Heterocyclic Building Blocks-piperazine

39539-66-7, 4-Methylpiperazine-1-carbonyl chloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 1 [1-methyl-4-(N-pyrrolidinocarbonyl)piperazine] In 50 ml of toluene was dissolved 8.1 g (0.05 mole) of 1-methyl-4-chlorocarbonylpiperazine at room temperature and a solution of 10.7 g (0.15 mole) of pyrrolidine in 50 ml of toluene was dropped to the above solution at 0 C. over a period of 30 minutes. The mixture was refluxed for 1 hour to complete the reaction. The reaction mixture was cooled, and the precipitated yellow crystal (pyrrolidine hydrochloride) was removed by filtration. The filtrate was dried with anhydrous sodium sulfate and toluene as the solvent was removed by distillation under reduced pressure to obtain crude 1-methyl-4-(pyrrolidinocarbonyl)piperazine as the distillation residue. The crude product was purified by distillation under reduced pressure to obtain 6.6 g of a pure product having a boiling point of 109.5 to 110.0 C. at 0.5-0.6 mm Hg obs. The yield was 66.9%. The elementary analysis values are as follows: Found: C=61.07%, H=9.89%, N=21.20% Anal. Calcd for C10 H19 N3 O: C=60.87%, H=9.73%, N=21.30%

39539-66-7, The synthetic route of 39539-66-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Mitsuitoatsu Chemicals Inc.; US4420481; (1983); A;,
Piperazine – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.192130-34-0,tert-Butyl 4-(2-aminoethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

General procedure: In a schlenk-type flask, corresponding aliphatic amine (2 mmol) and intermediates Y-5 (0. 5 mmol) were dissolved in dry dioxane (5 mL), and then Pd2(dba)3 (0.05 mmol), XantPhos (0.05 mmol) and Cs2CO3 (7.5 mmol) were added. The mixture was refluxed to 105 °C while stirring under nitrogen atmosphere. The reaction was followed by TLC until its completion. After cooling, the solvent was evaporated under reduce pressure. The residue was purified by flash column chromatography using ethyl acetate/petroleum ether as eluent to give target compounds Ia-Im and IIa-IIm (except Ii and Iii). For Ii and IIi, the Boc group was further removed using CF3COOH to provide the two compounds., 192130-34-0

192130-34-0 tert-Butyl 4-(2-aminoethyl)piperazine-1-carboxylate 1514400, apiperazines compound, is more and more widely used in various fields.

Reference：
Article; Yang, Jiapei; Chen, Wenmin; Kang, Dongwei; Lu, Xueyi; Li, Xiao; Liu, Zhaoqiang; Huang, Boshi; Daelemans, Dirk; Pannecouque, Christophe; De Clercq, Erik; Zhan, Peng; Liu, Xinyong; European Journal of Medicinal Chemistry; vol. 109; (2016); p. 294 – 304;,
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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

6-(Bromoacetyl)-3 ?4-dihydro- 1 H35 isochromen-1-one (-1.54 g, 5.72 mmol, presence of a-chloroketone was noted, -10%) andcommercially ayailable (S)-4-N-BOC-2-hydroxymethylpiperazine (1.24 g, 5.72 mmol) were added to a round bottom fiask and diluted with THF (50 m). Diisopropylethylamine (1.30 m, ?7.44 mmol) was then introduced and the mixture left stirring for 14 h at RT during which time a considerable amount of solid had formed (presumably HBr salt of DIPEA). The reaction mixture was diluted with EtOAc, then washed with saturated NH4Claq followed by H20. Both aqueous layers were sequentially back extracted once with another portion of EtOAc, the organics werethen combined, dried with MgSO4, filtered, and concentrated in yacuo. The recoyered crude product was subjected to purification by flash chromatography (Biotage, 50% EtOAc/Hex) to afford the title compound.

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; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; DE JESUS, Reynalda, Keh; DING, Fa-xiang; DONG, Shuzhi; FRIE, Jessica; GU, Xin; JIANG, Jinlong; SHAHRIPOUR, Aurash; PIO, Barbara; TANG, Haifeng; WALSH, Shawn; WO2014/126944; (2014); A2;,
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31166-44-6, 1-Cbz-Piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of compound 7 (0.16 g, 0.37 mmol) and isonipecotic acid ethyl ester (0.086 ml, 0.56 mmol) in CH2Cl2 was added WSCI*HCl (0.11 g) and HOBt (0.085 g), and then the mixture was stirred at room temperature for 18 h. The reaction mixture was diluted with water and the organics were extracted with CH2Cl2. The extract was washed with brine, dried over Na2SO4, then concentrated in vacuo, and then the residue was purified with silica gel column chromatography (0-5percent MeOH-CH2Cl2 as eluent) to give compound 8 (0.16 g, 0.28 mmol, 76percent) as a colorless powder., 31166-44-6

The synthetic route of 31166-44-6 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Ichikawa, Masanori; Yokomizo, Aki; Itoh, Masao; Sugita, Kazuyuki; Usui, Hiroyuki; Shimizu, Hironari; Suzuki, Makoto; Terayama, Koji; Kanda, Akira; Bioorganic and Medicinal Chemistry; vol. 19; 6; (2011); p. 1930 – 1949;,
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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.129799-08-2,1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate,as a common compound, the synthetic route is as follows.

A mixture of (S) -5- (1- ( (tert-butoxycarbonyl) amino) ethyl) -2- (3- (cyclopropylmethoxy) -4- (difluoromethoxy) phenyl) oxazole-4-carboxylic acid (0.6 g, 1.28 mmol) , 1-tert-butyl 3-methyl piperazine-1, 3-dicarboxylate (376 mg, 1.54 mmol) , EDCI (368 mg, 1.92 mmol) and HOAT (435 mg, 3.20 mmol) in DCM (20 mL) was stirred at 0 , and DIPEA (0.89 mL, 5.12 mmol) was added dropwise. After the addition, the mixture was stirred at rt for 6 h and washed with saturated aqueous NaCl (15 mL × 3) . The organic layer was dried over anhydrous Na2SO4 and concentrated. The residue was purified by silica gel chromatography eluted with Petroleum ether/EtOAc (v/v) 4/1 to give the title compound as a white solid (714 mg, 80) .1H NMR (400 MHz, CDCl3) : delta ppm 7.57 (s, 1H) , 7.52-7.54 (m, 1H) , 7.24-7.27 (m, 1H) , 6.72 (t, JF-H 75.0 Hz, 1H) , 5.21-5.28 (m, 1H) , 4.60-4.68 (m, 2H) , 3.99 (d, J 6.9 Hz, 2H) , 3.81 (s, 3H) , 3.24-3.29 (m, 1H) , 3.00-3.10 (m, 1H) , 1.52-1.57 (m, 3H) , 1.49 (s, 9H) , 1.44 (s, 9H) , 1.32-1.37 (m, 1H) , 0.68-0.73 (m, 2H) , 0.42-0.44 (m, 2H) and MS-ESI: m/z 695.3 [M+H] +.

129799-08-2, The synthetic route of 129799-08-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; LIU, Bing; YU, Tianzhu; ZHANG, Xiangyu; ZHANG, Shiguo; ZHANG, Jiancun; CHENG, Changchung; (426 pag.)WO2016/34134; (2016); A1;,
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960283-58-3, (S)-tert-Butyl 2-methylpiperazine-1-carboxylate hydrochloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Description 1; 1 ,1 -Dimethylethyl (2S)-2-methyl-4-[(4-nitrophenyl)methyl]-1 – piperazinecarboxylate (D1); A mixture of 4-nitrobenzaldehyde (15.1g, O.imol), 1 ,1-dimethylethyl (2S)-2-methyl-1- piperazinecarboxylate hydrochloride (21.3g, 0.09mol), triethylamine (15mL, 0.108mol) and sodium tri(acetoxy)borohydride (42.4g, 0.2mol) in 1 ,2-DCE (50OmL) was stirred at room temperature overnight. Saturated aqueous NaHCO3 solution (20OmL) was added and the mixture stirred for 20-30 minutes. The phases were separated and the aqueous phase was washed with DCM. The combined organics were washed with brine, dried and concentrated. Column chromatography eluting with 0-20% EtOAc/hexane gave the title compound as a pale yellow oil which crystallized on standing (25.61 g). deltaH (CDCI3, 400MHz) 8.19 (2H1 d), 7.53 (2H, d), 4.21 (1 H, br.s), 3.83 (1 H, d), 3.62 (1 H, d), 3.50 (1H, d), 3.13 (1 H, td), 2.74 (1 H, m), 2.54 (1 H, m), 2.20 (1 H, dd), 2.08 (1 H, m), 1.46 (9H, s), 1.25 (3H, d)., 960283-58-3

960283-58-3 (S)-tert-Butyl 2-methylpiperazine-1-carboxylate hydrochloride 45072182, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; GLAXO GROUP LIMITED; WO2008/729; (2008); 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.120737-78-2,tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

A suspension of 7-bromo-2-(5-chloro-2,4-dimethoxyphenyl) imidazo[ l,2-a] pyridine 22 (200 nig, 0.544 rnmol), tert-butyl 2-methylpiperazine-1-carboxylate 202 (218 mg, 1.09 mmol), Xanthphos (34 mg, 0.059 mmol) and t-BuOK ( 181 n g, 1.62 mmol) in toluene (10 mL) was degassed with argon for 5 min. Subsequently the mixture was charged with Pd 2(dba)3 (24 mg, 0.026 mmol) and again degassed with argon for another 5 min. The resulting reaction mixture was heated at 100-1 10 C for 16 h. The reaction mixture was cooled, filtered through a pad of celite and evaporated to dryness. The residue obtained was purified by combi-flash companion (silica gel, CH3OH/CH2CI2) to provide tert-butyl 4-(2-(5-chloro-2,4-dimethoxyphenyl)-imidazo[1,2-a]pyridin-7-yl)-2-methylpiperazine-1-carboxylate 203 (90 mg, 34%) as an off-white solid. 1HNMR (400MHz, DMSO-d6): delta 8.32 (d, J=7.6Hz, III).8.16 (s. III).8.02 (s, 1H), 6.86 (s, 1H), 6.78 (dd, J= 2.4, 7.6 Hz, ii).6.66 (d, J= 1.6 Hz, 1H), 4.22-4.20 (m, IH), 4.00 (s, 3H), 3.93 (s, 3H), 3.83-3.79 (m, IH), 3.70 -3.60 (m, 2H), 3.22-3.16 (m, ill). 2.97-2.91 (m, IH), 2,76-2,70 (m, III).1.42 (s, 9H), 1.18 (d, ./ 6.4 Hz, 3H); HPLC (Method 6) 97.0% (AUC), = 14.23 min.; ESI-APCl MS m/z 487 [M + HI .

120737-78-2, The synthetic route of 120737-78-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ONCOTHERAPY SCIENCE, INC.; MATSUO, Yo; HISADA, Shoji; NAKAMURA, Yusuke; CHAKRABARTI, Anjan; RAWAT, Manish; RAI, Sanjay; SATYANARAYANA, Arvapalli, Venkata; DUAN, Zhiyong; TALUKDAR, Arindam; RAVULA, Srinivas; DECORNEZ, Helene; (491 pag.)WO2017/58503; (2017); 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.13754-38-6,1-Benzoylpiperazine,as a common compound, the synthetic route is as follows.

General procedure: A solution of 2-chloroalkyl/aryl substitutedwith or without N-substitution as well as with or without 5 and/or 6-substituted benzimidazole derivative (1.75g,0.01051mol) and 1-[(4-phenyl)carbonyl]piperazine (3g,0.0105mol) in N, N dimethylformamide was taken in a RBF.K2CO3(2gm,) was added to the reaction mixture. The reaction mixture was stirred for 8h at 80C on a magnetic stirrer (heat + stirring). The progress of the reaction was monitored by thin layer chromatography (TLC).Upon completion of the reaction, water was added to the reaction mixture and the product extracted by shaking the reaction mixture with dichloromethane in a separating funnel.The dichloromethane layer was washed successively with water and brine, dried over anhydrous sodium sulfate. Evaporation of the solvent gave theproduct. 11a-l Recrystallized with various solvent like chloroform, ethanol, methanol.

13754-38-6, 13754-38-6 1-Benzoylpiperazine 762654, apiperazines compound, is more and more widely used in various fields.

Reference：
Article; Kankate, Rani S.; Gide, Parag S.; Belsare, Deepak P.; Oriental Journal of Chemistry; vol. 30; 4; (2014); p. 1855 – 1863;,
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

Into a solution of l-Methyl-4-nitro-2-trifluoromethyl-benzene (1; 15 g, 73 mmol, 1.0 eq.) in carbon tetrachloride (250 ml) are added NBS (13 g, 98 ml, 73 mmol, 1.0 eq.) and AIBN (1.19 g, 7.3 mmol, 0.1 eq.) as an initiator. The reaction is refiuxed overnight and then partitioned with water. The organic layer is separated and the aqueous layer is extracted with dichloromethane. The combined organic extracts are washed with water, dried over EPO Na2SO4, filtered and concentrated to afford the solids. The solids are dissolved in dichloromethane (300 ml). The clear solution is treated with DIEA (12.55 ml, 73 mmol, 1.0 eq.) and N-Ethylpiperazine (8.25 g, 73 mmol, 1.0 eq.). The reaction mixture is stirred at room temperature for 30 minutes (until the completion of reaction as per LCMS). The reaction mixture is washed with water, dried over Na2SO4, filtered and concentrated to afford the crude product. The crude product is purified by flash column chromatography using 1 :1 v/v hexanes: ethyl acetate as solvent to afford title compound 2 as a solid., 5308-25-8

5308-25-8 1-Ethylpiperazine 79196, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; IRM, LLC; WO2006/124462; (2006); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5464-12-0, 1-(2-Hydroxyethyl)-4-methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1-(2-Chloroethyl)-4-methylpiperazine (58b) was prepared by refluxing 2-(4- methylpiperazin-1-yl)ethanol (58a) (1.1 g, 7.33 mmol) with thionyl chloride (10 mL). The reaction mixture was cooled to 20 °C, and poured into ice/water. The aqueous solution was then treated with 6-bromo-4-hydroxy-2-methyl-9H-xanthen-9-one (28b) (260 mg, 0.85 mmol), tetrabutylammonium bromide (100 mg), KOH (1.12 g, 20 mmol), and CH2C12 (50mL), and the mixture was stirred for 3 days. The CH2C12 layer was separated, and the aqueous layer was further extracted with CH2C12. The combined CH2C12 extracts were dried (Na2SO4) and the solvent was removed. Chromatography on neutral alumina eluting with 0-20percent hexanes/EtOAc followed by 0-1percent CH2C12/MeOH gave crude material which was re-columned in Si02 eluting with 20percent hexanes/EtOAc to remove impurities, then with0-4percent CH2C12/MeOH to elute 6-bromo-2-methyl-4-(2-(4-methylpiperazin- 1 -yl)ethoxy)-9H- xanthen-9-one (58c): MS (APCI) m/z: 431 and 433 (M+H). This was used directly without further purification., 5464-12-0

The synthetic route of 5464-12-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; AUCKLAND UNISERVICES LIMITED; MARSHALL, Andrew James; BUCHANAN, Christina Maree; REWCASTLE, Gordon William; LU, Guo-Liang; FLANAGAN, Jack Urquhart; BONNET, Muriel; SHEPHERD, Peter Robin; JAMIESON, Stephen Michael Frazer; GAMAGE, Swarnalatha Akuratiya; DENNY, William Alexander; (213 pag.)WO2018/83635; (2018); A2;,
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Piperazines – an overview | ScienceDirect Topics