447-70-5 is playing an increasingly important role.

Reference£º
Patent; PFIZER INC.; ASPNES, Gary Erik; BAGLEY, Scott W.; CONN, Edward L.; CURTO, John M.; EDMONDS, David James; FLANAGAN, Mark E.; FUTATSUGI, Kentaro; GRIFFITH, David A.; HUARD, Kim; LIMBERAKIS, Chris; MATHIOWETZ, Alan M.; PIOTROWSKI, David W.; RUGGERI, Roger B.; (149 pag.)WO2019/239371; (2019); A1;,
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314741-40-7, (S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step B: tert -butyl(9aS)-3-hydroxy-3 -(1-oxo-3 ,4-dihydro-1 H-isochromen-6-yl)hexahydropyrazino[2, 1-c] [ 1 ,4 ]oxazine-8(1H)-carboxylate:6-(Bromoacetyl)-3 ,4-dihydro-1 Hisochromen-1-one ( -1.54 g, -5.72 mmol, presence of a-chloroketone was noted, -10%) andcommercially available (S)-4-N-BOC-2-hydroxymethylpiperazine (1.24 g, 5.72 mmol) were added to a round bottom flask and diluted with THF (50 mL). Diisopropylethylamine (1.30 mL,7.44 mmol) was then introduced and the mixture left stirring for 14 hat RT during which time aconsiderable amount of solid had formed (presumably HBr salt ofDIPEA). The reaction mixturewas diluted with EtOAc, then washed with saturated NH4Claq followed by H20. Both aqueouslayers were sequentially back extracted once with another portion ofEtOAc, the organics were then combined, dried with MgS04, filtered, and concentrated in vacuo. The recovered crudeproduct was subjected to purification by flash chromatography (Biotage, 50% EtOAc/Hex) toafford the title compound.

314741-40-7, As the paragraph descriping shows that 314741-40-7 is playing an increasingly important role.

Reference£º
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; WO2013/28474; (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.196811-66-2,tert-Butyl 4-carbamothioylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Step e) 4-[2-(4-tert-Butoxycarbonylpiperazin-1-yl)-5-methylthiazol-4-yl]benzoic acid methyl ester All of the alpha-bromoketone above and 4-thionocarbonylpiperazine-1-carboxylic acid tert-butyl ester (J. Med. Chem., 1998, 5037-5054, 917 mg, 3.73 mmol) were refluxed in 36 mL THF at 70 C. for 2 h, under N2. The precipitate was filtered and the filtrate concentrated in vacuo to give a yellow solid. Flash column chromatography (silica, 5/1 petroleum ether-EtOAc) gave 624 mg of light yellow solids. Chromatography of the precipitate (silica, 2/1 petroleum ether-EtOAc) gave a further 32 mg of compound. Total yield is 44%. 1H NMR (CDCl3) delta ppm: 1.46 (s, 9H), 2.43 (s, 3H), 3.42, (m, 4H), 3.54 (m, 4H), 3.90 (s, 3H), 7.68 and 8.04 (ABq, 4H).

196811-66-2, The synthetic route of 196811-66-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Nilsson, Magnus; Oden, Lourdes; Kahnberg, Pia; Grabowska, Urszula; US2009/23748; (2009); A1;,
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59702-07-7, 1-Methylpiperazin-2-one is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,59702-07-7

EXAMPLE 160 N-(4-fluorobenzyl)-8-hydroxy-5-(4-methyl-3-oxopiperazin-1-yl)-1,6-naphthyridine-7-carboxamide A solution of 5-bromo-N-(4-fluorobenzyl)-8-hydroxy-1,6-naphthyridine-7-carboxamide (0.20 g, 0.53 mmol), 1-methylpiperazin-2-one (0.21 g, 1.86 mmol) and diisopropylethylamine (0.19 mL, 1.06 mmol) in DMPU (2.0 mL) were heated at 135C for 26 hr. Diisopropylethylamine (0.19 mL, 1.06 mmol) was added and the reaction heated at 135C for a further 24 hr. The reaction was cooled to room temperature, neutralized by the addition of TFA and purified by reverse phase HPLC. (Vydak C18, Gradient elution with Water: Acetonitrile 95:5 to 5:95 with 0.1percent TFA at 30 mL/min over 15 mins). Lyophilization of the pure fractions afforded the title compound as an off white solid. 1H NMR (CDCl3, 400 MHz) delta 12.95 (1H, s), 9.18 (1H, dd, J=1.6 and 4.4 Hz), 8.43 (1H, dd, J=1.7 and 8.4 Hz), 8.21 (1H, m), 7.63(1H, dd, J=4.3 and 8.4 Hz), 7.40(2H, m), 7.05(2H, t, J=8.7 Hz), 4.65 (2H, d, J=6.4 Hz), 4.01 (2H, s), 3.61 (2H, t, J=5.7 Hz), 3.34(2H, t, J=5.7 Hz), 2.95 (3H, s) ppm. FAB MS calcd for C21H20FN5O3 410 (MH+), found 410.

59702-07-7 1-Methylpiperazin-2-one 4399042, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Anthony, Neville J.; Gomez, Robert P.; Young, Steven D.; Egbertson, Melissa; Wai, John S.; Zhuang, Linghang; Embrey, Mark; Tran, LeKhanh; Melamed, Jeffrey Y.; Langford, H. Marie; Guare, James P.; Fisher, Thorsten E.; Jolly, Samson M.; Kuo, Michelle S.; Perlow, Debra S.; Bennett, Jennifer J.; Funk, Timothy W.; US2003/55071; (2003); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.70261-82-4,4-(4-Methylpiperazin-1-ylmethyl)phenylamine,as a common compound, the synthetic route is as follows.

Preparation of 2,4-dihydroxy-5-isopropyl-N-(4-((4-methylpiperazin-l- yl)methyl)phenyl)- benzothioamide (K): [00447] To a stirred solution of 5.0g (21.89mmols) of 2,4-dihydroxy-5- isopropylbenzodithioic acid (J) in 30mL of anhydrous DMF was added 5.9g (70.07mmols) of NaHC03 followed by 2.55g (21.89mmols) of sodium 2-chloroacetate and the mixture was heated at 80 C for lh. 4-((4-methylpiperazin-l-yl)methyl)aniline (4.3g, 20.80mmols) was then added portion wise and the mixture was further heated at 80 C for 2h. The reaction mixture was then cooled, lOOmL of ice-water was added and the pH of the mixture was brought down to approx. 7 using saturated NH4CI solution. The resultant precipitate was then filtered, dried and redissolved in 9:1 ethyl acetate methanol, dried over Na2S04 and concentrated to afford compound K (7.8g) as yellow solid which was carried to next step without purification., 70261-82-4

As the paragraph descriping shows that 70261-82-4 is playing an increasingly important role.

Reference£º
Patent; SYNTA PHARMACEUTICALS CORP.; CHIMMANAMADA, Dinesh, U.; YING, Weiwen; WO2013/152206; (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.70261-81-3,1-Methyl-4-(4-nitrobenzyl)piperazine,as a common compound, the synthetic route is as follows.,70261-81-3

A mixture of 1-methyl-4-(4-nitro-benzyl)-piperazine (3.09 g, 13.1 mmol), zinc dust (4.29 g, 65.6 mmol) and ammonium chloride (2.81 g, 52.5 mmol) in methanol (100 mL) was refluxed 1h, cooled, filtered through Celite (washing with methanol) and evaporated to provide 4-(4-methyl-piperazin-1-ylmethyl)-phenylamine (2.67 g, 99% yield) as a pale yellow, waxy solid. 1H-NMR (DMSO-d6, 500 MHz) 6.89 (d, 2H), 6.49 (d, 2H), 4.89 (s, 2H), 3.24 (s, 2H), 2.3 (br m, 8H) ppm; MS (FIA) 206.2 (M+H); HPLC (Method A) co-elutes with solvent front.

The synthetic route of 70261-81-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2004/46120; (2004); 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.78551-60-7,tert-Butyl 4-benzyl-3-oxopiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

EXAMPLE 42 4-t-butoxycarbonyl-3-[2-(methylthio)ethyl)-1-(phenylmethyl)piperazinone (XVI) Following the general procedure of Example 47 and making non-critical variations, but substituting 4-t-butoxycarbonyl-1-(phenylmethyl)piperazinone (XV, Example 41) for 1-methyl-4-(phenylmethyl)piperazinone and 1-chloro-2-(methylthio)ethane [Chem. Ber., 84, 911 (1951)] for 1-bromo-2-methylpropane, there is obtained the title compound., 78551-60-7

As the paragraph descriping shows that 78551-60-7 is playing an increasingly important role.

Reference£º
Patent; The Upjohn Company; US4251438; (1981); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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 is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 14: Synthesis of XZ-14523 Preparation of tert-butyl 4-((4-(N-(2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)-4-(4-((2-(4- chlorophenyl)-4,4-dimethylcyclohex-1-enyl)methyl)piperazin-1-yl)benzoyl)sulfamoyl)-2- nitrophenylamino)methyl)piperidine-1-carboxylate (52) A mixture of compound 50 (571 mg), 51 (415 mg), DMAP (244 mg), EDCI (250 mg), and TEA (280 muL) in 20 mL DCM was stirred at room temperature overnight. The solvent was removed under reduced pressure and the residue was purified via column chromatography using DCM and methanol as eluents to give 758 mg pure product as yellow solid. Yield 79%. 1H NMR (400 MHz, CDCl3) delta 10.14 (br s, 1H), 9.72 (br s, 1H), 8.89 (d, J = 2.2 Hz, 1H), 8.52 (t, J = 5.4 Hz, 1H), 8.21 (d, J = 2.5 Hz, 1H), 8.16 (dd, J = 9.2, 2.1 Hz, 1H), 7.95 (d, J = 9.1 Hz, 1H), 7.71 (d, J = 2.5 Hz, 1H), 7.53-7.43 (m, 1H), 7.22 (d, J = 8.4 Hz, 2H), 6.94-6.83 (m, 3H), 6.60-6.47 (m, 2H), 5.98 (d, J = 2.1 Hz, 1H), 4.27-4.13 (m, 2H), 3.32-3.20 (m, 2H), 3.13-3.01 (m, 4H), 2.83-2.65 (m, 4H), 2.26-2.10 (m, 6H), 1.96 (s, 2H), 1.92-1.74 (m, 3H), 1.47 (s, 9H), 1.40 (t, J = 6.4 Hz, 2H), 1.25-1.18 (m, 2H), 0.93 (s, 6H) ppm., 1235865-77-6

As the paragraph descriping shows that 1235865-77-6 is playing an increasingly important role.

Reference£º
Patent; BIOVENTURES, LLC; ZHENG, Guangrong; ZHOU, Daohong; ZHANG, Xuan; WANG, Yingying; CHANG, Jianhui; (269 pag.)WO2017/184995; (2017); A1;,
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21043-40-3, 1-Cyclopentylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Synthesis of 6-(4-cyclopentylpiperazin-l-yl)-9H-purin-2-amine (28): Compound 1 (0.5 g, 2.95 mmol) was dissolved in acetonitrile (8 mL) and potassium carbonate (1.63 g, 11.8 mmol) and 1 – cyclopentylpiperazine (0.91 g, 5.9 mmol) were added. The reaction was stirred under the N2 atmospheric condition at 100C for 12 hours. Organic layer was extracted with CHCI3 system and column chromatography was done by using CH3OH and CHCI3 system to give compound 28 (yield 60%) as a off-white solid. 1H NMR (300MHz, DMSO-d6) delta ppm 7.66 (s, 1H), 5.72 (s, -NH2), 4.09 (m, 4H), 2.46 (t, J = 4.2 Hz, 4H), 2.42-2.39 (m, 1H), 1.61 -1.50 (m, 4H), 1.43-1.29 (m, 4H). ESI-MS m/z 288.14 (M+H).

21043-40-3, 21043-40-3 1-Cyclopentylpiperazine 806421, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCH; TALUKDAR, Arindam; GANGULY, Dipyaman; MUKHERJEE, Ayan; PAUL, Barnali; RAHAMAN, Oindrila; KUNDU, Biswajit; ROY, Swarnali; DEBLINA, Raychaudhuri; (60 pag.)WO2019/92739; (2019); A1;,
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Piperazines – an overview | ScienceDirect Topics