Month: June 2021

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

60% Sodium hydride (0.7 g, 17.51 mmol) was added portionwise to te/t-butyl (5)-3- (hydroxymethyl)piperazine-l-carboxylate (1.89 g, 8.76 mmol) and 7-bromo-6-chloro-5- fluoroquinazolin-4-ol (2.03 g, 7.3 mmol) in THF (50 ml) cooled to 0C. The resulting mixture was stirred at 0C for 5 minutes, allowed to warm to room temperature then heated to 65C and stirred for 2 hours. A further 60% sodi um hydride (0.07 g, 1.75 mmol) was added to ieri-butyl (S)-3- (hydroxymethyl)piperazine-l-carboxylate (0.19 g, 0.88 mmol) in THF (2 ml) at room temperature. This was stirred for 10 minutes then this solution was added to the reaction mixture then stirred for a further 1 hour at 65C and allowed to cool to room temperature with stirring overnight. The reaction mixture was diluted with EtOAc (200 ml), and water (20 ml). The aqueous phase was taken to pH5 with acetic acid, then taken to pH 8 with NaHCC>3 and the two phases separated. The aqueous phase was extracted with EtOAc (100 ml). The organic phases were combined, dried and reduced. The residue was purified by flash silica chromatography, elution gradient 0 to 20% MeOH in DCM. Pure fractions were evaporated to dryness to afford te/t-butyl (5)-3-(((7-bromo-6-chloro-4- hydroxyquinazolin-5-yl)oxy)methyl)piperazine-l-carboxylate (2.64 g, 76%) as a white foam. IH NM (500 M Hz, DMSO, 27C) 1.39 (9H, s), 2.52 – 2.84 (3H, m), 2.88 (IH, dt), 2.96 (IH, dd), 3.74 (IH, d), 3.93 (2H, d), 4.05 (2H, d), 7.84 (IH, s), 8.09 (IH, s). m/z: ES+ [M+H]+ 473, 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; ASTRAZENECA AB; KETTLE, Jason, Grant; BAGAL, Sharanjeet, Kaur; BOYD, Scott; EATHERTON, Andrew, John; FILLERY, Shaun, Michael; ROBB, Graeme, Richard; RAUBO, Piotr, Antoni; (144 pag.)WO2018/206539; (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.889958-14-9,1-Boc-2-oxopiperazine,as a common compound, the synthetic route is as follows.

EXAMPLE 23 t-Butyl 3-oxo-2-phenylthio-1-piperazinecarboxylate (23) To a solution of dry diisopropylamine (0.31 ml, 2.2 mmole) and dry THF (2 ml) at 0 C. under argon is added dropwise, a hexane solution of n-butyllithium (0.90 ml, 2.2 mmole). After 1/2 hour of stirring a solution of 2 (0.200 g, 1.00 mmole) in 5 ml of dry THF is added dropwise and stirring continued for 3 hours. A solution of diphenyldisulfide (0.240 g, 1.10 mmole) in dry THF was added dropwise and the mixture is stirred for 1 hour at 0 C. before being allowed to warm to room temperature. Stirring is continued overnight and the reaction is quenched into ether/water and the aqueous phase extracted twice with ether. The ethereal extracts are washed with brine and dried over Na2 SO4, and the solvent is evaporated. The resulting yellow oil was chromatographed with 50% ethylacetate/chloroform and triturated with ether to afford 0.180 g (59%) of colorless solid 23. M.p. 138- 140 C. Alternatively, the phenyl ester of benzenesulfonothioic acid may be employed in place of diphenyldisulfide to prepare 23., 889958-14-9

The synthetic route of 889958-14-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Richardson-Merrell Inc.; US4341698; (1982); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

27561-62-2, Cyclohexyl(piperazin-1-yl)methanone is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: The mixture of compound 3 (1g, 4.6mmol) and 95% ethanol (30ml) was added to morpholine (0.4g, 4.6mmol).The mixture was stirred at room temperature for 30min, then warmed up to 60C. After the starting 3 was completely consumed (the reaction courses was monitored by TLC), evaporation of the ethanol, the crude yellow compound 4j was obtained and purified by preparative thin-layer chromatography over silica gel PF 254 (2mm, ethyl acetate: petroleum ether=1:1). Yield: 78%.

27561-62-2, 27561-62-2 Cyclohexyl(piperazin-1-yl)methanone 3437502, apiperazines compound, is more and more widely used in various fields.

Reference：
Article; Xu, Feng; Yang, Zhen-Zhen; Jiang, Jun-Rong; Pan, Wan-Gui; Yang, Xiao-Le; Wu, Jian-Yong; Zhu, Yan; Wang, John; Shou, Qi-Yang; Wu, Han-Gui; Bioorganic and Medicinal Chemistry Letters; vol. 26; 13; (2016); p. 3042 – 3047;,
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.

A mixture of 97 (0.30 g, 0.88 mmol), EDC.HCl (0.25 g, 1.32 mmol), HOBt (0.14 g, 1.06 mmol), NMM (0.23 ml, 2.11 mmol) and DMF (2.5 ml) was stirred for a while, to which was then added 2-(4-methylpiperazin-1-yl)ethylamine (0.16 ml, 1.06 mmol) at room temperature and stirred overnight. The residue was purified by flash column over silica gel (dichloromethane: methanol = 9:1, Rf = 0.19) to afford 49 (0.08 g, 19.47 percent) as a red solid. 1H-NMR (300 MHz, DMSO-d6): delta 2.13 (s, 3H), 2.36-2.42 (br, 12H), 4.91 (d, J= 6.3 Hz, 2H), 7.29 (d, J= 7.8 Hz, 2H), 7.67-7.77 (m, 4H), 7.88 (d, J= 6.9 Hz, 2H), 7.98 (br, 1H), 8.25 (br, 1H)., 934-98-5

934-98-5 2-(4-Methylpiperazin-1-yl)ethanamine 70284, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; TAIPEI MEDICAL UNIVERSITY; YEN, Yun; LIOU, Jing-ping; PAN, Shiow-lin; (44 pag.)WO2017/20030; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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

[0144] Step 6a: (S)-tert-Butyl 4-acryloyl-2-methylpiperazine-1-carboxylate . Acryloyl chloride (1.3 mL, 16.5 mmol) was added to a solution of (S)-1-Boc-2-methyl-piperazine (3.00 g, 15.0 mmol, Boc Sciences, Shirley, NY) in THF (30 mL) at-10 C, and the resulting mixture was stirred at-10 C for 5 min. Triethylamine (6.3 mL, 44.9 mmol) was then slowly added, and the resulting mixture was stirred at-10 C for 15 min, then allowed to warm to rt. The reaction mixture was partitioned between EtOAc and saturated aqueous NaHCO3. The aqueous layer was extracted with EtOAc, and the organic layers were then combined, dried over MgSO4, filtered, and concentrated in vacuo. The crude product was purified by silica gel chromatography (eluent: 0-100% EtOAc/heptane) to provide (S)-tert-butyl 4-acryloyl-2- methylpiperazine-1-carboxylate: 1H NMR (400 MHz, DMSO-d6) d 6.72- 6.85 (m, 1H) 6.10 – 6.18 (m, 1H) 5.68- 5.76 (m, 1H) 4.08- 4.32 (m, 2H) 3.68- 4.03 (m, 2H) 2.86- 3.14 (m, 2H) 2.66- 2.80 (m, 1H) 1.38- 1.43 (s, 9H) 0.96- 1.04 (m, 3H). m/z (ESI, +ve ion): 277.3 (M+Na)+.

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

Reference：
Patent; AMGEN INC.; ALLEN, John Gordon; ALLEN, Jennifer Rebecca; MINATTI, Ana Elena; XUE, Qiufen; WURZ, Ryan Paul; TEGLEY, Christopher M.; PICKRELL, Alexander J.; NGUYEN, Thomas T.; MA, Vu Van; LOPEZ, Patricia; LIU, Longbin; KOPECKY, David John; FROHN, Michael J.; CHEN, Ning; CHEN, Jian Jeffrey; SIEGMUND, Aaron C.; AMEGADZIE, Albert; TAMAYO, Nuria A.; BOOKER, Shon; GOODMAN, Clifford; WALTON, Mary; NISHIMURA, Nobuko; SHIN, Youngsook; LOW, Jonathan D.; CEE, Victor J.; REED, Anthony B.; WANG, Hui-Ling; LANMAN, Brian Alan; (738 pag.)WO2019/213516; (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.115761-79-0,1-(2,4-Difluorophenyl)piperazine,as a common compound, the synthetic route is as follows.

General procedure: To a solution of 4 (100 mg, 0.23 mmol) in acetonitrile (CH3CN, 10 mL) was added the corresponding arylpiperazines (1.2 equiv) and potassium carbonate (6.0 equiv). The reaction mixture was stirred at reflux for 16 h. After cooling to ambient temperature, the reaction mixture was filtered through a Buchner funnel. After filtration the filtrate was concentrated in vacuo and the residue was purified by silica gel column chromatography using ethyl acetate/petroleum ether (1:4, v/v) as eluent to afford the corresponding products, and all compounds were recrystallized from trichloromethane and n-hexane., 115761-79-0

The synthetic route of 115761-79-0 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Xu, Fang; Chen, Hong; Xu, Jingyi; Liang, Xue; He, Xuelan; Shao, Binhao; Sun, Xianqiang; Li, Bing; Deng, Xiaoliang; Yuan, Mu; Bioorganic and Medicinal Chemistry; vol. 23; 24; (2015); p. 7735 – 7742;,
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.5294-61-1,N-(2,6-Dimethylphenyl)-2-(piperazin-1-yl)acetamide,as a common compound, the synthetic route is as follows.

5294-61-1, A mixture OF N- (2, 6-dimethylphenyl) -2-piperazinylacetamide (4) (100 mg, 0.4 mmol), 4- CHLORO-1-PHENYLBUTAN-1-ONE (12) (100 mg, 0.55 mmol), and triethylamine (0.4 mL) in ethanol (3 mL) was heated at reflux for 16 hours. Ethanol was removed under reduced pressure and the residue was purified by preparative TLC using 10% methanol in dichloromethane as mobile phase to afford N (2, 6-dimethylphenyl)-2- [4- (4-oxo-4-phenylbutyl) piperazin-1-yl] acetamide, a compound of formula (16).

As the paragraph descriping shows that 5294-61-1 is playing an increasingly important role.

Reference：
Patent; CV THERAPEUTICS, INC.; WO2004/63180; (2004); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

630125-91-6, 4-((4-Ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,630125-91-6

In a 25 mL round-bottom flask was dissolved 3-[[1-(benzenesulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]oxy]-8-methyl-5,6,7,8-tetrahydroquinoline-6-carbonyl chloride (140 mg, 0.29 mmol) in dichloromethane (7 mL), added pyridine (34 mg, 0.44 mmol), 4-[(4-ethylpiperazin-1-yl)methyl]-3-(trifluoromethyl)aniline (117 mg, 0.41 mmol) and stirred for 1 hour at 50C. The mixture was concentrated and the residue was purified on a silica gel column eluting with dichloromethane/methanol (95:5). Pure fractions were combined and concentrated to yield the title compound (160 mg, 75%) as a solid.

630125-91-6 4-((4-Ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline 59134564, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; LYCERA CORPORATION; AICHER, Thomas Daniel; SKALITZKY, Donald J.; TOOGOOD, Peter L.; VANHUIS, Chad A.; (416 pag.)WO2019/200120; (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.314741-40-7,(S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Step A: tert-butyl(3S)-3-(hydroxymethyl)-4-[2-hydroxy-2-(4-methyl- 1-oxo- 1 ,3-dihydro-2- benzofuran-5-yl)ethyllpiperazine- 1 -carboxylate: 4-Methyl-5-oxiran-2-yl-2-benzofuran- 1 (3Ff)-one (3.00 g, 15.8 mmol) and (S)-4-N-BOC-2-hydroxymethylpiperazine (5.12 g. 23.7 mmol) were suspended in ethanol (10 mL) in a 20 mL microwave tube. The reaction mixture was degas sed and heated in a microwave apparatus for 30 mm at 150C. The reaction mixture was evaporated to dryness, then chromatographed through a 330g Redi-sep column and eluted with a solvent system of 1:1 EtOAc/ hexane to 100% EtOAc to yield the title compound. LC-MS : M+1= 407., 314741-40-7

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

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

13889-98-0, 1-Acetylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,13889-98-0

(0452) 1-(Piperazin-1-yl)ethan-1-one (2.56 g, 20 mmol) and 4-fluoro-2-methoxy-1-nitrobenzene (3.42 g, 20 mmol) were dissolved in N,N-dimethylformamide (30 mL), and potassium carbonate (5.52 g, 40 mmol) was added. The reaction was carried out at 70 C. for 16 h. The reaction solution was cooled to room temperature, and poured into water (150 mL). The mixture was extracted with ethyl acetate (150 mL×4), and the water phase and the organic phase was separated. The organic phases were combined, washed with saturated saline solution, dried with anhydrous sodium sulfate, and concentrated. The crude product was purified by silica gel column chromatography (ethyl acetate: petroleum ether=1:10-2:1) to get the title compound as a light yellow solid (4.8 g, yield: 86.0%).

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

Reference：
Patent; Xuanzhu Pharma Co., Ltd.; WU, Frank; (117 pag.)US2017/112833; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics