Category: piperazines

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.30459-17-7,1-(4-Trifluoromethylphenyl)piperazine,as a common compound, the synthetic route is as follows.

General procedure: A 5.0 mL round-bottomed flask was equipped with a reflux condenser, 2.5 mol % chloro(1,5-cyclooctadiene)iridium (I) dimer [Ir(COD)Cl]2 and 5.0 mol % (S)-p-Tol-BINAP were added and followed by addition of anhydrous tetrahydrofuran (2.0 mL). After they were stirred for 10 min to produce a yellow solution. 1,4-Dihydro-1,4-epoxynaphthalene 1a (50 mg, 0.3468 mmol) was added; then 10 min later, additive of ammonium iodide (1.0 equiv. to 1a) was added and heated to reflux. At the first sign of reflux, N-substituted piperazine nucleophiles (2.0 equiv. to 1a) were added. The reaction mixture was stirred at reflux and monitored by TLC until completion (typically 6-12 h). The solvent was removed in vacuo and the crude mixture was purified by column chromatography on silica gel to afford the desired products., 30459-17-7

The synthetic route of 30459-17-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Yang, Wen; Luo, Renshi; Yang, Dingqiao; Molecules; vol. 20; 12; (2015); p. 21103 – 21124;,
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.142-64-3,Piperazine Dihydrochloride,as a common compound, the synthetic route is as follows.

Weigh tert-butylbenzoic acid 9.0g (0.05mol) was dissolved in 20ml of dry tetrahydrofuran was slowly added CDI8.9g (0.055mol), at room temperature for 4hAfter the reaction solution through a dropping funnel was added dropwise to a solution of constant piperazine dihydrochloride 20g (0.125mol), anhydrous piperazine 10g (0.125mol), 60ml of an aqueous solution of sodium chloride, 14g, and reacted for 5 hours at room temperature .After completion of the reaction by suction, the filtrate evaporated to remove THF, 10ml ethyl acetate again, NaOH saturated solution was adjusted to pH = 10, and the combined organic phase was extracted 3 times with ethyl acetate. The organic phase was dried over anhydrous sodium sulfate overnight, pumping filtered, spin dry ethyl acetate, the resulting white crystals is 1- (4-tert-butyl-benzoyl) piperazine crude product 5.9g, 48% yield., 142-64-3

142-64-3 Piperazine Dihydrochloride 8893, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Xi’an Jiaotong University; Zhang, Jie; Lu, Wen; Dong, Jinyun; Pan, Xiaoyan; He, Langchong; Zhang, Tao; Wang, Sicen; Shen, Xiuxiu; (16 pag.)CN104262238; (2016); B;,
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109-07-9, 2-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[Referential Example 82]; 3-Methylpiperazine-1-carboxylic acid tert-butyl ester; [] 2-Methylpiperazine (3.19 g) was added to 2-(tert-butylcarbonyloxyimino)-2-phenylacetonitrile (7.87 g) in tetrahydrofuran (100 mL) at 0¡ãC, followed by stirring for 2 hours. The residue obtained by removal through evaporation of the reaction solvent under reduced pressure was purified through silica gel column chromatography (chloroform – 7N ammonia/methanol mixture), to thereby give the title compound as an oily product (5.70 g, 89percent).1H-NMR(400MHz,CDCl3)delta: 1.05(3H,d,J=6.4Hz), 1.46(9H,s), 2.40(1H,br), 2.65-2.84(3H,m), 2.90-3.00(1H,br), 3.94(2H,br). MS(ESI)m/z: 201(M+H)+.

109-07-9, The synthetic route of 109-07-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1591443; (2005); 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.304897-49-2,tert-Butyl 4-(4-aminobenzyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.,304897-49-2

To a solution of 2,4-dihydroxy-5-isopropyl-benzenecarbodithioic acid (3.20 g, 14.0 mmol) in DMF (50 mL) was added sodium 2-chloroacetate (2.61 g, 22.4 mmol) and sodium carbonate (4.45 g, 42.0 mmol), and the solution degassed by bubbling nitrogen through the solution. The mixture was stirred at room temperature for 3 h, then a solution of tert-butyl 4-(4-aminobenzyl)piperazine-l-carboxylate (4.08 g, 14.0 mmol) in DMF (10 mL) was added. The resulting mixture was stirred at 80 C for 3 h. The reaction mixture was poured into ice water, and extracted with ethyl acetate (3 x 100 ml). The combined organic layers were washed with brine, dried with sodium sulfate, and the solvent removed in vacuo to give 3A (5.20 g, 10.7 mmol, 76% yield).

The synthetic route of 304897-49-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; TARVEDA THERAPEUTICS, INC.; CIPRIANI, Tyler; MOREAU, Benoit; BILODEAU, Mark T.; QUINN, James M.; WOOSTER, Richard; CIRELLO, Amanda L.; PERINO, Samantha; WHALEN, Kerry; KADIYALA, Sudhakar; WHITE, Brian H.; (172 pag.)WO2019/118830; (2019); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.502649-32-3,1-Boc-3-Isopropylpiperazine,as a common compound, the synthetic route is as follows.

Exchanging 2,4-dichloropyrimidine for 2,4-dichloro-5-fluoropyrimidine and phenylboronic acid for 2-(4-(methoxymethyl)phenyl)-4,4,5,5-tetramethyl-l,3,2- dioxaborolane, the first step of Example 137 was used to prepare 2-chloro-5-fluoro-4-(4- (methoxymethyl)phenyl)pyrimidine. To a stirred solution of this intermediate (0.400 g, 1.58 mol) in toluene (8 mL) was added tert-butyl 3-isopropylpiperazine-l-carboxylate (0.434 g, 1.90 mmol), bis(tri-tert-butylphosphine)palladium(0) (0.081 g, 0.158 mmol), trimethylhexadecylammonium chloride (0.101 g, 0.316 mmol) and a 50% aqueous sodium hydroxide solution (0.25 mL, 4.73 mmol). The mixture was heated at 100 C overnight and concentrated. The residue was purified by flash chromatography over silica using a hexane/ethyl acetate eluant to afford partially purified tert-butyl 4-(5-fluoro-4-(4- (methoxymethyl)phenyl)pyrimidin-2-yl)-3 -isopropylpiperazine- 1 -carboxylate as light yellow oil (0.500 g). This material was taken up in dichloromethane (5 mL), stirred and treated with trifluoroacetic acid (3.0 mL). After 3 hours, the reaction was concentrated and the residue was purified by reversed-phase flash chromatography over CI 8 silica using a acetonitrile/water/trifluoroacetic acid eluant. 5-Fluoro-2-(2-isopropylpiperazin-l- yl)-4-(4-(methoxymethyl)phenyl)pyrimidine was afforded as a light yellow oil (0.200 g, 36% for two steps). Using General Procedure A and Intermediate 5, this intermediate was used to generate the title compound as a white solid (0.105 g, 63%). 1H NMR (500 MHz, CDCls) delta 8.24 (d, J = 3.5 Hz, 1H), 8.08 (d, J = 8.0 Hz, 2H), 7.48 (d, J = 8.5 Hz, 2H), 4.75-4.72 (m, 1H), 4.59-4.55 (m, 3H), 4.33-4.31 (m, 1H), 3.94-3.86 (m, 2H), 3.45 (s, 3H), 3.28-3.19 (m, 2H), 3.07-2.85 (m, 7H), 2.43-2.40 (m, 1H), 2.26-2.19 (m, 1H), 1.94-1.50 (m, 9H), 1.13 (t, J = 7.5 Hz, 3H), 0.87 (d, J = 7.5 Hz, 3H) ppm. 13C NMR (125 MHz, CDCI3) delta 158.4, 157.0, 151.1, 151.0, 150.4, 148.4, 146.7, 146.4, 140.9, 133.4, 129.0, 128.9, 127.5, 74.2, 59.0, 58.3, 57.5, 57.3, 53.2, 47.8, 47.6, 46.4, 46.1, 44.0, 43.9, 43.5, 43.3, 39.9, 39.7, 39.1, 36.7, 36.4, 27.1, 27.0, 25.9, 25.7, 24.4, 24.1, 20.4, 20.2, 19.1, 19.0 ppm. Purity: > 99% LCMS (214 nm & 254 nm); retention time 1.54 min; (M+H+) 525.3., 502649-32-3

As the paragraph descriping shows that 502649-32-3 is playing an increasingly important role.

Reference£º
Patent; GENZYME CORPORATION; BOURQUE, Elyse; CABRERA-SALAZAR, Mario, A.; CELATKA, Cassandra; CHENG, Seng, H.; HIRTH, Bradford; GOOD, Andrew; JANCSICS, Katherine; MARSHALL, John; METZ, Markus; SCHEULE, Ronald, K.; SKERLJ, Renato; XIANG, Yibin; ZHAO, Zhong; LEONARD, John; NATOLI, Thomas; MAKINO, Elina; HUSSON, Herve; BESKROVNAYA, Oxana; WO2014/43068; (2014); A1;,
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502649-32-3,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.502649-32-3,1-Boc-3-Isopropylpiperazine,as a common compound, the synthetic route is as follows.

To a solution of tert-butyl 3-isopropylpiperazine-1-carboxylate (830 mg, 3.6 mmol) and 2-chloroquinaxaline (600 mg, 3.6 mmol) in dimethyl sulfoxide (5 mL), cesium fluoride (550 mg, 3.6mmol) was added. The reaction mixture was stirred at 60 oc for 30 hours, and then the reactionmixture was poured into water (70 mL) and extracted with diethyl ether (2×20 mL). The crudeproduct was purified by silica gel column chromatography eluting with mixture hexane:ethyl acetate10 (4:1) to afford 600 mg, 46% of the titled compound as a light-yellow solid. 1H NMR (300 MHz,15DMSO-d6) o ppm 0.84-0.90 (m, 3H), 1.16-1.25 (m, 3H), 1.50 (s, 9H), 2.20-2.30 (m, 1H), 3.00-3.12(m, 2H), 3.20-3.28 (m, 1H), 4.17-4.23 (m, 1H), 4.30-4.36 (m, 1H), 4.55-4.65 (m, 1H), 7.55-7.62 (m,1H), 7.72-7.78 (m, 1H), 7.85-7.90 (m, 1H), 8.15-7.23 (m, 1H), 8.58 (s, 1H).

The synthetic route of 502649-32-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ABBVIE INC.; GOMTSIAN, Artour; DEKHTYAR, Tatyana; FRANK, Kristine E.; FRIEDMAN, Michael M.; JOSEPHSOHN, Nathan; MOLLA, M-Akhteruzz; VASUDEVAN, Anil; NG, Teresa; SHAFEEV, Mikhail; WO2014/5129; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5464-12-0,5464-12-0, 1-(2-Hydroxyethyl)-4-methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of the acid of example 1 (20 mg, 0.015 mmol), triethylamine (6.3 DL, 0.045 mmol), and 4-dimethylaminopyridine (catalytic amount) in dichloromethane (1 mL) was isopropenylchloroformate (5DL, 0.045 mmol) at room temperature. After 5 minutes, l-(2- hydroxyethyl)-4-methylpiperazine (43 mg, 0.15 mmol) was added. The reaction mixture was stirred at room temperature for 3 hours. The solvent was evaporated, and the residue was purified on preparative reversed-phase HPLC. The product was obtained as a light yellow solid after lyophilization. 1H NMR (CD3OD5 500MHz): d 8.61 (d, J=9.5, 1 H), 8.57 (m, 2 H)3 8.43 (s, 1 H), 8.18 (S5 1 H)5 8.14 (d5 J=Il. OHz, 1 H), 7.87 (m, 1 H)5 7.82 (m, 1 H), 7.42 (t, J=7.8Hz, 1 H)5 7.22 (d, J=7.0 Hz, 1 H), 6.19 (d, J=12.5 Hz, 1 H), 5.90 (m, 1 H)5 5.78 (dd, J=10.5 Hz, 4.5 Hz5 1 H), 5.39 (m5 1 H)5 5.21 (s, 1 H), 5.06 (d, J=12.5 Hz, IH), 4.96 (d, J=10.5Hz, 1 H), 4.57 (m, 3 H), 4.41 (d, J=9.5 Hz, 1 H), 4.37 (m5 1 H), 4.30 (d, 10.5 Hz, 1 H), 4.06 (m, 1 H), 3.95 (s, 3 H), 3.20 (s, 2 H)5 3.02 (s, 6 H), 2.96 (m5 2 H)5 2.89 (s, 3 H), 2.80 (m, 1 H)5 2.17 (m, 2 H), 2.05 (s, 3 H), 1.75 (s, 3 H), 1.40 (d, J=6 Hz5 3 H)5 0.99 (d, J=7.5 Hz5 3 H).

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

Reference£º
Patent; MERCK & CO., INC.; WO2007/127135; (2007); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

74879-18-8, (S)-(+)-2-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

74879-18-8, A dimethyl sulfoxide suspension (5 ml) of 5-[8-chloro-9-(cyclopropylmethyl)-6-morpholin-4-yl-9H-purin-2-yl]pyrimidin-2-amine (476.1 mg, 1.23 mmol) and (2S)-2-methylpiperazine (616.4 mg, 6.15 mmol) was heated at 100 C. to dissolve and the resulting mixture was stirred at 85 C. for 18.5 hours. (2S)-2-Methylpiperazine (123.3 mg, 1.23 mmol) was added and the resulting mixture was further stirred at 85 C. for 5.5 hours, left standing to cool, poured into methylene chloride-methanol (10:1), and washed with saturated aqueous sodium hydrogen carbonate solution. The organic layer was dried over anhydrous sodium sulfate, the mixture was filtrated, the filtrate was concentrated under reduced pressure, and the resulting residue was purified by medium pressure silica gel column chromatography (methylene chloride_methanol=32:1 to 9:1) to give the title compound (516.0 mg, 93%) as a pale yellow solid.1H-NMR (CDCl3) delta: 0.48-0.57 (4H, m), 1.15 (3H, d, J=6.87 Hz), 1.31-1.41 (1H, m), 2.71 (1H, t, J=11.17 Hz), 2.98-3.15 (4H, m), 3.36-3.45 (2H, m), 3.83-3.89 (4H, m), 3.90-4.02 (2H, m), 4.18-4.41 (4H, brm), 5.60 (2H, brs), 9.24 (2H, s).

74879-18-8 (S)-(+)-2-Methylpiperazine 2734219, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; DAIICHI SANKYO COMPANY, LIMITED; US2010/130492; (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.934-98-5,2-(4-Methylpiperazin-1-yl)ethanamine,as a common compound, the synthetic route is as follows.

N4-(5-Isopropyl-1H-pyrazol-3-yl)-N6-[2-(4-methylpiperazin-1-yl)ethyl]-N2-(3-phenylisoxazol-5-ylmethyl)-pyrimidine-2,4,6-triamine. A mixture of 6-chloro-N4-(5-isopropyl-1H-pyrazol-3-yl)-N2-(3-phenylisoxazol-5-ylmethyl)-pyrimidine-2,4-diamine (250 mg, 0.611 mmol) and 2-(4-methylpiperazin-1-yl)-ethylamine (500 mg, 3.50 mmol) in 1-butanol (2 mL) was heated to 180¡ã C. in a 50 mL sealed tube. The mixture was heated for 1 h, then cooled to room temperature and diluted with methanol (10 mL). The mixture thus obtained was purified via preparative reverse phase HPLC to give the desired product (93 mg, 29percent) as a white solid.1H-NMR (400 MHz, d6-CDCl3): delta 7.8 (m, 2H), 7.4 (m, 3H), 6.5 (s, 1H), 5.9 (s, 1H), 5.2 (s, 1H), 4.8 (m, 2H), 3.5 (br s, 2H), 2.8 (m, 1H), 2.5 (m, 10H), 2.4 (s, 3H), 1.2 (m, 6H); MS (I) for C27H36N10O: 517.3 (MH+)., 934-98-5

The synthetic route of 934-98-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; EXELIXIS, INC.; US2008/249079; (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.13889-98-0,1-Acetylpiperazine,as a common compound, the synthetic route is as follows.

A solution of 1- (piperazin-1-yl) ethan-1-one (3.59 g, 28 mmol) and potassium carbonate (3.88 g, 28 mmol) were added to N, N-dimethylformamide (40 mL)Then 4-fluoro-2-methoxy-1-nitrobenzene (4.09 g, 23 mmol) was added to the suspension and stirred at 80 C overnight. The mixture was poured into water, The solid precipitate was filtered off. The resulting solid was dried in vacuo at 50 C, A yellow solid (3.5 g, yield: 45%)

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; Fudan University; Shanghai Institute of Materia Medica, Chinese Academy of Sciences; Li, Yingxia; Ding, Jian; Xiao, Qiang; Geng, Meiyu; Liu, Jian; Xie, Hua; (24 pag.)CN106608868; (2017); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics