Month: September 2021

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

5464-12-0, 10.373 g 4-bromo-2-chlorophenol (50 mmol), 14.442 g 2-(4-methylpiperazin-l-yl)ethanol (100 mmol) and 26.229 g PPh3 (100 mmol) were dissolved in 250 mL dry toluene under N2 atmosphere, then 23.027 g DTAD (100 mmol) was added. The mixture was stirred at 50 °C until no further conversion was observed. The volatiles were evaporated under reduced pressure and the residue was purified via flash chromatography using EtOAc and MeOH as eluents. MS (M+H): 333.0

As the paragraph descriping shows that 5464-12-0 is playing an increasingly important role.

Reference：
Patent; LES LABORATOIRES SERVIER; VERNALIS (R&D) LIMITED; BALINT, Balazs; CSEKEI, Marton; SZABO, Zoltan; SZLAVIK, Zoltan; KOTSCHY, Andras; CHANRION, Maia; GENESTE, Olivier; CHEN, I-Jen; DAVIDSON, James Edward Paul; MURRAY, James Brooke; SIPOS, Szabolcs; ONDI, Levente; PROSZENYAK, Agnes; (164 pag.)WO2016/207217; (2016); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5625-67-2,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5625-67-2,Piperazin-2-one,as a common compound, the synthetic route is as follows.

1 Syntheis of 4-tert-Butoxycarbonyl-2-oxopiperazine Di-tert-butyl dicarbonate (10.4 g, 47.6 mmol) was added to a stirred solution of 2-oxopiperazine (4.77 g, 47.6 mmol) in ethanol (100 ml) at room temperature. After stirring at room temperature for 1 hour, the reaction mixture was concentrated in vacuo to give 4-tert-butoxycarbonyl-2-oxopiperazine as colorless crystals (8.00 g, 84%), which were collected by filtration and washed with hexane. 1H-NMR (200 MHz, CDCl3) delta: 6.90-6.56 (1H, m), 4.09 (2H, s), 3.64 (2H, t, J=5.2 Hz), 3.44-3.34 (2H, m), 1.48 (9H, s). IR (KBr): 3265, 3195, 2981, 1691, 1666, 1635, 1419, 1398, 1365, 1338, 1243, 1176, 1131, 1002 cm-1.

The synthetic route of 5625-67-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Takeda Chemical Industries, Ltd.; US6235731; (2001); B1;,
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.259808-67-8,1-Boc-3,3-Dimethylpiperazine,as a common compound, the synthetic route is as follows.

Intermediate 80 : (2,2-Dimethyl-piperazin- 1 -yl)-(6-methoxy-pyridin-2-yl)-methanone trifluoro acetate 80.1 : 4-(6-Methoxy-pyridine-2-carbonyl)-3,3-dimetyl-piperazine-l-carboxylic acid tert- ester A mixture of 410 mg (2.28 mmol) 6-methoxy-2-pyridinecarboxylic acid and 400 (3.02 mmol) l-chloro-N,N,2-trimethylpropenylamine in 10 mL THF was stirred at RT. After 1.5 h, 600 mg (2.66 mmol) 3,3-dimethyl-piperazine-l-carboxylic acid tert-butyl ester and 1.00 mL (5.81 mmol) DIPEA was added and the reaction mixture was stirred at RT for 30 min. The reaction mixture was diluted with saturated NaHCC”3 solution and extracted with EtOAc. The combined organic phases were dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified by flash chromatography (PE/EtOAc = 1/1). Yield: 780 mg (84 %) ESI-MS: m/z = 350 (M+H)+ Rt(HPLC) : 1.23 min (method 3), 259808-67-8

The synthetic route of 259808-67-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HEIMANN, Annekatrin; DAHMANN, Georg; GRUNDL, Marc; MUELLER, Stephan Georg; WELLENZOHN, Bernd; WO2013/87805; (2013); 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.

Step A: Preparation of (3R,5S)-tert-butyl 3,4,5-trimethylpiperazine-l- carboxylate: (3R,5S)-tert-Butyl 3,5-dimethylpiperazine-l-carboxylate (1.50 g, 7.00 mmol) was dissolved in 70 mL of methanol. To this was added 37%> aqueous formaldehyde (1.17 mL, 14.0 mmol) and formic acid (1.14 mL, 24.5 mmol). The reaction mixture was heated to 70 C for 24 hours, then concentrated under reduced pressure. The resulting oil was taken up in EtOAc, washed with 10%> aqueous potassium carbonate, dried over sodium sulfate and concentrated to give 1.17 g (73%>) of the title compound., 129779-30-2

As the paragraph descriping shows that 129779-30-2 is playing an increasingly important role.

Reference：
Patent; ARRAY BIOPHARMA INC.; BOYS, Mark Laurence; DELISLE, Robert Kirk; HICKEN, Erik James; KENNEDY, April L.; MARESKA, David A.; MARMSATER, Fredrik P.; MUNSON, Mark C.; NEWHOUSE, Brad; RAST, Bryson; RIZZI, James P.; RODRIGUEZ, Martha E.; TOPALOV, George T.; ZHAO, Qian; WO2012/82689; (2012); 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.

EXAMPLE 22: 2-Chloro-6-(2-(4-methylpiperazin- 1 -yl)methoxy)pyridine31To a suspension of 2-(4-methylpiperazine-l-yl)ethanol (50mg, 0.347mmol) in dioxane (3ml) at 0°C, KOlBu (50mg, 0.347mmol) was added and the reaction mixture was stirred for lOmin. Ice bath was removed and the reaction mixture was allowed to attain room temperature. The mixture was again cooled to 0°C and 2, 6-Dichloropyrazine (200mg, 1.04mmol) was added. Reaction mixture was allowed to stir at RT for 24h after which it was concentrated and was purified by flash column chromatography over 230-400 silica gel using 5-8percent MeOH/DCM system to afford the desired product 31, 30mg (Yield:35 percent) as brown gummy liquid. The product was confirmed by 1HNMR (not clean but characteristic peaks were present); MS: 256, (M+l), LCMS -90percent.

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

Reference：
Patent; ARRIEN PHARMAEUTICALS LLC; VANKAYALAPATI, Hariprasad; APPALANENI, Rajendra, P.; REDDY, Y., Venkata Krishna; WO2012/135631; (2012); 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.548762-66-9,(2S,5R)-tert-Butyl 2,5-dimethylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

548762-66-9, 4- [2- (benzyloxy) -1,1,1,3,3,3-hexafluoropropane-2-yl] -1-bromo-2-propylbenzene (150 mg, 0.330 mmol) , And dissolved in toluene (1.1 mL) under an argon atmosphere. To the reaction solution was added 2,5-dimethylpiperazine-1-carboxylic acid (2S, 5R) -tert-butyl (47 mg, 0.220 mmol), Pd 2 (dba) 3 (8.0 mg, 8.79 mumol), (±) -BINAP (11 mg, 0.0176 mmol) and potassium tert-butoxide (89 mg, 0.923 mmol) were sequentially added thereto, followed by stirring at 60 C. for 13 hours. After the completion of the reaction was confirmed, the reaction solution was concentrated under reduced pressure, and the obtained residue was purified using silica gel column chromatography (hexane / ethyl acetate) to obtain the title compound 48.7 mg (yield 38%) as a pale yellow oil It was obtained as a thing.

548762-66-9 (2S,5R)-tert-Butyl 2,5-dimethylpiperazine-1-carboxylate 11745988, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; KOWA COMPANY LIMITED; KOURA, MINORU; SUMIDA, HISASHI; SHIBUYA, KIMIYUKI; (34 pag.)JP2015/48326; (2015); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

109-01-3, 1-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The 1-(2-hydroxyethyl)-4-methylpiperazine used as a stating material was prepared as follows: [00711] A mixture of 2-bromoethanol (2.36 g), N-methylpiperzine (1.26 g), potassium carbonate (5.0 g) and ethanol (150 ml) was stirred and heated to reflux for 1.8 hours. The mixture was cooled to ambient temperature and filtered. The filtrate was evaporated and the residue was triturated under a mixture of methylene chloride and acetone. The resultant mixture was filtered and the filtrate was evaporated to give the required starting material as an oil (0.87 g); NMR Spectrum: (CDCl3) 2.18 (s, 3H), 2.3-2.7 (br m, 8H), 2.56 (t, 2H), 3.61 (t, 2H)., 109-01-3

The synthetic route of 109-01-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; AstraZeneca UK Limited; US6806274; (2004); B1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

129799-15-1, Methyl 1-Boc-piperazine-2-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of 1-tert-butyl 2-methyl piperazine-l,2-dicarboxylate (1.0 g) and K2C03 (1.12 g, 2 eq) in DMF (15 mL), l-fluoro-4-nitrobenzene (0.86 g, 1.5 eq) was added and the mixture stirred at 90 C for 12 h. After TLC showed completion of starting material, the mixture was poured into ice cold water and extracted with ethyl acetate (3 x 100 mL). The organic layer was washed with water (3 x 50 mL), dried over Na2S04 and concentrated to afford the final compound (1.3 g, 87%) as yellow solid. 1H NMR (400MHz, CDCI3): delta 8.22 (d, 2H), 6.98 (d, 2H), 4.38 (t, 2H), 3.67 (t, 2H). LCMS calculated for (M) 365.39 and found (M+H) 366.21, LCMS showed 86.8 % purity., 129799-15-1

129799-15-1 Methyl 1-Boc-piperazine-2-carboxylate 2756818, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; ASANA BIOSCIENCES, LLC; VENKATESAN, Aranapakam M.; SMITH, Roger A.; THOMPSON, Scott K.; LAPING, Nicholas; KULKARNI, Bheemashankar; HALLUR, Gurulingappa; VISWANADHAN, Vellarkad N.; PENDYALA, Muralidhar; KETHIRI, Raghava Reddy; TYAGI, Rajiv; SIVANANDHAN, Dhanalakshmi; BAKTHAVATCHALAM, Rajagopal; WO2015/38417; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

31166-44-6, 1-Cbz-Piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: N-Cbz piperazine (0.55 g, 2.48 mmol, 1 eq) and carboxylic acid 8c?g (2.48 mmol, 1 eq) were dissolved in dry DMF (10 mL), the reaction mixture flushed with argon and cooled to 0 °C. N-methyl morpholine (NMM; 7.44 mmol,3 eq), hydroxybenzotriazole hydrate (HOBt; 2.98 mmol,1.2 eq) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimidehydrochloride HCl salt (EDC; 3.22 mmol, 1.3 eq) were slowly added. The reaction mixture was stirred under argon atmosphere for 5 h at 0 °C and an additional 15 h at room temperature. DMF was evaporated under reduced pressure and the residue redissolved in dichloromethane (10 mL).The dichloromethane phase was washed with H2O (1 x 10 mL), a 1 M HCl solution (3 x 10 mL), saturated aqueous NaHCO3 solution (3 9 10 mL), brine (1 x 20 mL), dried over Na2SO4, filtered, and the solvent evaporated under reduced pressure. The crude product was purified by flash column chromatography using ethyl acetate/hexane solvents as eluents to afford compounds 9c?g., 31166-44-6

31166-44-6 1-Cbz-Piperazine 643495, apiperazines compound, is more and more widely used in various fields.

Reference：
Article; Juki?, Marko; Frlan, Rok; Chan, Fiona; Kirby, Robert W.; Madge, David J.; Tytgat, Jan; Peigneur, Steve; Anderluh, Marko; Kikelj, Danijel; Medicinal Chemistry Research; vol. 24; 6; (2015); p. 2366 – 2380;,
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.694499-26-8,4-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline,as a common compound, the synthetic route is as follows.

694499-26-8, Triphosgene (1.04 g, 3.5 mmol) and ClCH2CH2Cl (20 mL) were added into a 100 mL round-bottomed flask, and stirred at room temperature until triphosgene was completely dissolved and the system appears colorless and transparent. The reaction system was placed in an ice-salt bath and stirred, 3-iodo-4-methyl aniline (1.64 g, 7 mmol) in ClCH2CH2Cl (20 mL) solution was slowly added dropwise, and the system appears yellow milky. After the addition was complete, the mixture was stirred at room temperature for 4 hours. After the reaction was complete by TLC monitoring, Et3N (1.43 g, 14 mmol) was added, and stirred at room temperature for 0.5 hour. 4-(4-methylpiperazin-1-ylmethyl)-3-trifluoromethylaniline (1.87 g, 7 mmol) was added and stirred at room temperature for 16 hours, and then the starting materials were monitored by TLC and LC-MS until the reaction was complete. The volatiles were removed by distillation under reduced pressure, and the residue was extracted with ethyl acetate (30 ml*3) and H2O (30 mL). The organic phases were combined, dried over anhydrous Na2SO4, concentrated and purified by column chromatography, to give a yellow solid. ESI-MS mz: [M+H]+=533.2.

The synthetic route of 694499-26-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Nanjing Sanhome Pharmaceutical Co., Ltd.; Wang, Yong; Zhao, Liwen; Zhang, Wenping; Chen, Hongyan; Bi, Sheng; Gao, Yiping; Chen, Hongbin; Liu, Yang; Xu, Xin; Zhang, Cang; US2015/152088; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics