Heterocyclic Building Blocks-piperazine

694499-26-8, 4-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

694499-26-8, Pyridine (163 ul, 2.01 mmol) and 4-nitrophenyl chloroformate (Combi-Blocks, CatNo. OT-0341, CAS [7693-46-1]) (369 mg, 1.83 mmol) were added to the mixed solution comprising 4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline (AK Scientific Co., CatNo. AK-83227, CAS [694499-26-8]) (500 mg, 1.83 mmol) and CH2Cl2 (10 ml), followed by stirring at room temperature for 3 hours. The reaction mixture was concentrated. The obtained residue was treated with diethyl ether. As a result, a target compound was obtained as a brown solid (611 mg, 76% yield). MS m/z: 439[M+H]

As the paragraph descriping shows that 694499-26-8 is playing an increasingly important role.

Reference：
Patent; DAEGU-GYEONGBUK MEDICAL INNOVATION FOUNDATION; Choi, Hwan Geun; Son, Jung Beom; Kim, Shinae; Lee, Seungyeon; Ko, Eunhwa; Cho, Joongheui; Kang, Seock Yong; Kim, So Young; Park, Jin-Hee; Ko, Yi Kyung; Ryu, Hee Yoon; Kim, Nam Doo; Kim, Hyunkyoung; Lee, Younho; Lee, Sun-Hwa; Kim, Dayea; Lee, Sun Joo; Hong, Seongho; Min, Sang Hyun; Lee, Sungwoo; Choi, Dong Kyu; Bae, Jae Hyun; Hong, Eunmi; Jang, Tae-ho; Song, Jaeyoung; Kim, Sangbum; Yoon, Suk Kyoon; (108 pag.)US2019/315738; (2019); 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

Descriptions 150 (S)-tert-butyl 4-(5-chloro-2-methyl-3-nitrobenzyl)-2-methylpiperazine-1-carboxylate (DiSO)To a solution of 5-chloro-2-methyl-3-nitrobenzaldehyde (D143, 20 g) in DCM (260 mL), (S)-tertbutyl 2-methylpiperazine- 1 -carboxylate (24.08 g) was added. The mixture was stirred for 10 mm atroom temperture, sodium triacetoxyhydroborate (25.4 g) was added portionwise. The reaction mixtiure was stirred overnight at 20 C. The mixture was washed with brine, dried with anhydrous Na2SO4. Filtered, the filtrate was concentrated to give crude product, which was purified by column chromatography (silica gel, petroleum ether/EtOAc = 20:1) to afford the title compound (37 g) as white solid. MS (ESI): C18H26C1N3O4 requires 383; found 384 [M+Hf., 169447-70-5

The synthetic route of 169447-70-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; DENG, Jing; LEI, Hui; MA, Xin; LIN, Xichen; WO2015/180612; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

109384-27-2, 1-Methylpiperazin-2-one hydrochloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A solution of tert-butyl 3-oxa-7,9-diazabicyclo [3.3.1 jnonane-9-carboxylate(1 g, 4.38 mmol) 2-fluoro-5-iodopyridine (1.12 g, 5.04 mmol), and sodium carbonate (0.84 g,7.88 mmol) in 1-Methyl-2-pyrrolidinone (4 ml) was heated at 85 C overnight. The mixture wascooled to room temperature, diluted with water and extracted into DCM. The organic extract was dried over Na2SO4 filtered and concentrated under reduced pressure. The residue waspurified by silica chromatography to yield Sia (1.57 g, 62.3%). MS (ESI) mlz 431.9 [M+Hj . 1HNMR (400 MHz, Chloroform-d) oe 8.30 (dd, J = 2.4, 0.7 Hz, 1H), 7.66 (dd, J = 9.0, 2.3 Hz, 1H), 6.44 (d, J = 9.0 Hz, 1H), 4.25 (d, J = 12.7 Hz, 1H), 4.21 – 4.00 (m, 3H), 3.97 – 3.86 (m,2H), 3.80 (t, J= 11.9 Hz, 2H), 3.26 (t, J= 15.1 Hz, 2H), 1.48 (s, 9H)., 109384-27-2

109384-27-2 1-Methylpiperazin-2-one hydrochloride 17060766, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; GILEAD SCIENCES, INC.; BACON, Elizabeth M.; CHIN, Elbert; COTTELL, Jeromy J.; KATANA, Ashley Anne; KATO, Darryl; LINK, John O.; SHAPIRO, Nathan; TREJO MARTIN, Teresa Alejandra; YANG, Zheng-Yu; (395 pag.)WO2018/145021; (2018); A1;,
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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.

General procedure: A mixture of 2-chloro-N-(5-methyl/ethyl-1,3,4-thiadiazol-2-yl)acetamide (1a or 1b) (2.6 mmol), appropriate piperazine derivatives (2.6 mmol) and potassium carbonate (2.6 mmol, 0.363 g) as acatalytic agent were stirred in acetone (100 mL) for 5 h at 25 °C. The mixture was filtered to remove potassium carbonate and acetone was evaporated. The residue was recrystallized from EtOH.

4318-42-7 1-Isopropylpiperazine 78013, apiperazines compound, is more and more widely used in various fields.

Reference：
Article; Can, Nafiz nc; Can, zg r Devrim; Osmaniye, Derya; Zkay, mide Demir; Molecules; vol. 23; 4; (2018);,
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Piperazines – an overview | ScienceDirect Topics

694499-26-8, 4-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,694499-26-8

General procedure: To amixture of substituted benzoic acid obtained in the last step (0.12 mmol) in 5mL DMF, 2-(7-aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluroniumhexafluorophosphate (HATU, 0.18 mmol), ethyldiisopropylamine (DIPEA, 0.24 mmol)and 4-((4-methylpiperazin-1-yl)methyl)-3- (trifluoromethyl)aniline (0.1 mmol)was added. The resulting mixture was stirred at room temperature overnight. Thenthe reaction was extracted with ethyl acetate, washed with brine, dried overanhydrous Na2SO4, filtered and concentrated to give thecrude product, which was further purified by column chromatography to affordthe final compounds.

694499-26-8 4-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline 46838908, apiperazines compound, is more and more widely used in various fields.

Reference：
Article; Han, Mei; Li, Shan; Ai, Jing; Sheng, Rong; Hu, Yongzhou; Hu, Youhong; Geng, Meiyu; Bioorganic and Medicinal Chemistry Letters; vol. 26; 23; (2016); p. 5679 – 5684;,
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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

6-Chloropyridine-2-carbonitrile (250 mg, 1.8 mmol) and tert-butyl (2S)-2- methylpiperazine-1-carboxylate (433 mg, 2.17 mmol) were added to a reaction tube with DIPEA (377 pi, 2.17 mmol) in DMF (2.5 ml). The tube was then sealed and the reaction stirred at 80 C for 20 hours. The reaction mixture was concentrated in vacuo and the residue was partitioned between EtOAc (25 ml) and sat aq NaHCO3 (25 ml). The organics were separated and the aqueous phase extracted with EtOAc (2 x 20 ml). The combined organics were washed with water (20 ml), brine (20 ml), dried over MgSO4 and filtered. The filtrate was concentrated in vacuo and the residue was purified via flash column chromatography (gradient of 0 – 100% EtOAc in heptane followed by 0-100% MeOH in EtOAc). The product-containing fractions were combined and concentrated in vacuo to give the title compound as a yellow oil (321 mg, 51 %).1HNMR(500 MHz, Chloroform-d) 7.51 (dd, J = 8.8, 7.2 Hz, 1H), 6.96 (d, J = 7.1 Hz, 1H), 6.76 (d, J = 8.8 Hz, 1H), 4.32 (s, 1H), 4.11 (s, 1H), 4.03 -3.88 (m, 2H), 3.36-3.19 (m, 2H), 3.11 – 2.98 (m, 1H), 1.48 (s,9H), 1.17 (d, J = 6.7 Hz, 3H).LCMS Method 2 – Tr = 1.23 mm (ES+) (M+H)+ 288.0, 169447-70-5

The synthetic route of 169447-70-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; NAVITOR PHARMACEUTICALS, INC.; O’NEILL, David John; SAIAH, Eddine; KANG, Seong Woo Anthony; BREARLEY, Andrew; BENTLEY, Jonathan; (565 pag.)WO2018/89433; (2018); A1;,
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Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.103-76-4,N-(2-Hydroxyethyl)piperazine,as a common compound, the synthetic route is as follows.

103-76-4, Benzylchloroformate (4.72g, 27.69mmol) in acetonitrile (30mL) was added dropwise over 30min to a solution of 1-(2-hydroxyethyl)piperazine (3g, 23.08mmol) in water (30mL) via an isobar cylindrical funnel. The pH was maintained around 8-9 by addition of 4N NaOH. The reaction was stirred overnight at room temperature. The mixture was first extracted with dichloromethane (100mL) in order to remove the fully protected compound and then acidified with 4N HCl. The acidic aqueous phase was extracted twice with dichloromethane (2×100mL). The organic phase was washed with brine and dried over anhydrous Na2SO4. The solvent was removed in vacuum and the crude was purified by flash chromatography (0-8% of methanol in dichloromethane) to afford 22 (5.41g, 88.8%) as a colorless oil. 1H NMR (400MHz, DMSO-d6): delta 7.37-7.29 (m, 5H, CHarom.), 5.05 (s, 2H, CH2Phi), 4.41 (s, 1H, OH), 3.47 (m, 2H, HOCH2), 3.35 (m, 4H, (CH2)2NCO), 2.38-2.35 (m, 6H, CH2N, CH2NCH2). 13C NMR (100.6MHz, DMSO-d6): delta 155.04, 137.59, 129.09 (2C), 128.49, 128.22 (2C), 66.81, 60.82, 59.14, 53.51 (2C), 44.16 (3C). MS (ESI) m/z 265.02 (M+H)+.

103-76-4 N-(2-Hydroxyethyl)piperazine 7677, apiperazines compound, is more and more widely used in various fields.

Reference：
Article; Denoyelle, Severine; Chen, Ting; Yang, Hongwei; Chen, Limo; Zhang, Yingzhen; Halperin, Jose A.; Aktas, Bertal H.; Chorev, Michael; European Journal of Medicinal Chemistry; vol. 69; (2013); p. 537 – 553;,
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1228780-72-0, 1-((4′-Chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1′-biphenyl]-2-yl)methyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1228780-72-0, Example 30H ethyl 2-(1H-indol-5-yloxy)-4-(4-((2-(4-chlorophenyl)-4,4-dimethylcyclohex-1-enyl)methyl)piperazin-1-yl)benzoate EXAMPLE 30A (330 mg), EXAMPLE 30G (335 mg), and HK2PO4 (191 mg) were stirred in dimethylsulfoxide (5 mL) at 140 C. for 24 hours. The reaction was diluted with ethyl acetate, washed three times with water, washed with brine, dried over Na2SO4, filtered, and concentrated. The crude product was chromatographed on silica gel with 30% ethyl acetate/hexanes.

The synthetic route of 1228780-72-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ABBOTT LABORATORIES; US2010/184750; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

70261-82-4, 4-(4-Methylpiperazin-1-ylmethyl)phenylamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 74; 1-(2,4-Dimethoxyphenylsulfonyl)-3-(2-ethoxypyridin-3-yl)-3-[4-(4-methylpiperazin-1-ylmethyl)phenylamino]-2-oxo-2,3-dihydro-1H-indole-5-carbonitrile74.1 3-(2-Ethoxypyridin-3-yl)-3-[4-(4-methylpiperazin-1-ylmethyl)phenylamino]-2-oxo-2,3-dihydro-1H-indole-5-carbonitrile4-(4-Methyl-piperazin-1-ylmethyl)phenylamine (425 mg, 2.07 mmol) was added to a solution of 3-chloro-3-(2-ethoxypyridin-3-yl)-2-oxo-2,3-dihydro-1H-indole-5-carbonitrile (500 mg, 1.59 mmol) in dichloromethane (50 ml) and DIPEA (0.27 ml, 159 mmol) at 0 C. The reaction mixture was stirred at room temperature for 2 h and then an aqueous NaHCO3 solution was added. The aqueous reaction mixture was extracted with dichloromethane. The combined organic phase was dried over magnesium sulfate, filtered and concentrated at reduced pressure. Purification by chromatography (silica gel, 0-20% methanol in dichloromethane) afforded 791 mg of the title compound (99% yield).ESI-MS: 483.25 [M+H]+, 70261-82-4

The synthetic route of 70261-82-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Abbott GmbH & Co. KG; US2011/105454; (2011); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5308-25-8, 1-Ethylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 1-ethylpiperazine (3.23 g, 0.0283 mol) and l-fluoro-3 -nitrobenzene (2.0 g, 0.0142 mol) was heated at reflux for 2 days. The resulting mixture was cooled and concentrated in vacuo. The residue was poured into water (50 mL), extracted with EA (2*50 mL). The combined extracts were washed with brine, concentrated in vacuo. The residue was purified via ISCO (eluted with EA in PE 0 – 70%) to give a yellow solid (1.80 g, 54.0% yield). MS (m/z): 236.1 (M+H)+., 5308-25-8

As the paragraph descriping shows that 5308-25-8 is playing an increasingly important role.

Reference：
Patent; HUTCHISON MEDIPHARMA LIMITED; SU, Wei-Guo; ZHANG, Weihan; LI, Jinshui; WO2014/139465; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics