Heterocyclic Building Blocks-piperazine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5317-33-9,3-(4-Methylpiperazin-1-yl)propan-1-ol,as a common compound, the synthetic route is as follows.

5317-33-9, EXAMPLE 104; 4-{7-[3-(4-Methyl-piperazin-1-yl)-propoxy]-quinazolin-4-yl}-piperidine-1-carboxylic acid (6-pyrrolidin-1-yl-pyridin-3-yl)-amide; To a solution of 3-(4-methylpiperazin-1-yl)-propan-1-ol (0.22 mmol) in anhydrous THF (2 mL) was added NaH (0.4 mmol) and the mixture was stirred at rt for 5 min. Then, 4-(7-fluoro-quinazolin-4-yl)-piperidine-1-carboxylic acid tert-butyl ester (0.2 mmol), prepared as described in Example 65, was added to it and the mixture was stirred at 60 C. for 2 h. It was then concentrated in vacuo and partitioned between water and DCM. The DCM layer was drawn off, washed with water, brine, dried (anhydrous MgSO4), filtered and concentrated in vacuo. This crude product was then treated with 3M HCl/MeOH (2 mL) and stirred at rt for 2 h and then concentrated in vacuo. A portion of the crude residue (0.05 mmol) was dissolved in a mixture of DCM:MeOH (1:1; 2 mL) and neutralized with excess Et3N (0.3 mmol) and treated with (6-pyrrolidin-1-yl-pyridin-3-yl)-carbamic acid 4-nitrophenyl ester hydrochloride (0.075 mmol), which was prepared from 6-Pyrrolidin-1-yl-pyridin-3-ylamine (WO 2002048152 A2) essentially as described in Example 74a, at rt for 1 h. It was then concentrated in vacuo and the crude product was dissolved in DCM and washed with water thrice, then washed with brine, dried over anhydrous MgSO4, filtered and concentrated in vacuo. The crude product was then purified by Preparative TLC (silica gel; DCM:MeOH:NH4OH, 90:9:1) to obtain 10 mg (35%) of the title compound. 1H-NMR (300 MHz, CDCl3): 9.13 (s, 1H), 8.08-7.96 (m, 2H), 7.66-7.60 (m, 1H), 7.34-7.22 (m, 2H), 6.39-6.27 (m, 2H), 4.32-4.14 (m, 4H), 3.74-3.59 (m, 1H), 3.46-3.38 (m, 4H), 3.13 (t, 2H), 2.65-2.50 (m, 10H), 2.37 (s, 3H), 2.22-1.86 (m, 10H). LC/MS (ESI): 559.1 (MH)+.

5317-33-9 3-(4-Methylpiperazin-1-yl)propan-1-ol 79208, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Baindur, Nand; Gaul, Michael David; Kreutter, Kevin Douglas; Baumann, Christian Andrew; Kim, Alexander J.; Xu, Guozhang; Tuman, Robert W.; Johnson, Dana L.; US2006/281772; (2006); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.55121-99-8,(4-Aminophenyl)(4-methylpiperazin-1-yl)methanone,as a common compound, the synthetic route is as follows.

55121-99-8, To a stirred solution of triphosgene (0.373 mg, 1.258 lmol) in anhydr. THF (20 ml) was added 7d (S)-4-(4-morpholino-6-(tetrahydrofuran-3-yloxy)-1,3,5-triazin-2-yl)aniline (1.200 mg, 2.097 lmol) at 25 C. The reaction mixture wasstirred for 5 min and NEt3 (45 mL, 0.33 mmol) were added and the reaction mixture was stirred for additional 1 h. Then 9a 4-amino-N-(2-(dimethylamino)ethyl)-N-methylbenzamide (1.392 mg, 6.29 lmol) was added and stirred for another 0.5 h and NEt3 (406 mL, 2.91 mmol) was added and the mixture was stirred over night. The solvents were removed in a N2 stream and the crude mixture was purified by semi-prep-HPLC to obtain 3 as an off white solid (665 mg, 53%).

The synthetic route of 55121-99-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Dehnhardt, Christoph M.; Venkatesan, Aranapakam M.; Chen, Zecheng; Delos-Santos, Efren; Ayral-Kaloustian, Semiramis; Brooijmans, Natasja; Yu, Ker; Hollander, Irwin; Feldberg, Larry; Lucas, Judy; Mallon, Robert; Bioorganic and Medicinal Chemistry Letters; vol. 21; 16; (2011); p. 4773 – 4778;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.21655-48-1,cis-2,6-Dimethylpiperazine,as a common compound, the synthetic route is as follows.

(a) Step 1 cis-2,6-Dimethylpiperazine (0.114 g, 1.00 mmol) and potassium carbonate (0.0691 g, 0.500 mmol) were added to 4 mL of methylene chloride, and stirred at room temperature. Four milliliters of a methylene chloride solution of the 7-(bromomethyl)-6-methoxybenzofuran-3(2H)-one (0.129 g, 0.500 mmol) described in [WO2011/136319] was added dropwise, and stirring was continued for 12 hours at room temperature. The reaction solution was filtered, and the residue obtained by concentrating the filtrate was purified by silica gel chromatography (methanol/chloroform), and 7-[(cis-3,5-dimethylpiperazin-1-yl)methyl]-6-methoxybenzofuran-3(2H)-one (0.131 g, 90percent) was obtained. 1H NMR (300 MHz, CDCl3) delta 1.03 (d, J=6.6 Hz, 6H), 1.73 (t, J=11.1 Hz, 2H), 2.82 (dd, J=2.1, 11.1 Hz, 2H), 2.87-2.98 (m, 2H), 3.67 (s, 2H), 3.93 (s, 3H), 4.64 (s, 2H), 6.70 (d, J=9.0 Hz, 1H), 7.62 (d, J=9.0 Hz, 1H).

21655-48-1, As the paragraph descriping shows that 21655-48-1 is playing an increasingly important role.

Reference£º
Patent; THE UNIVERSITY OF TOKYO; NAGANO, Tetsuo; NAKANO, Hirofumi; HASEGAWA, Tsukasa; SAITO, Nae; KOJIMA, Hirotatsu; OKABE, Takayoshi; MUKAIDA, Naofumi; (42 pag.)US2017/145005; (2017); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.67455-41-8,4-(Piperazin-1-yl)aniline,as a common compound, the synthetic route is as follows.,67455-41-8

General procedure: To a solution of arylamine (0.5 mmol, 1.0 equiv) in MeOH(1.0 mL) was added HCl (0.5 mL, 1.5 mmol, 3.0 equiv) followed by H2O (0.5 ml). This mixture was stirred 2 min, and the NaNO2 solution (0.25 mL) was then added. The NaNO2 solution was prepared by dissolving 35 mg of NaNO2 in H2O (0.25 mL). This mixture was stirred 30 minat 0-5 C followed by B2pin2 (2, 381 mg, 1.5 mmol, 3.0equiv) in MeOH (1.0 mL). This mixture was stirred 60 min.H2O (10 mL) was added to the reaction mixture, then extracted with CH2Cl2 (50 mL, 3¡Á). The combined organic layers were washed with sat. NaHCO3, dried over Na2SO4, followed by evaporation, and the crude residue was purified by flash chromatography.

As the paragraph descriping shows that 67455-41-8 is playing an increasingly important role.

Reference£º
Article; Zhao, Cong-Jun; Xue, Dong; Jia, Zhi-Hui; Wang, Chao; Xiao, Jianliang; Synlett; vol. 25; 11; (2014); p. 1577 – 1584;,
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150407-69-5, (S)-1-((Benzyloxy)carbonyl)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

150407-69-5, To a solution of piperazine carboxylic acid (10 g, 27 mmol) in DCM (50 mL) was added TEA (2.39 mL, 54 mmol) and HATU (11.4 g, 30 mmol) with stirring. The reaction mixture was stirred at room temperature for 30 mins then treated with piperidine (2.57 g, 30 mmol). The reaction solution was stirred for 48 hrs then concentrated. The residue was purified by columnchromatography on silica gel eluted with petroleum ether / EtOAc (3 : 1) to afford compound Tnt48-1 as yellow oil (10.7g). MS-ESI (mlz): 432 (M+1) Rf: 0.6 (PE : EtOAc= 1: 1) ?H NMR(CDC13) oe: 7.307.24 (m, 5H), 5.25 (s, 1H), 5.14 (d, J=12.3 Hz, 1H), 5.064.98 (m, 1H),4.183.80 (m, 5H), 3.41 (s, 2H), 3.21 (d, J13 Hz, 3H), 1.61 (s, 2H), 1.52 (t, J1=16.6 Hz,J214.7 Hz, 3H), 1.39 (s, 1OH).

The synthetic route of 150407-69-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; COBURN, Craig; MALETIC, Milana; LUO, Yunfu; QI, Zhiqi; YU, Tingting; SOLL, Richard; WO2015/70367; (2015); A1;,
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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.

Reference Example 50: 3 -Oxo-4-(2-trimethylsilanyl-ethoxymethyl)-piperazine-l -carboxylic acid benzyl ester.; Piperazin-2-one (2.00 g, 20.0 mmol) was dissolved in H2O (10 ml) – 1,4-dioxane (10 ml); and NaHCO3 (1.85 g, 22.0 mmol) and benzylchloroformate (3.42 g, 20.0 mmol) was added thereto. After stirring at room temperature for 13 h, the reaction mixture was diluted with H2O and EtOAc. The aqueous layer was extracted with EtOAc and the combined organic layer was washed with brine, dried over MgSOphi The desiccant was removed through filtration and the filtrate was concentrated under reduced pressure to obtain crude 3 -Oxo-piperazine-1 -carboxylic acid benzyl ester as pale brown oil. This oil was used for the next step without further purification. The crude 3 -Oxo-piperazine-1 -carboxylic acid benzyl ester was dissolved in DMF (40 ml) and NaH (55% in oil, 1.05 g, 24.0 mmol) and SEMCl (5.01 g, 30.0 mmol) was added thereto at room temperature. After stirring at 500C for 18 h, the reaction mixture was diluted with EtOAc. The mixture was washed with H2O and brine, dried over MgSOphi The desiccant was removed through filtration and the filtrate was concentrated under reduced pressure. The EPO residue was purified by silica gel column chromatography (hexane / EtOAc = 8 / 2 to 5 / 5, to obtain the intended compound as a colorless oil.

5625-67-2, 5625-67-2 Piperazin-2-one 231360, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK & CO., INC.; BANYU PHARMACEUTICAL CO., LTD.; WO2007/11809; (2007); A1;,
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13889-98-0, 1-Acetylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2-[(4-Bromo-2-fluoro-phenyl)methyl]-6-phenyl-thiazinane 1,1-dioxide (208 mg, 0.52 mmol), Pd(OAc)2 (5.8 mg, 0.026 mmol), 2-dicyclohexylphosphine-2′,6′-di-iso-propoxy-1,1′-biphenyl (24.8 mg, 0.052 mmol) and cesium carbonate (254 mg, 0.78 mmol) were weighed out in a vial and the vial was purged with nitrogen. 1,4-Dioxane (2.5 mL) and 1-piperazin-1-ylethanone (100 mg, 0.78 mmol) were then added and the reaction was stirred at 80 C. for 2 hours. The reaction was then filtered through diatomaceous earth, concentrated and purified by reverse-phase HPLC to give 1-(4-(4-((1,1-dioxido-6-phenyl-1,2-thiazinan-2-yl)methyl)-3-fluorophenyl)piperazin-1-yl)ethanone (210 mg, 89% yield).

13889-98-0, As the paragraph descriping shows that 13889-98-0 is playing an increasingly important role.

Reference£º
Patent; Genentech, Inc.; Fauber, Benjamin; Gobbi, Alberto; Rene, Olivier; Bodil van Niel, Monique; Gancia, Emanuela; Gaines, Simon; Laddywahetty, Tammy; Vesey, David; Ward, Stuart; Winship, Paul; US2015/197529; (2015); A1;,
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129722-25-4, 7-(4-(4-(2,3-Dichlorophenyl)piperazin-1-yl)butoxy)quinolin-2(1H)-one is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of dibenzylcarbamoyl chloride (1.7 g, 6.7 mmol) in pyridine (15 mL) was added dehydro-aripiprazole (1.5 g, 3.4 mmol) and the reaction mixture heated at reflux for 4 h. The reaction mixture was concentrated and the residue co-evaporated with toluene (¡Á3). The residue was dissolved in ethyl acetate (ethyl acetate), washed with water and dried over MgSO4. After evaporation the residue was further purified on silica eluting with ethyl acetate and after drying gave Compound 342 (0.71 g) as a white solid.1H-NMR (300 MHz, CDCl3) delta 8.13 (d, 1H), 7.70 (d, 1H), 7.42-7.29 (m, 11H), 7.20-7.08 (m, 4H), 7.00-6.92 (m, 1H), 4.64 (s, 2H), 4.56 (s, 2H), 4.14 (t, 2H), 3.15-3.02 (m, 4H), 2.74-2.60 (m, 4H), 2.58-2.48 (m, 2H), 1.98-1.88 (m, 2H), 1.83-1.70 (m, 2H). [M+H]+=669.1., 129722-25-4

129722-25-4 7-(4-(4-(2,3-Dichlorophenyl)piperazin-1-yl)butoxy)quinolin-2(1H)-one 10114519, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Alkermes, Inc.; US2011/319422; (2011); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

393781-70-9, (R)-1-Boc-2-Ethylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The 3 – ((2,4-dioxo -3,4-dihydrochinazolines having antiviral properties -1 (2H)-yl) methyl) benzoic acid (250 mg, 0 . 80mmol), EDC (307 mg, 1 . 6mmol), HOBT (217 mg, 1 . 6mmol) and DIEA (162 mg, 1 . 60mmol) into the reaction bottle in, addition of about 3 ml of the dissolution of water-free DMF, r.t. The lower stirring 15 min, then dropwise (R)-N-Boc-2-ethyl piperazine (258 mg, 1 . 20mmol) in the DMF solution to the reaction solution, r.t. The lower stirring overnight, the reaction solution is poured into 100 ml water, using 100mLDCM extraction, an organic layer for sequentially 1MHCl (100 ml), saturated NaCl (100 ml) and water (100 ml) washing, vacuum concentration, silica gel column chromatography, to obtain 236 mg solid, yield 58.1%., 393781-70-9

The synthetic route of 393781-70-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Institute Of Materia Medica Chinese Academy Of Medical Sciences; Xu, Bailing; Chen, Xiaoguang; Yao, Haiping; Ji, Ming; Jin, Jing; Zhou, Jie; Wang, Ke; Zhao, Dalong; (55 pag.)CN105461697; (2016); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1235865-77-6,2-((1H-Pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-(4-((4′-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1′-biphenyl]-2-yl)methyl)piperazin-1-yl)benzoic acid,as a common compound, the synthetic route is as follows.

260mg 2-((1H-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-(4-((4′-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1′-biphenyl]-2-yl)methyl)piperazin-1-yl)benzoic acid was dissolved in 10ml of dichloromethane were added 110mg DMAP, 140mg EDCI and 130mg 2A; reacted at room temperature for 12 hours, respectively, after the reaction with 1M citric acid and washed twice with brine, the organic phase was dried over anhydrous magnesium sulfate, and rotary evaporation, purified by silica gel column chromatography to give a yellow solid 180mg, yield 47.4% ;

1235865-77-6, As the paragraph descriping shows that 1235865-77-6 is playing an increasingly important role.

Reference£º
Patent; Shandong University; Fang Hao; Li Xiaoxian; Yang Xinying; Liang Tao; Liu Renshuai; Zhou Yi; (16 pag.)CN110054625; (2019); A;,
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