Heterocyclic Building Blocks-piperazine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1383146-20-0,(R)-4-(2,4-Dimethoxybenzyl)-3-methylpiperazin-2-one,as a common compound, the synthetic route is as follows.

Synthesis of (R)-l-(2,4-dimethoxybenzyl)-5-ethoxy-6-methyl-l,2,3, 6- tetrahydropyrazine D. Oven dried (115C) sodium carbonate (2.48 g, 23.40 mmol, 2.25 eq.) was placed in a round-bottom flask. The round-bottom flask was backfilled with Ar and then capped with a rubber septum. A solution of (R)-4-(2,4-dimethoxybenzyl)-3-methylpiperazin-2- one C (2.75 g, 10.40 mmol, 1 eq.) in anhydrous DCM (35 mL) was added, followed by freshly prepared triethyloxoniumtetrafluoroborate (2.48 g, 13.05 mmol, 1.25 eq.) in one portion. Thereafter the reaction mixture was stirred further at RT for 45 min to 1 hour, whereupon the reaction mixture was diluted with saturated aqueous NaHC03 (100 mL). The aqueous layer was extracted with DCM (3 x 200 mL). The organic layers were combined, dried over MgS04, filtered and concentrated under reduced pressure to afford 3.1 g of yellow oil. The crude compound was then purified on silica gel (EtOAc/MeOH: 99/1) to afford the desired product D as a pale yellow oil. Yield: 1.44 g, 48 %. LCMS: P = 95 , retention time = 1.8 min, (M+H20+H)+: 311 ; chiral HPLC retention time = 12.3 min, ee > 97 %. 1H-NMR (CDC13): delta 7.23 (d, J= 8.8, 1H), 6.48 (d, J= 8.8, 1H), 6.44 (s, 1H), 4.02 (m, 2H), 3.92 (s, 6H), 3.86 (d, JAB= 14.0, 1H), 3.46 (d, JAB= 14.0, 1H), 3.44 (m, 2H), 3.10 (m, 1H), 2.79 (m, 1H), 2.32 (m, 1H), 1.35 (d, J= 6.8, 3H), 1.24 (t, J= 6.0, 3H)., 1383146-20-0

As the paragraph descriping shows that 1383146-20-0 is playing an increasingly important role.

Reference£º
Patent; EUROSCREEN SA; HOVEYDA, Hamid; DUTHEUIL, Guillaume; FRASER, Graeme; WO2014/154897; (2014); A1;,
Piperazine – Wikipedia
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109-07-9, 2-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Thermometer, vacuum stirrer, four-necked flask 2L equipped with acooling tube, L- tartaric acid 270g (1.8 mol), acetic acid 108 g (1.8 mol), water 270g was added,was completely dissolved. Then, (¡À) -2- methylpiperazine 300g (3.0 mol), water 300g wasadded, and the reaction was heated 85 C or more, were completely dissolved. Then cooled to6874 C, (R) -2- methylpiperazine and L- diastereomers tartaric was added to precipitatecrystals, allowed to 1 hour aged at that temperature. Then, over a period of 5 hours and cooled to1218 C, and the precipitated crystals were filtered, diastereomeric salt 440g of wet biomass,liquid content 22.7wt%, optical purity of 92.3% e. e. , R KaradaOsamuritsu Retrieving salt to theR-isomer of charge (¡À) in the 2-methyl piperazine, was 88%. Then, charged 644g of water four-necked flask 2L, the resulting crystals 440g ((R) -2-methylpiperazine pure content = 132 g) were added. Furthermore, the addition of calciumhydroxide 162g (2.2mol), then heated to 80 C, and aged at that temperature for 5 hours.Cooled over a period of 2 hours up to 25 C, was filtered off precipitated crystals to remove thewet material crystal of 586g (mainly L- tartaric acid calcium). Get the filtrate 660 g, liberated with L- tartaric acid in the filtrate (R) -2- methylpiperazine were present 130 g. Thermometer, vacuum stirrer, four-necked flask 1L with a cooling tube equippedfiltrate 330g obtained in Reference Example 1 (in the filtrate of (R)-2-methyl-piperazine 65 g)was concentrated under reduced pressure, (R ) concentration of 2-methyl piperazine was distilledoff the water until the 30 percent. Then, toluene 356g was added to the concentrate, a mixedsolution was heated under normal pressure and azeotroped with water and toluene in arms 84 to87 C, excluding the water. Then, toluene was distilled off 212g under reduced pressure. Theconcentrate was cooled to 47 C, (R) -2- methylpiperazine 0.01g was added as a seed crystal toprecipitate crystals, followed by aging for 1 hour at 47 C. Was cooled over 5 hours 05 C,and aged for 2 hours at 06 C. The precipitated crystals were taken out by filtration underreduced pressure, vacuum drying, the crystalline body (R) -2- methylpiperazine was 45gacquired. The resulting quality of (R) -2- methylpiperazine of the crystal body, chemical purity of100%, an optical purity of 99.5% e. e. In and, R KaradaOsamuritsu acquisition crystals for (R) -2-methylpiperazine in charge filtrate was 69%. 1, illustrating the steps from Reference Example 1 to Example 1. Was the first crystallizationfrom ( “1 crystallization” was described as) (described as “crystallization”) last crystallization upto six steps. Compared to the Comparative Example 2 step, short process, was able to get a goodoptically active 2-methylpiperazine of easy nature of handling. Thermometer, vacuum stirrer, four-necked flask 1L with a cooling tube equippedfiltrate 330g obtained in Reference Example 1 (in the filtrate of (R)-2-methyl-piperazine 65 g)was concentrated under reduced pressure, (R ) concentration of 2-methyl piperazine was distilledoff the water until the 30 percent. Then, cyclopentyl methyl ether 356g added to theconcentrated solution, mixed solution was heated to normal pressure and azeotroped water andcyclopentyl methyl ether at 8487 C, except for the water. It was then distilled off cyclopentylmethyl ether 205g under reduced pressure. The concentrate was cooled to 47 C, (R) -2-methylpiperazine 0.01g was added as a seed crystal to precipitate crystals, followed by aging for1 hour at 47 C. Was cooled over 5 hours 05 C, and aged for 2 hours at 06 C. Theprecipitated crystals were taken out by filtration under reduced pressure, vacuum drying, thecrystalline body (R) -2- methylpiperazine was 44g acquired. The resulting quality of (R) -2-methylpiperazine of the crystal body, chemical purity of 100%, an optical purity of 99.6% e. e. Inand, R KaradaOsamuritsu acquisition crystals for (R) -2- methylpiperazine in charge filtrate was 68%. Thermometer, vacuum stirrer, four-necked flask 1L equipped with a Dean-Starkapparatus, 33% (S) -2- methylpiperazine solution 300.0g ((S) -2- methylpiperazine 100.0 g,Quality: Chemistry purity 99.9%, optical purity of 80.0% e.e. ) Were charged. Then stirred withtoluene 586.0g (5.86wt times / (S) -2- methylpiperazine). The solution was heated under normalpressure, arms 84 to 87 was azeotroped with water and toluene in C, except for water only.Then, toluene was distilled off 286g under reduced pressure. The concentrate was cooled to4350 C, (S) -2-methylpiperazine 0.01g was added as a seed crystal to precipitate crystals,followed by aging for 1 hour at 4350 C. Then it cooled over 2 hours to 0 to 5 C, and agedfor 2 hours at 05 C. The precipitated crystals were taken out by filtration under reducedpressure, vacuum drying, the crystalline body (S)-2-methylpiperazine 66.8g was obtained (67%yield). The resulting quality of the crystal of (S) -2- methyl piperazine, the chemical p…

109-07-9, As the paragraph descriping shows that 109-07-9 is playing an increasingly important role.

Reference£º
Patent; TORAY FINE CHEMICALS COMPANY LIMITED; MORII, SEIJI; NISHIKAWA, TAKESHI; (12 pag.)JP2016/37495; (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.25057-77-6,1,2-Dimethylpiperazine,as a common compound, the synthetic route is as follows.

1,2-Dimethyl-piperazine (0.914 g, 8.00 mmol) and ethyl 4-fluorobenzoate (0.587 mL, 4 mmol) were dissolved in DMA (6 mL) and sealed into a microwave tube. The reaction was heated to 150 C. for 90 mins in the microwave reactor and cooled to room temperature. The reaction mixture was evaporated and the crude product was purified by silica column chromatography, eluting with 5% MeOH in DCM (containing 0.1% 0.880 ammonia). Pure fractions were evaporated to dryness to afford ethyl 4-(3,4-dimethylpiperazin-1-yl)benzoate (0.380 g, 36.2%) as a colourless waxy solid. 1H NMR (399.9 MHz, CDCl3) delta 1.15 (3H, d), 1.37 (3H, t), 2.20-2.25 (1H, m), 2.34 (3H, s), 2.37-2.41 (1H, m), 2.61-2.67 (1H, m), 2.87-2.92 (1H, m), 2.99-3.06 (1H, m), 3.58-3.62 (1H, m), 3.65-3.70 (1H, m), 4.33 (2H, q), 6.83-6.87 (2H, m), 7.90-7.94 (2H, m). MS: m/z=263 (MH+).; Ethyl 4-(3,4-dimethylpiperazin-1-yl)benzoate used as starting material was prepared as follows:1,2-Dimethylpiperazine (2.284 g, 20.00 mmol) and ethyl 4-fluorobenzoate (1.467 mL, 10 mmol) were dissolved in DMA (12 mL) and sealed in a microwave tube. The reaction was heated to 150 C. for 90 mins in the microwave reactor and cooled to room temperature. The reaction mixture was heated for a further 30 mins at 150 C. and cooled to room temperature. The reaction mixture was evaporated and the crude product was purified by silica column chromatography, eluting with 5% MeOH in DCM with 0.1% 0.880 ammonia. Pure fractions were evaporated to dryness to afford ethyl 4-(3,4-dimethylpiperazin-1-yl)benzoate (0.853 g, 32.5%) as a colourless waxy solid. 1H NMR (399.9 MHz, CDCl3) delta 1.14 (3H, d), 1.37 (3H, t), 2.20-2.25 (1H, m), 2.33 (3H, s), 2.34-2.41 (1H, m), 2.62 (1H, t), 2.87-2.91 (1H, m), 2.99-3.05 (1H, m), 3.57-3.62 (1H, m), 3.65-3.70 (1H, m), 4.33 (2H, q), 6.83-6.87 (2H, m), 7.90-7.94 (2H, m). MS: m/z 263., 25057-77-6

25057-77-6 1,2-Dimethylpiperazine 198037, apiperazines compound, is more and more widely used in various.

Reference£º
Patent; ASTRAZENECA AB; US2008/153812; (2008); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.57260-71-6,tert-Butyl piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

57260-71-6, Step 1: To a solution containing compound 1 (3.9 g, 31 mmol) and Boc-piperazine (6.3 g, 34 mmol) in N-methyl-2-pyrrolidone (NMP) (30 ml) was added K2C03 (8.5 g, 62 mmol). The mixture was stirred overnight at 135 C. After completion of the reaction, the mixture was poured into ice water, and the precipitate was collected to afford the desired product as a yellow solid (6.4 g, 72%).

As the paragraph descriping shows that 57260-71-6 is playing an increasingly important role.

Reference£º
Patent; ACETYLON PHARMACEUTICALS, INC.; SHEARSTONE, Jeffrey, R.; JARPE, Matthew, B.; (152 pag.)WO2016/57779; (2016); A2;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.59702-07-7,1-Methylpiperazin-2-one,as a common compound, the synthetic route is as follows.,59702-07-7

A mixture of 8-bromo-1- (5-isopropyl-2,4-dimethoxybenzene) -5,6-dihydro-4H-benzo [f] [1,2,4] 4,3-a] azepine (100 mg, 0.23 mmol)1-methylpiperazin-2-one (51 mg, 0.45 mmol)(15 mg, 0.026 mmol), 4,5-dibenzophenylphosphine-9,9-dimethyloxacenene (15 mg, 0.026 mmol) and sodium tert-butoxide (48 mg , 0.50 mmol) was added to dry toluene (2 mL).Under nitrogen protection,Microwave heated to 100 ¡ã C,Reaction for 2 hours.The residue was purified by column chromatography (dichloromethane / methanol = 100: 0 to 90:10, v / v) to give 4- (1- (5-isopropyl-2,4-dimethoxy Benzo [f] [1,2,4] triazolo [4,3-a] azepin-8-yl) -1-methylpiperazine- 2-on4-(1-(5-isopropyl-2,4-dimethoxyphenyl)-5,6-dihydro-4H-benzo[f][1,2,4]triazolo[4,3-a]azepine-8-yl)-1-methylpiperazin-2-onee(80 mg) in 74percent yield.

The synthetic route of 59702-07-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Shanghai Hansoh BioMedical Co., Ltd.; Zhao, Zhiming; Deng, Xiangjun; Huang, Zhiqiang; Yu, Hongping; Xu, Yaocahng; Pan, Zhongzong; Bao, Rudi; (62 pag.)CN106349241; (2017); 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.132710-90-8,1-Boc-4-(3-hydroxypropyl)piperazine,as a common compound, the synthetic route is as follows.

[0974] A second intermediate compound, 4-[3-(7-Benzyloxy-[1,8]naphthyridin-2-yloxy)-propyl]-piperazine-1-carboxylic acid tert-butyl ester, was produced as follows: A 5 L 4-necked flask, equipped with a mechanical stirrer, thermometer, nitrogen inlet and an addition funnel is charged with a solution of 4-(3-hydroxy-propyl)-piperazine-1-carboxylic acid tert-butyl ester, (129 g, 0.528 mol) in anhydrous THF (1.6 L) and cooled to -40 C. To this potassium tert-butoxide solution (580 mL, 1M in THF, 0.58 mol) is added drop-wise during 1 h, and stirred further for 30 min. 2-Benzyloxy-7-chloro-[1,8]naphthyridine (130 g, 0.48 mol) is added to the reaction mixture in portions at -40 C. during 1 h. The reaction is stirred for 4 h to bring to 0 C., then quenched with saturated ammonium chloride solution (1.5 L) and extracted with ethyl acetate (2 L and 1 L). The combined organic extracts are washed with brine (1 L), dried over anhydrous sodium sulfate and concentrated to afford the crude as a dark brown thick paste. The crude is purified by silica gel chromatography using 20-25% ethyl acetate in hexanes for elution to give the second intermediate compound as a thick almost colorless thick paste (126 g, 49.8%).

132710-90-8, 132710-90-8 1-Boc-4-(3-hydroxypropyl)piperazine 16217800, apiperazines compound, is more and more widely used in various.

Reference£º
Patent; Clark, Jerry D.; Davis, Jamie M.; Favor, David; Fay, Lorraine K.; Franklin, Lloyd; Henegar, Kevin E.; Johnson, Douglas S.; Nichelson, Brian J.; Ou, Ligong; Repine, Joseph Thomas; Walters, Michael A.; White, Andrew David; Zhu, Zhijian; US2005/43309; (2005); A1;,
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Piperazines – an overview | ScienceDirect Topics

170911-92-9, tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

c 1-(4-Acetaminophenyl)-4-tert-butyloxycarbonylpiperazine 2.8 g (0.01 mol) of 1-(4-aminophenyl)-4-tert-butyloxycarbonylpiperazine and 0.78 g=0.7 ml (0.01 mol) of acetyl chloride are dissolved in 50 ml of dry dimethylformamide, 1.3 g=1.8 ml (0.013 mol) of triethylamine are added dropwise with stirring and at room temperature and the mixture is stirred further overnight. It is then concentrated to dryness in vacuo and the residue is partitioned between ethyl acetate and 1N hydrochloric acid. The combined organic extracts are washed with saturated sodium hydrogen carbonate solution, dried and concentrated to dryness in vacuo. Yield: 2.0 g (62.0% of theory), Melting point: 143 C. Rf: 0.49 (silica gel; methylene chloride/methanol=9:1)

170911-92-9, The synthetic route of 170911-92-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Karl Thomae; US5994356; (1999); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.122833-04-9,2-Methoxy-4-(4-methylpiperazin-1-yl)aniline,as a common compound, the synthetic route is as follows.

122833-04-9, Step 3: 1-(3-methoxyl-4-bromophenyl)-4-methylpiperazine 1-(3-Methoxyl-4-aminophenyl)-4-methylpiperazine (16.6 g, 75 mmol) and CuBr (21.5 g, 0.15 mol) were added into tetrahydrofuran (200 mL), and then amyl nitrite (17.6 g, 0.15 mol) was added dropwise under stirring. The resultant was stirred at room temperature for 1 hour and refluxed for 3 hours. After the resultant was cooled, it was filtered, and the filtrate was concentrated and isolated by silica gel column chromatography (petroleum ether: ethyl acetate = 1: 1) to give 1-(3-methoxyl-4-bromophenyl)-4-methylpiperazine (5.98 g, 28% yield). MS m/z [ESI]: 285.1 [M+1].

The synthetic route of 122833-04-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Chia Tai Tianqing Pharmaceutical Group Co.,Ltd; Centaurus BioPharma Co., Ltd.; Lianyungang Runzhong Pharmaceutical Co., Ltd.; XIAO, Dengming; XU, Xinhe; LIU, Xijie; HU, Yuandong; YU, Honghao; LIU, Zhihua; PENG, Yong; SUN, Yinghui; LUO, Hong; KONG, Fansheng; HAN, Yongxin; SUN, Jian; EP2952510; (2015); A1;,
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21043-40-3, 1-Cyclopentylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Compound 1and analogues (6a-m) were obtainedby reaction of 1eq of 2-(((6-bromonaphthalen-2-yl)oxy)methyl)oxirane (intermediate 3) with the appropriate piperazinederivative (1.2eq) in EtOH (10 ml) at reflux for 5 to 8h. After concentrationunder reduced pressure of reaction mixture, the purified compounds wereobtained after purification by column chromatography using PE: EA (1:2) orrecrystallization in EtOAc., 21043-40-3

The synthetic route of 21043-40-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Cherfaoui, Bahidja; Guo, Tian-Kun; Sun, Hao-Peng; Cheng, Wei-Lin; Liu, Fang; Jiang, Fen; Xu, Xiao-Li; You, Qi-Dong; Bioorganic and Medicinal Chemistry; vol. 24; 11; (2016); p. 2423 – 2432;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

259808-67-8, 1-Boc-3,3-Dimethylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

j00268j 8-Cyclopropyl-6-(4-fluorophenyl)imidazo[ 1 ,2-b]pyridazine-2-carboxylic acid (80 mg, 0.27 mmol) was dissolved in DMF (3.4 mL) and DIPEA (121.7 mg, 164 tL, 0.94 mmol) followed by tert-butyl 3,3-dimethylpiperazine-1-carboxylate (69.20 mg, 0.3229 mmol) were successively added at r. t. After 2 mi HATU (153.5 mg, 0.40 mmol) was added and the reaction mixture was stirred at r.t. ON. Water was added and the reaction mixture and the mixture was extracted with EtOAc. The resulting organic phase was washed twice with a 1:1 mixture of water and brine, dried over anhydrous Mg504, filtered and evaporated under reduced pressure. The resulting crude product was used as such in the next reaction. LC-MS:mlz = 494.26 (M+Hj.

259808-67-8, 259808-67-8 1-Boc-3,3-Dimethylpiperazine 22710387, apiperazines compound, is more and more widely used in various.

Reference£º
Patent; VERTEX PHARMACEUTICALS INCORPORATED; FARMER, Luc J.; FOURNIER, Pierre-Andre; LESSARD, Stephanie; LIU, Bingcan; ST-ONGE, Miguel; STURINO, Claudio; SZYCHOWSKI, Janek; YANNOPOULOS, Constantin; WO2015/48245; (2015); A1;,
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Piperazines – an overview | ScienceDirect Topics