Downstream synthetic route of N-(2-Hydroxyethyl)piperazine

103-76-4, As the paragraph descriping shows that 103-76-4 is playing an increasingly important role.

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

PREPARATION EXAMPLE 46 2-(4-Benzyl-1-piperazinyl)ethanol STR95 The title compound was synthesised by using 2-(1-piperazinyl)ethanol and benzyl bromide according to the same process as in Preparation Example 4. 1 H NMR(CDCl3) delta 1.81(bs, 1H), 2.50(bs, 8H), 2.54(t, J=5 Hz, 2H), 3.51(s, 2H), 3.60(t, J=5 Hz, 2H), 7.23-7.27(m, 1H), 7.28-7.34(m, 4H)

103-76-4, As the paragraph descriping shows that 103-76-4 is playing an increasingly important role.

Reference:
Patent; Nisshin Flour Milling Co., Ltd.; US5945434; (1999); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 103-76-4

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

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.

To a solution of 1-(2-hydroxyethyl)piperazine (51.7 g, 398 mmol) in DCM (500 mL) was added NEt3 (70.0 mL, 526 mmol) and di-tert-butyl dicarbonate (80.0 g, 367 mmol). The reaction mixture was stirred overnight at room temperature and then washed with 1M aq Na2CO3 solution (2×300 mL), dried (MgSO4) and concentrated in vacuo to give tert-butyl 4-(2-hydroxyethyl)piperazine-1-carboxylate (66.0 g, 72%) as a colourless oil.Analytical LCMS: (System B, RT=1.54 min), ES+: 231.4 [MH]+.

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

Reference:
Patent; Biovitrum AB; US2009/203695; (2009); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of N-(2-Hydroxyethyl)piperazine

103-76-4, As the paragraph descriping shows that 103-76-4 is playing an increasingly important role.

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

PREPARATION EXAMPLE 46 2-(4-Benzyl-1-piperazinyl)ethanol STR95 The title compound was synthesised by using 2-(1-piperazinyl)ethanol and benzyl bromide according to the same process as in Preparation Example 4. 1 H NMR(CDCl3) delta 1.81(bs, 1H), 2.50(bs, 8H), 2.54(t, J=5 Hz, 2H), 3.51(s, 2H), 3.60(t, J=5 Hz, 2H), 7.23-7.27(m, 1H), 7.28-7.34(m, 4H)

103-76-4, As the paragraph descriping shows that 103-76-4 is playing an increasingly important role.

Reference:
Patent; Nisshin Flour Milling Co., Ltd.; US5945434; (1999); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

New learning discoveries about 103-76-4

103-76-4, As the paragraph descriping shows that 103-76-4 is playing an increasingly important role.

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.

Example 127. 2-[4-(6-Chloro-2-methvl-pyrimidin-4-vl)-piperaziii-l-vll-ethano?71); [0307] To a solution of 4,6-dichloro-2-methyl-pyrimidine (5.0 g, 31 mmol) and 2- pirhoerazin-1-yl-ethanol (2.7 g, 21 mmol) in dioxane (25 mL) was added DEPEA (3.0 mL, 17 mmol). The mixture was heated at reflux for 16 h. The mixture was allowed to cool to room temperature and poured into water. The resulting aqueous layer was extracted with EtOAc and the combined organic layers washed with brine, dried over Na2SO4 and filtered. The filtrate was concentrated and the residue purified by flash chromatography on silica gel (5-10% MeOH/DCM) to afford the title compound as a brown liquid (2.1 g, 39%). MS (ES+): m/z 257 (M+H)+.

103-76-4, As the paragraph descriping shows that 103-76-4 is playing an increasingly important role.

Reference:
Patent; TARGEGEN, INC.; WO2006/101977; (2006); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Some tips on N-(2-Hydroxyethyl)piperazine

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

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;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Simple exploration of N-(2-Hydroxyethyl)piperazine

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

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.

2-(4-Methylpiperazin-1-yl)ethyl 4-nitrophenyl carbonate To a stirred solution of 1-(2-hydroxyethyl)piperazine (26.0 g, 0.2 mol) in DMF (200 mL) was added formic acid (752 mL, 0.2 mol) and formaldehyde (16.2 g, 0.2 mol, 37percent solution in water) The reaction mixture was cautiously heated at 100° C. for 2 hours then stirred overnight at room temperature. The solvent was removed in vacuo. This procedure was repeated 3 further times to give ~100 g of product. The crude products were combined and distilled under vacuum to give, at 74° C., 2-(4-methylpiperazin-1-yl)ethanol (51 g, 44percent) as a colourless liquid. Analytical LCMS: (System C, RT=0.70 min), ES+: 145.1 [MH]+.

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

Reference:
Patent; Biovitrum AB; US2009/281087; (2009); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

New learning discoveries about 103-76-4

As the paragraph descriping shows that 103-76-4 is playing an increasingly important role.

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.

In a three-neck round-bottomed flask, 1-(2-hydroxyethyl)piperazine (3.00 g, 23.05 mmol) was dissolved in 15 mL of water. A solution of benzylchloroformate (3.95 mL, 27.66 mmol) in 15 mL of acetonitrile was added dropwise via isobar cylindrical funnel. In order to maintain the pH around 9, a solution of 4N NaOH was added dropwise via a second isobar cylindrical funnel. The reaction mixture was stirred overnight at RT and then extracted with DCM (2 x 75 mL). The aqueous phase containing the final compound was acidified with 3N HCl and extracted with DCM (3 x 75 mL). Organic extracts were combined, washed with brine (150 mL), dried over anhyd. sodium sulfate and concentrated under vacuum. The crude was purified by flash chromatography (0 to 2% of MeOH in DCM) to afford 18 (5.41g, 90%) as a colorless oil. 1H-NMR (500 MHz, DMSO, delta): 7.37-7.29 (m, 5H, CH arom.), 5.05 (s, 2H, CH2Phi), 4.41 (s, 1H, OH), 3.49 (m, 2H, CH2OH), 3.35 (m, 4H, (CH2)2N(Z)), 2.36 (m, 6H, CH2N, CH2NCH2). 13C-NMR (100.6 MHz, DMSO, delta): 115.04, 137.59, 129.09, 128.49, 128.22, 66.81, 60.83, 59.14, 53.51, 44.16. MS (ESI) m/z 265.00 (M + H)+., 103-76-4

As the paragraph descriping shows that 103-76-4 is playing an increasingly important role.

Reference:
Article; Denoyelle, Severine; Chen, Ting; Chen, Limo; Wang, Yibo; Klosi, Edvin; Halperin, Jose A.; Aktas, Bertal H.; Chorev, Michael; Bioorganic and Medicinal Chemistry Letters; vol. 22; 1; (2012); p. 402 – 409;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

New learning discoveries about N-(2-Hydroxyethyl)piperazine

103-76-4, As the paragraph descriping shows that 103-76-4 is playing an increasingly important role.

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.

To a solution of l-(2-hydroxyethyl)piperazine (51.7 g, 398 mmol) in DCM (500 mL) was added NEt3 (70.0 mL, 526 mmol) and dicarbonate (80.0 g, 367 mmol). The reaction mixture was stirred overnight at r.t. and then washed with IM aq Na2CO3 solution (2 x 300 mL). The organic phase was dried (MgSO4) and concentrated in vacuo to give tert-bvXy 4-(2-hydroxyethyl)piperazine-l-carboxylate (66.0 g, 72%) as a colourless oil.

103-76-4, As the paragraph descriping shows that 103-76-4 is playing an increasingly important role.

Reference:
Patent; BIOVITRUM AB (publ); WO2009/147221; (2009); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Simple exploration of N-(2-Hydroxyethyl)piperazine

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

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

General procedure: 4-Bromo-2-fluoro-1-nitrobenzene (0.50 g, 2.28 mmol), piperidin-4-ylmethanol, 2-(piperazin-1-yl)ethanol and 3,4,5-trimethoxyphenol (2.28 mmol), K2CO3 (0.32 g, 2.28 mol) were mixed in DMF(10 mL) and heated at 90 C under N2 for 5 h. After cooling, the reaction mixture was filtered toremove solid and the solvent was evaporated. The residue was dissolved in dichloromethane andwashed with water, dried over anhydrous MgSO4 and concentrated in vacuo. The residue solid wasapplied on column of silica gel and then eluted with the mixed solvent of ethyl acetate and hexanes(3:1, v/v) to give the pure product as a white solid., 103-76-4

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

Reference:
Article; Al-Sanea, Mohammad M.; Khan, Mohammed Safwan Ali; Abdelazem, Ahmed Z.; Lee, So Ha; Mok, Pooi Ling; Gamal, Mohammed; Shaker, Mohamed E.; Afzal, Muhammad; Youssif, Bahaa G. M.; Omar, Nesreen Nabil; Molecules; vol. 23; 2; (2018);,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 103-76-4

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

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.

Example 9. l-(4-{2-[[l-(3,5-Dichloro-benzyl)-lH-imidazol-2-ylmethyl]-(3-fluoro- benzyl)-amino]-ethyl}-piperazin-l-yl)-ethanone EPO (BoC)2O (2.29 g, 10.5 mmol) was added to a solution l-(2-hydroxyethyl)piperizine (1.30 g, 10 mmol) in THF (10 mL) at 0 0C. The mixture was stirred at ambient temperature for 14 h. The volatiles were removed in vacuo to afford 4-(2-hydroxy-ethyl)-piperazine-l- carboxylic acid tert-butyl ester (2.3Og, 100%) as a colorless oil which solidified on standing: ESI MS m/z 231 [CnH22N2O3 + H]+.

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

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2006/107923; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics