Heterocyclic Building Blocks-piperazine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.115619-01-7,4-(4-Ethylpiperazin-1-yl)phenylamine,as a common compound, the synthetic route is as follows.

To a 0.342 g of 4-(4-ethyl-piperazin-1-yl)phenylamine (4d;0.00167 mol) in a dry round bottom flask was added 10 mL of 98%ethanol. Then 0.314 g of methyl 2,4-dioxo-6-phenylcyclohexanecarboxylate(E201; previously synthesized in our lab)22 was added.The reaction was refluxed for about 6 h and a total of 3 mL of additionalethanol was added. The reaction was monitored by thin layer chromatography(dichloromethane: methanol 85/15). After 6 h, the heatwas turned off and reaction continued to stir overnight. After reactionwas completed, the reaction was adsorbed on a silica gel and purifiedby automated flash chromatography (dichloromethane: methanol 75/25) to yield a dark orange solid (0.189 g, 33%). 1H NMR (300 MHz, d-CDCl3): delta (ppm)1.133-1.258 (t, 3H), 2.523-2.571 (q, 2H), 2.617-2.684(t, 4H), 3.219-3.469 (t, 4H), 3.252-3.550 (s, 3H), 5.476 (s, 1H),6.872-6.902 (d, 2H), 7.050-7.080 (2d, H), 7.263-7.328 (m, 5H). HRMS(ESI): m/z, Calcd. for C26H31N3O3 [M+H]+: 434.2433, found434.2435.

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

Reference£º
Article; Ghoneim, Ola M.; Bill, Ashley; Dhuguru, Jyothi; Szollosi, Doreen E.; Edafiogho, Ivan O.; Bioorganic and Medicinal Chemistry; vol. 26; 14; (2018); p. 3890 – 3898;,
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1214196-85-6, 1-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A suspension of 1-Boc-piperazine-2-carboxylic acid (9, 2.0 g, 8.69 mmol), EDCI (1.99 g, 10.42 mmol) and DMAP (0.32 g,2.61 mmol) in MeOH/CH2Cl2 (1:1) was stirred at 40 C for 1.5 hr, then the resulting solution was cooled down to room temperature and stirred for another 4 hrs. After removing the solvent, the residue was dissolved in CH2Cl2. The solution was washed with H2O (50 mL x 3). The combined aqueous was re-extracted with CH2Cl2 (40 mL x 3). All of the organics were combined, washed with 1 N NaHCO3 (50 mL x 3) and brine, and finally dried over Na2SO4. The product, a colorless liquid, was purified via flash chromatography, eluted with CH2Cl2 then 10% MeOH/CH2Cl2. Rf= 0.7 (10% MeOH/CH2Cl2, stained by phosphomolybdic acid (PMA)); yield – 84%

1214196-85-6, As the paragraph descriping shows that 1214196-85-6 is playing an increasingly important role.

Reference£º
Article; Zhao, Huanyu; Prosser, Anthony R.; Liotta, Dennis C.; Wilson, Lawrence J.; Bioorganic and Medicinal Chemistry Letters; vol. 25; 21; (2015); p. 4950 – 4955;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5317-33-9,3-(4-Methylpiperazin-1-yl)propan-1-ol,as a common compound, the synthetic route is as follows.

General procedure: To a solution of triphenylphosphine (0.37 mmol) in THF (30 mL) was slowly added diisopropyl azodicarboxylate (0.37 mmol) in 15 min at 0 C and the mixture was stirred for another 15 min. At the same temperature, to the resulting mixture was slowly added a solution of 20 (0.185 mmol) and corresponding alcohol (0.37 mmol) dissolved in 20 mL THF. The ice bar was removed and the reaction mixture was stirred at room temperature for 12 h. The reaction mixture was evaporated in vacuo, and the residue was purified by column chromatography to afford the product., 5317-33-9

5317-33-9 3-(4-Methylpiperazin-1-yl)propan-1-ol 79208, apiperazines compound, is more and more widely used in various fields.

Reference£º
Article; Xing, Weiqiang; Ai, Jing; Jin, Shiyu; Shi, Zhangxing; Peng, Xia; Wang, Lang; Ji, Yinchun; Lu, Dong; Liu, Yang; Geng, Meiyu; Hu, Youhong; European Journal of Medicinal Chemistry; vol. 95; (2015); p. 302 – 312;,
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30459-17-7, 1-(4-Trifluoromethylphenyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of l-[4-(trifluoromethyl)phenyl]piperazine (500 mg, 2.17 mmol). ethyl 2-bromoacetate (545 mg, 3.26 mmol), and DIEA (421 mg) in CH3CN (20 mL) was stirred for 2 h at RT. The resulting mixture was concentrated under vacuum. The residue was purified by silica gel column chromatography using EtOAc / petroleum ether (1/3) to afford 600 mg (87%) of the title compound as a colorless oil. LC-MS: (ES, m/z): 317.3

30459-17-7, 30459-17-7 1-(4-Trifluoromethylphenyl)piperazine 121718, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; CENTAURUS THERAPEUTICS; ROMERO, Donna L.; MCCALL, John M.; BLITZER, Jeremy; (118 pag.)WO2018/112077; (2018); A1;,
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122833-04-9, 2-Methoxy-4-(4-methylpiperazin-1-yl)aniline is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,122833-04-9

5-chloro-N-(2-methoxy-4-(4-methyIpiperazin-l-yl)phenyl)-4-(3-nitrophenoxy)pyrimidin- 2-amine A flask was charged with 2,5-dichloro-4-(3-nitrophenoxy)pyrimidine (1.56 g, 5.45 mmol), 2-methoxy-4-(4-methylpiperazin-l-yl)benzenamine (1.21 g, 5.45 mmol), TFA ( 0.42 mL, 5.45 mmol uL), 2-BuOH (30 mL). The slurry was heated to 1000C for 2h. The reaction mixture was allowed to cool to room temperature and, was neutralized with a saturated aqueous sodium bicarbonate solution. The aqueous mixture was then extracted with ethyl acetate (50 mL) three times. The crude product was purified using flash chromatography with 30: 1 :0.3 (v/v/v) dichloromethane-methanol-triethylamine to afford 2.07 g brown solid (81%). 1H NMR 600 MHz (DMSO d6) delta 8.38 (s, IH), 8.28 (s, IH), 8.16 (m, 2H), 7.76 (m, 2H), 7.08 (s, I H), 6.46 (m, IH), 6.14 (m, I H), 3.72 (s, 3H), 3.33 (m, 4H), 3.05 (m, 4H), 2.28 (s, 3H); MS m/z: 471.91 (M+1).

122833-04-9 2-Methoxy-4-(4-methylpiperazin-1-yl)aniline 20136253, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; DANA FARBER CANCER INSTITUTE; GRAY, Nathanael, S.; JANNE, Pasi; ECK, Michael, J.; ZHOU, Wenjun; WO2010/129053; (2010); A2;,
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55276-43-2,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.55276-43-2,1-Methanesulfonylpiperazine,as a common compound, the synthetic route is as follows.

(S)-Epichlorohydrin (48.0 mL, 0.612 mol) was added to a stirred solution of piperazine sulfonamide (87.3 g, 0.532 mol) in ethanol (1.33 L) at room temperature. The reaction mixture was stirred for 18 h and the white solid precipitate which formed was collected by filtration and washed with ethanol to afford the title intermediate (107.76 g) as a white solid which was used without further purification. (m/z): [M+H]+ calcd for C8H17ClN2O3S, 257.07; found 257.2. 1H NMR (DMSO-d6): delta (ppm) 2.37 (dd, 1H), 2.45 (dd, 1H), 2.50-2.58 (m, 4H), 2.86 (s, 3H), 3.09 (m, 4H), 3.55 (dd, 1H), 3.65 (dd, 1H), 3.84 (m, 1H), 5.09 (d, 1H).

The synthetic route of 55276-43-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; THERAVANCE, INC.; US2006/135764; (2006); 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.75336-86-6,(R)-2-Methylpiperazine,as a common compound, the synthetic route is as follows.

In a nitrogen atmosphere, 115 mL of di-tert-butyl dicarbonate was dropwise added to chloroform (500 mL) solution of 50.0 g of (R)-2-methylpiperazine, over 1 hour. The reaction liquid was washed with water, and dried with anhydrous magnesium sulfate. The solvent was evaporated off under reduced pressure, and the residue was separated and purified through silica gel column chromatography (hexane/ethyl acetate = 2/1) to obtain 63.5 g of the entitled compound as a colorless oily substance., 75336-86-6

The synthetic route of 75336-86-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BANYU PHARMACEUTICAL CO., LTD.; EP1726590; (2006); A1;,
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Piperazines – an overview | ScienceDirect Topics

1030377-21-9, (S)-1-Boc-2-(Hydroxymethyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of intermediate 1.2 (4g) in MeCN (100ml_) were added (S)-1-Boc-2- hydroxymethylpiperazine (3.07g) and DIPEA (3.54ml_) at RT. The reaction mixture was stirred at 80C for 28h. After cooling down, the reaction mixture was diluted with EA and washed with water (2x) and brine. The aq. layers were extracted with EA. The combined org. layers were dried over MgS04, filtrated off and evaporated to dryness. The crude was purified by CC (Biotage, SNAP 340g, solvent A: Hep; solvent B: EA; gradient in %B: 30 over 3CV, 30 to 50 over 5CV, 50 over 3CV) to afford 4g of yellow foam. LC-MS (A): tR = 0.87min; [M+H]+: 426.0., 1030377-21-9

The synthetic route of 1030377-21-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; IDORSIA PHARMACEUTICALS LTD; CAROFF, Eva; MEYER, Emmanuel; (32 pag.)WO2018/11265; (2018); 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.262368-30-9,N-(4-Aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide,as a common compound, the synthetic route is as follows.

A heterogeneous mixture of methyl (E)-1-acetyl-3-(methoxy(phenyl)methylene)-2-oxoindoline-6-carboxylate (25 g ), N-(4-aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide (22.4 g, for preparation, see e.g. US 6762180 Bl or US 8304541 B2), methanol (200 ml) and N,N-dimethylformamide (50 ml) was stirred and heated to reflux for 3-4 hours. A clear brown solution was obtained. A sample was drawn and analyzed for the presence of the limiting starting material (nmt 1 %). Piperidine (10.5 ml) was then added and the mixture was stirred under reflux for another 30-60 minutes. The product precipitated out during the stirring. The reaction mixture was analyzed for the intermediate and once nmt 1 % remained as determined by HPLC, the mixture was cooled to 0 C and stirred from 2 h to overnight. The solids were isolated by filtration and washed twice with methanol (75 ml per wash), then dried in a vacuum oven at 40 C overnight to obtain methyl (Z)-3-(((4-(N-methyl-2-(4-methylpiperazin-1-yl)acetamido)phenyl)amino)(phenyl)methylene)-2-oxoindoline-6-carboxylate (33.7 g, 88 %, 99.8 a-%) as a bright yellow solid., 262368-30-9

As the paragraph descriping shows that 262368-30-9 is playing an increasingly important role.

Reference£º
Patent; FERMION OY; PIISOLA, Antti; TOIS, Jan; (13 pag.)WO2019/97112; (2019); 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.129779-30-2,(3R,5S)-rel-tert-Butyl 3,5-dimethylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

A mixture of (3S ,5R)-tert-butyl 3,5 -dimethylpiperazine- 1 -carboxylate (2.1 4g, 10.0 mmol), 3-bromopropan-1-ol (2.76 g, 20 mmol) and K2C03(2.76 g, 20 mmol) in DMF (5.0 mL) was heated to 90C for 2 h in a microwave. The reaction mixture was poured into water (30 mL) and extracted with EtOAc. The organic phase was separated, dried and concentrated. The residue was purified by chromatography (DCM:MeOH=30: 1) to provide (3R,5S)-tert-butyl 4-(3- hydroxypropyl)-3 ,5 -dimethylpiperazine- 1 -carboxylate as a yellow liquid (2.1 4g, 50%)., 129779-30-2

129779-30-2 (3R,5S)-rel-tert-Butyl 3,5-dimethylpiperazine-1-carboxylate 10822535, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; PRINCIPIA BIOPHARMA, INC.; VERNER, Erik; BRAMELD, Kenneth Albert; WO2015/120049; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics