Heterocyclic Building Blocks-piperazine

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;,
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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

4318-42-7,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4318-42-7,1-Isopropylpiperazine,as a common compound, the synthetic route is as follows.

Synthesis of (IS, 2R) and (1R, 2S)-2-(4-chlorophenyl)-l’-(2-(4-isopropylpiperazin-l- yl)ethyl)spiro[cyclopropane-l,3′-indolin]-2′-one; A mixture of (1R, 2S) and (I S, 2R)-2-(2-(4-chlorophenyl)-2′-oxospiro[cyclopropane-l,3′- indoline]-l’-yl)acetaldehyde (0.1 mmol), (l-Isopropyl)piperazine (0.15 mmol) and acetic acid (catalytic amount) in DCM (2 ml) was stirred for 20 minutes at room temperature. The mixture was cooled to 0 °C and NaBH(OAc)3 (2 mmol) was added carefully. The mixture was warmed to room temperature and stirred for 14 hours at room temperature. The mixture was concentrated under reduced pressure and dissolved in DMF. Purification by preparative HPLC gave the title product as colorless oil (35 mg). LC/MS m/e calcd. for C25H3oClN30: 423, observed (M+H)+: 424.1 1HNMR(400 MHz, MeOD-d4) 5ppm 1.37 (d, J=6.57 Hz, 6 H) 2.18 (dd, J=8.46, 5.94 Hz, 2 H) 2.46 – 2.64 (m, 1H) 2.85 (d, J=3.54 Hz, 2 H) 3.22 (s, 2 H) 3.50 (d, J=6.57 Hz, 2 H) 3.90 – 4.27 (m, 2 H) 6.09 (d, J=7.58 Hz, 1H) 6.76 (s, 1 H) 7.10 (d, J=7.83 Hz, 1 H) 7.16 – 7.25 (m, 3 H) 7.33 (d, J=8.59 Hz, 2 H).

As the paragraph descriping shows that 4318-42-7 is playing an increasingly important role.

Reference：
Patent; F. HOFFMANN-LA ROCHE AG; CHEN, Li; HUANG, Mengwei; FENG, Lichun; HE, Yun; YUN, Hongying; WO2011/69298; (2011); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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

P-toluene sulfonic acid (269 mg, 1.56 mmol) was added to 6-(2-chloro-5-fluoropyrimidin-4-yl)-8-fluoro-2-methyl-3-(prop-1-en-2-yl)imidazo[1,2-a]pyri dine (compound 17, 250 mg, 0.78 mmol) and 2-methoxy-4-(4-methylpiperazin-1-yl)aniline (compound 6, 172 mg, 0.78 mmol) in isopropyl alcohol (10 mL), and reacted under a microwave at 180 C. for 1.5 hours. The reaction mixture was concentrated under reduced pressure, the residue was adjusted to basic with saturated sodium bicarbonate, extracted with dichloromethane (30 mL×3), the organic phase was combined, washed with brine (30 mL) and dried over anhydrous sodium sulfate, the solvent was removed, and the filtrate was separated on column chromatography (eluant:dichloromethane/methanol (v/v)=13:1), to afford 50 mg of a pale yellow solid as a crude, which was purified with preparative TLC (DCM/MeOH v/v=12/1) to afford 32 mg of a pale yellow solid, yield was 8.8%. LC-MS(APCI): m/z=466.5 (M+1); 1H NMR (400 MHz, CDCl3) (delta/ppm) 8.77 (s, 1H), 8.32 (d, J=3.6 Hz, 1H), 8.18 (d, J=8.7 Hz, 1H), 7.75 (d, J=12.1 Hz, 1H), 7.52 (s, 1H), 7.50-7.45 (m, 1H), 6.63-6.58 (m, 1H), 6.58-6.55 (m, 1H), 3.90 (s, 3H), 3.24-3.17 (m, 4H), 2.66-2.59 (m, 4H), 2.50 (s, 3H), 2.37 (s, 3H)., 122833-04-9

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

Reference：
Patent; Shenzhen TargetRx, Inc.; Wang, Yihan; Ren, Xingye; Jin, Jian; Li, Huanyin; Ai, Yixin; (162 pag.)US2019/152954; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

16154-72-6, 3-Chloro-4-(4-methylpiperazin-1-yl)benzenamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of compound 10a (155mg, 0.4mmol) and 3-chloro-4-fluoroaniline (70mg, 0.48mmol) in isopropanol (6mL) was stirred for 24h. After cooled to room temperature, the mixture was filtered and washed with chill isopropanol (3mL) and the residue was treated with aqueous NaHCO3 (10mL) and extracted with EtOAc/MeOH (20:1, 20mL). The organic layer was washed with brine, dried over Na2SO4, and concentrated under reduced pressure. Purified by silica-gel column chromatography (DCM/MeOH, 100/1), Rf=0.23. Drying gave 163mg (yield, 82.3%) of the title compound as white solid;

16154-72-6, As the paragraph descriping shows that 16154-72-6 is playing an increasingly important role.

Reference：
Article; Yin, Siyuan; Tang, Chunming; Wang, Bin; Zhang, Ying; Zhou, Liliang; Xue, Lingjing; Zhang, Can; European Journal of Medicinal Chemistry; vol. 120; (2016); p. 26 – 36;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics