Heterocyclic Building Blocks-piperazine

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

Preparation of tert-butyl 4-((lR,3S,5aR,5bR,7aR,l laS,l lbR,13aR,13bR)- 5a,5b,8,8, 11 a-pentamethyl-3 a-((2-(4-methylpiperazin- 1 -yl)ethylamino)methyl)- 1 – (prop-l-en-2-yl)-2,3,3a,4,5,5a,5b,6,7,7a,8,l l,l la,l lb,12,13,13a,13b-octadecahydro- lH-cyclopenta[a]chrysen-9-yl)benzoate.To a solution of tert-butyl 4-((lR,3aS,5aR,5bR,7aR,l laS.l lbR,13aR,13bR)-3a- formyl-5a,5b,8,8,l la-pentamethyl-l-(prop-l-en-2-yl)-2,3,3a,4,5,5a,5b,6,7,7a,8,l l,l la,l lb,12,13,13a,13b-octadecahydro-lH- cyclopenta[a]chrysen-9-yl)benzoate (0.1 g, 0.167 mmo) in DCE (2 ml) was added acetic acid (0.019 ml, 0.334 mmol) and 2-(4-methyl-piperazin-l-yl)-ethylamine (0.048 g, 0.334 mmol). The mixture was stirred at rt for 2 h, then sodiumtriacetoxyborohydride (0.177 g, 0.835 mmol) was added and it was stirred at rt for 3 days. The mixture was diluted with 7 ml of sat. aHC03 and was extracted with dichloromethane (3 x 7 ml). The combined organic layers were dried with a2S04. The drying agent was removed by filtration and the filtrate was concentrated under reduced pressure. The crude product was used in the next with no additional purification. LCMS: m/e 726.5 (M+H)+, 3.07 min (method 6).

As the paragraph descriping shows that 934-98-5 is playing an increasingly important role.

Reference：
Patent; BRISTOL-MYERS SQUIBB COMPANY; REGUEIRO-REN, Alicia; SWIDORSKI, Jacob; SIT, Sing-Yuen; CHEN, Yan; CHEN, Jie; MEANWELL, Nicholas A.; LIU, Zheng; WO2012/106188; (2012); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

303-26-4, 1-((4-Chlorophenyl)(phenyl)methyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 1 10 gr. (0.035 mole) of 1-[(4-chlorophenyl)phenylmethyl]piperazine, 8.8 gr. (0.0525 mole) of ethyl 2-chloroethoxyacetate and 50 ml. of triethylamine were introduced into a pressure vessel. The mixture was stirred at 135C for 10 hours. It was cooled to 20C and filtered. The filtrate was evaporated and then distilled at 10 mbar pressure in order to remove the excess of the unreacted ethyl 2-chloroethoxyacetate. The oily residue obtained is sufficiently pure for the preparation of cetrizine by hydrolysis. The residue was purified over a silica gel chromatographic column. 13 gr. of ethyl [2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]acetate is obtained as dark red oil (89.4% yield).

303-26-4, The synthetic route of 303-26-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Chemagis Ltd.; EP952153; (1999); 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 F: tert-butyl (3S)-4- F2-(3-cyano-2-fluoro-4-methoxvphenvl)-2-hvdroxvethvll -3- (hydroxymethyl)piperazine- 1 -carboxylateTo a microwave tube containing a stir bar was added 2-fluoro-6-methoxy-3-(oxiran-2- yl)benzonitrile (0.480 g, 2.45 mmol) and tert-butyl (3S)-3-(hydroxymethyl)piperazine-1- carboxylate (1.00 g, 4.92 mmol); the resulting mixture was purged with N2 and the tube washeated in a microwave reactor for 1 h at 150 C. TLC analysis of the reaction mixture showed the completion of the reaction. The solution was concentrated to dryness and absorbed into silica gel and was subjected for purification over a silica column to give title compound

314741-40-7, 314741-40-7 (S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate 24820294, apiperazines compound, is more and more widely used in various fields.

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

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.

5317-33-9, General procedure: The syntheses of compounds 3-20 were carried out accordingto our previously reported method [17]. Briefly, at room temperature,the acid 2 (150 mg, 0.5 mmol) was acyl chlorinated withthionyl chloride (2.5 mL) and then esterized with various alcoholderivatives in chloroform. The reaction mixture was heated underreflux for 5 h to overnight, and cooled to room temperature. Thesolvent was evaporated under reduced pressure. The crude productwas purified by using silica gel column chromatography to give thetarget product.

The synthetic route of 5317-33-9 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Yang, Hui; Wang, Hao-Wen; Zhu, Teng-Wei; Yu, Le-Mao; Chen, Jian-Wen; Wang, Lu-Xia; Shi, Lei; Li, Ding; Gu, Lian-Quan; Huang, Zhi-Shu; An, Lin-Kun; European Journal of Medicinal Chemistry; vol. 127; (2017); p. 166 – 173;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

103-76-4, N-(2-Hydroxyethyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5-Chloro-2-nitroaniline (2?g, 11.6?mmol) was taken in dry DMF (5?ml) and 2-piperazin-1-yl-ethanol (3g, 23.08?mmol) and K2CO3 (4.8?g, 34.6?mmol) were added to the solution. This mixture was then heated at 110?C under N2 atmosphere for 12?h until the disappearance of 5-chloro-2-nitroaniline. The crude compound was suspended in water and the product was extracted with ethyl acetate. The organic layer was washed twice with water, dried over anhydrous Na2SO4 and concentrated. This resulted in a pure product as confirmed by TLC (1% MeOH/CHCl3 on pre-coated silica gel) and was isolated as a bright yellow solid (2.93?g, 95% yield). 1H NMR (300?MHz, CDCl3) delta ppm 2.59-2.65 (m, 6H), 3.4 (t, J?=?4.8, 4H), 3.7 (t, J?=?4.8, 2H), 5.95 (d, J?=?2.7, 1H), 6.1 (bs, 2H, NH2), 6.29 (dd, J?=?9.3, J?=?2.7, 1H), 8.02 (d, J?=?9.3, 1H); HRMS: m/z = 267.1457 [M+H]+, Calcd. = 267.1457 [M+H]+; mp 163?C.

103-76-4, The synthetic route of 103-76-4 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Kaulage, Mangesh H.; Maji, Basudeb; Pasadi, Sanjeev; Ali, Asfa; Bhattacharya, Santanu; Muniyappa; European Journal of Medicinal Chemistry; vol. 148; (2018); p. 178 – 194;,
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.

To a suspension of methyl (Z)-1-acetyl-3- (ethoxy(phenyl)methylene)-2-oxoindoline-6-carboxylate (6) (500 mg, 1.368 mmol) in DMF (3.5 mL) was added N-(4-aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide (14) (395 mg, 1.505 mmol, 1.1 equiv.) at room temperature. After heating the reaction mixture at 80 oC for 1 h, it was allowed to cool to RT. Piperidine (297 muL, 3.010 mmol, 2.2 equiv.) was then added and stirred for 2 h. Volatiles were removed in vacuo and water was added to the obtained residue and stirred for 15 min. Precipitate was then filtered under suction and cake was washed with water, then with minimum amount of cold methanol, and then ether. The obtained product was purified by column chromatography (neutral Al2O3, 0-10% methanol in CH2Cl2) to afford 532 mg (72%) of target molecule 15. Major conformer 1H NMR (400 MHz, DMSO-d6): delta 12.22 (s, 1H), 10.98 (s, 1H), 7.66-7.47 (m, 5H), 7.42 (s, 1H), 7.24-7.09 (m, 3H), 6.89 (d, J = 8.0 Hz, 2H), 5.83 (d, J = 8.0 Hz, 1H), 3.77 (s, 3H), 3.06 (s, 3H), 2.69 (s, 2H), 2.34-2.06 (brs, 8H), 2.10 (s, 3H). HRMS m/z found 540.2606, calcd for C31H34N5O4 [M+H]+ 540.2605.

262368-30-9, The synthetic route of 262368-30-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; BOARD OF REGENTS, THE UNIVERSITY OF TEXAS SYSTEM; DALBY, Kevin N.; EDUPUGANTI, Ramakrishna; TALIAFERRO, Juliana; LEE, Juhyeon; (0 pag.)WO2018/160967; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5464-12-0,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5464-12-0,1-(2-Hydroxyethyl)-4-methylpiperazine,as a common compound, the synthetic route is as follows.

A cold (0 °C) solution of PPh3 (32.6 mg, 0.124 mmol) in 1:1 DCM:THF (1.0 mL) was treated with DIAD (24.5 .iL, 0.124 mmol), and stirred for 15 mm at 0 °C. The resulting 0 °C mixture was treated with a solution of (4-(6-(4-benzylpiperazin- 1 -yl)pyridin-3 -yl)-6- hydroxypyrazolo[1,5-a]pyridine-3-carbonitrile (Example 1; 34.0 mg, 0.0828 mmol) and 1-(N- hydroxyethyl)-4-methyl piperazine (14.3 mg, 0.0994 mmol) in 1:1 DCM:THF (2.0 mL). The reaction mixture was stirred for 16 h at room temperature and then concentrated in vacuo. Purification of the crude residue by C18 reverse phase chromatography (5-95percent water-ACN with0.1percent TFA as the gradient eluent) cleanly provided the title compound as the TFA salt. The salt was converted to the free base by partitioning between 4:1 DCM:iPrOH and saturated NaHCO3(aq). The resulting organic extracts were combined, dried over anhydrous Na2SO4(), filtered and concentrated in vacuo to afford the title compound (20.1 mg, 45percent yield). MS (apci) m/z = 537.2 (M+H). ?H NMR (400 IVIHz, DMSO-P) : 8.70-8.69 (d, 1H), 8.57 (s, 1H), 8.32-8.3 1 (d, 1H), 7.78-7.75 (dd, 1H), 7.52 (s, 1H), 7.35-7.25 (m, 5H), 6.93-6.91 (d, 1H), 4.21-4.18 (t, 2H), 3.60-3.57 (m, 4H), 3.53 (s, 2H), 3.18-3.13 (q, 2H), 2.73-2.70 (t, 2H), 2.50-2.47 (m, 8H), 2.13 (s, 3H), 1.32- 1.28 (t, 2H).

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

Reference：
Patent; ANDREWS, Steven W.; ARONOW, Sean; BLAKE, James F.; BRANDHUBER, Barbara J.; COOK, Adam; HAAS, Julia; JIANG, Yutong; KOLAKOWSKI, Gabrielle R.; MCFADDIN, Elizabeth A.; MCKENNEY, Megan L.; MCNULTY, Oren T.; METCALF, Andrew T.; MORENO, David A.; TANG, Tony P.; REN, Li; (668 pag.)WO2018/71447; (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.13889-98-0,1-Acetylpiperazine,as a common compound, the synthetic route is as follows.

13889-98-0, Example 83 1-acetyl-4-{[2-(5-{1-[4-(methylsulfonyl)phenyl]-2-(tetrahydro-2H-pyran-4-yl)ethyl}-1H-pyrrol-2-yl)pyridin-4-yl]methyl}piperazine To a solution of 2-(5-{1-[4-(methylsulfonyl)phenyl]-2-(tetrahydro-2H-pyran-4-yl)ethyl}-1H-pyrrol-2-yl)pyridine-4-carbaldehyde (170 mg) in 1,2-dichloroethane (5 mL) was added 1-acetylpiperazine (115 mg), and the mixture was stirred at room temperature for 30 min. To the reaction mixture was added sodium triacetoxyborohydride (250 mg), and the mixture was stirred overnight at room temperature. The reaction mixture was diluted with ethyl acetate, washed with saturated aqueous sodium hydrogen carbonate and saturated brine, dried (MgSO4) and concentrated. The residue was subjected to basic silica gel column chromatography, and the title compound (180 mg, yield 85%) was obtained as a pale-yellow amorphous solid from a fraction eluted with ethyl acetate-methanol (19:1, volume ratio). MS:551(MH+). 1H NMR (300 MHz, CDCl3) delta1.29 – 1.50 (3 H, m), 1.54 – 1.60 (1 H, m), 1.82 – 1.97 (1 H, m), 2.08 (3 H, s), 2.36 – 2.50 (4 H, m), 3.04 (3 H, s), 3.20 – 3.37 (2 H, m), 3.40 – 3.53 (4 H, m), 3.58 – 3.69 (2 H, m), 3.86 – 3.99 (2 H, m), 4.14 – 4.22 (1 H, m), 6.15 (1 H, t, J=3.0 Hz), 6.59 – 6.72 (1 H, m), 6.93 – 7.06 (1 H, m), 7.36 – 7.53 (3 H, m), 7.87 (2 H, d, J=8.3 Hz), 8.32 (1 H, d, J=4.5 Hz), 9.28 (1 H, brs).

The synthetic route of 13889-98-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Takeda Pharmaceutical Company Limited; EP2149550; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

13754-38-6, 1-Benzoylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Manufacturing example 10: 1-(4-benzoylpiperazine-1-yl)propan-2-one [Show Image] 0.10 g (0.53 mmol) 1-benzoylpiperazine and potassium carbonate 0.22 g (1.58 mmol, 3.0 eq.) were added to 5 ml acetonitrile and 0.05 g (0. 53 mmol, 1.0 eq.) chloroacetone were added dropwise slowly at room temperature. After mixing for one hour, 5 ml purified water were added, and the reaction mixture was extracted with 10 ml ethylacetate three times. After collecting organic layer, drying with anhydrous magnesium sulfate, and concentrating with decompression, residues obtained were purified with silicagel chromatography (mobile phase: dichloromethane/methnol=10:1) and 0.11 g (83%) target compound as yellow syrup were yielded. 1H NMR(400MHz,CDCl3) 2.18(3H,s), 2.41-2.69(4H,m), 3.27(2H,s), 3.42-3.54(2H,m), 3.81-3.93(2H,m), 7.40-7.46(5H,m)

13754-38-6, 13754-38-6 1-Benzoylpiperazine 762654, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Yang Ji Chemical Co., Ltd.; EP2452939; (2012); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

34770-60-0, 4-Methylpiperazin-2-one is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred mixture of 4-chloro-5-[3-(chloromethyl)-1-[[2-(difluoromethyl)phenyl]methyl]- 1H,4H,5H,6H,7H-pyrazolo[4,3-c]pyridin-5-yl]-2-(oxan-2-yl)-2,3-dihydropyridazin-3-one (150 mg, 0.286 mmol, 1 equiv.) and 4-methylpiperazin-2-one (97.95 mg, 0.858 mmol, 3.00 equiv.) in ACN (10 mL) were added KI (47.48 mg, 0.286 mmol, 1.00 equiv.) and t-BuONa (41.24 mg, 0.429 mmol, 1.50 equiv.) in portions at rt under nitrogen atmosphere. The final reaction mixture was irradiated with microwave radiation for 2 h at 100 degrees C. The reaction was monitored by LCMS. The mixture was allowed to cool down to rt. The resulting mixture was concentrated under reduced pressure. The resulting mixture was extracted with EtOAc (3 x 100 mL). The combined organic layers were washed with brine (2 x 50 mL), dried over anhydrous Na2SO4. After filtration, the filtrate was concentrated under reduced pressure. This resulted in 4-chloro-5- (1-[[2-(difluoromethyl)phenyl]methyl]-3-[(4-methyl-2-oxopiperazin-1-yl)methyl]- 1H,4H,5H,6H,7H-pyrazolo[4,3-c]pyridin-5-yl)-2-(oxan-2-yl)-2,3-dihydropyridazin-3-one (110 mg, 63.87%) as a yellow oil. The resulting mixture was used in the next step directly without further purification.

34770-60-0, The synthetic route of 34770-60-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GOLDFINCH BIO, INC.; YU, Maolin; DANIELS, Matthew, H.; HARMANGE, Jean-christophe, P.; TIBBITTS, Thomas, T.; LEDEBOER, Mark, W.; WALSH, Liron; MUNDEL, Peter, H.; MALOJCIC, Goran; (860 pag.)WO2019/55966; (2019); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics