Category: piperazines

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5747-48-8,11-(Piperazin-1-yl)dibenzo[b,f][1,4]thiazepine,as a common compound, the synthetic route is as follows.

A toluene solution of ll-piperazin-l-yldibenzo[b,f][l,4]thiazepine (1500 mL, 0.686 mol) prepared by reaction of piperazine with ll-chloro-dibenzo[b,f][l,4]-thiazepine in toluene (see, e.g., U. S. Pat. No. 4,879,288) was treated with 1500 mL deionized water and 90 mL of HCl (32% w/w). The resulting mixture was heated to 70 0C and agitated for 45 min. Agitation was ceased and the mixture allowed to settle and phase separate for 30 min. The lower aqueous phase, containing the HCl salt of ll-piperazin-l-yldibenzo[b,fj[l,4]thiazepine was isolated. The aqueous phase was then treated with 1000 mL of toluene and 99 g of aqueous NaOH (47% w/w). The resulting mixture was heated to 70 C and agitated for 45 min. Agitation was ceased and the mixture allowed to settle and phase separate for 30 min. The lower aqueous phase was discarded and the upper organic phase retained to which 300 mL of deionized water was added. The resulting mixture was agitated for 15 min and then allowed to settle for 30 min. The aqueous phase was discarded and the organic phase retained. The organic phase was extracted once more with 300 mL of deionized water. About 750 mL of toluene from the organic phase was distilled out. The resulting concentrate was cooled to 60 C, then 200 mL of methyl-t-butyl ether (MTBE) was added. The resulting mixture was cooled to ambient temperature then seeded with Form A seed crystals. The seeded mixture was then cooled to 10 C and held at this temperature for 3 hours under slow agitation. The resulting solid was isolated under suction via a no. 3 sinter. The solid product was then washed with 170 mL of MTBE at ambient temperature and dried at 40 C under vacuum resulting in 175 g (86.4%) of crystalline product. Assay by NMR 95.1 % w/w.Solid ll-piperazin-l-yldibenzo[b,fj[l,4]thiazepine (30 g, 0.1016 mol) prepared as described above was slurried in isopropanol (120 mL). The resulting mixture was warmed to about 63-64 0C to completely dissolve the solid. The resulting solution was filtered through a preheated (about 55 0C) split Buchner funnel fitted with filter paper with a pore size of 6 Dm. The filtered solution was then adjusted to 55 C and seeded with seed crystals of Form A (0.024 g). The seeded solution was maintained at 55 0C for about 2 h then linearly cooled to 40 C over the course of 6 h, linearly cooled to 20 0C over the course of 2 h, and then linearly cooled to 0 0C over the course of 1 h. The resulting slurry was held at 0 0C for 12 h and the filtered to give a solid product cake (13 mm high x 68 mm diameter). The product cake was displacement washed with 30 niL isopropanol prechilled to 0 C and the cake allowed to deliquor. The product was then dried at 40 0C under vacuum yielding 24.9 g (83%) of Form A. Assay by NMR: 98.9% w/w., 5747-48-8

Big data shows that 5747-48-8 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; WO2007/62337; (2007); A2;,
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

Tert-butyl 3,3-dimethylpiperazine-1-carboxylate (413 mg, 1.65 mmol) was dissolved in DCE (15 mL). TEA (1.148 mL, 8.23 mmol) was added, followed by cyclobutanone (231 mg, 3.29 mmol) and sodium triacetoxyborohydride (524 mg, 2.47 mmol). The reaction mixture was stirred for 5 h and a few drops of acetic acid were added. The reaction mixture was heated at 40 C. for 4 days, cooled to rt, washed with sat NaHCO3, dried over MgSO4, filtered and concentrated under reduced pressure to give a dark yellow oil. The crude title compound was used in the next step without further purification.

259808-67-8, As the paragraph descriping shows that 259808-67-8 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; US2010/216812; (2010); 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.892242-64-7,4-((3-(4-Cyclohexylpiperazin-1-yl)-6-oxo-6H-anthra[1,9-cd]isoxazol-5-yl)amino)benzoic acid,as a common compound, the synthetic route is as follows.,892242-64-7

Example 3 Preparation of sodium 4-((3-(4-cvciohexyipiperazin- I -yfl-6-oxo-6H-anthraj I 9-cdIisoxazol-5- yflamino)benzoate, About SOg of 4-((3-(4-cyclohexyipiperazin- 1 -yl)-6-oxo-6H-anthra[ 1 ,9- cd]isoxazol-5-yl)arnino)henzoic acid was slurred in 2500mL of 0.4 M NaOH/MeOH between 40-45C for 2-4 hours, After confirmed the reaction completion by FIPLC, slowly cooled thereaction to room temperature. The solid was centrifuged and washed with 2OmL of MTBE. The wet cake was re-suspended in about i000mL of O.1M NaOH in MeOH solution under room temperature. It was centrifuged and washed with 224rnL of MTBE again. The filtered solid was suspended in 996nTh of MTBE under room temperature for I -2 hours. The solid was separated and dried at 2530C under pressure for 12-24 hours to obtain the final desired product withpurity more than 99% and about 90% yield. Mass spectra give [M-?-I = 523.2. ?H-NMR (400MHz, DMSO-d6, see Figure 3), ppm (oe): 11.79 (IH, s), 8.48 (111, d), 8.20 (1H, ci), 7.93 (2Ff, d),7.84 (114, t), 7.72 (IH, t), 7.35 (2H, d), 6.39 (1 Fl, s), 3.85 (4ff m), 2.72-2.70 (414, in), 2.28-2.265(IF, m), 1.72-1.78 (4H, in), 1.55-1.58 (IN, m), 1.08-1.23 (SF1, m). Sodium content is 3.8%. TheRaman spectrum is shown in Figure 5. The XRPD, see Table below and Figure 4, confirmed thepolymorphic form.

892242-64-7 4-((3-(4-Cyclohexylpiperazin-1-yl)-6-oxo-6H-anthra[1,9-cd]isoxazol-5-yl)amino)benzoic acid 3666186, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; VM PHARMA LLC; WU, Jay Jie-Qiang; WANG, Ling; (83 pag.)WO2016/43975; (2016); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

59878-57-8, 1-(Cyclopropylcarbonyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

59878-57-8, (4) The product of the previous step (0.3 g, 1 mmol) was weighed, dissolved in 5 mL of dichloromethane, and trimethylacetyl chloride (121 yL, 1 mmol) and triethylamine (208 mL, 1.5 mmol) were stirred at room temperature. The reaction was clarified until the solution was clarified. 1 – (cyclopropylcarbonyl)-pyridazine (0.3 g, 2 mmol) was dissolved in 5 mL of ethanol, added dropwise to the above clear solution, reacted at room temperature for 4 h, and extracted with dichloromethane (15 mL). The organic phase was washed with water, and the organic layer was dried over anhydrous sodium sulfate, and then evaporated to dryness to afford ololani (0.4 g, 0.9 mmol), yield 91.5%, purity 99.8%.

As the paragraph descriping shows that 59878-57-8 is playing an increasingly important role.

Reference£º
Patent; Beijing Yaocheng Huiren Technology Co., Ltd.; Qiao Hongwei; Bian Weiguang; Li Qiaoying; (9 pag.)CN108129397; (2018); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

1403898-64-5, (2R,5R)-tert-Butyl 5-(hydroxymethyl)-2-methylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

DIPEA (1.517 mL, 8.68 mmol) was added to 505 7-bromo-4-chloro-6,8-difluoro-3-nitroquinoline (702 mg, 2.17 mmol) and 180 tert-butyl (2R,5R)-5-(hydroxymethyl)-2-methylpiperazine-1-carboxylate (500 mg, 2.17 mmol) in 78 THF (8 mL) at 25 C. The resulting solution was stirred at 80 C. for 4 h. The solvent was removed in vacuo. The crude product was purified by flash silica chromatography (10 to 50% 57 EtOAc in 148 petroleum ether) to afford 732 tert-butyl (2R,5R)-4-(7-bromo-6,8-difluoro-3-nitroquinolin-4-yl)-5-(hydroxymethyl)-2-methylpiperazine-1-carboxylate (861 mg, 77%) as a yellow solid; 1H NMR (400 MHz, DMSO, 30 C.) 1.21 (3H, d), 1.44 (9H, s), 2.84-3.00 (1H, m), 3.27-3.34 (1H, m), 3.47-3.68 (2H, m), 3.70-3.84 (2H, m), 3.97-4.08 (1H, m), 4.21-4.33 (1H, m), 4.64 (1H, t), 7.92 (1H, dd), 9.02 (1H, s); m/z: ES+ [M+H]+=517., 1403898-64-5

As the paragraph descriping shows that 1403898-64-5 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; Kettle, Jason Grant; Bagal, Sharanjeet; Robb, Graeme Richard; Smith, James Michael; Goldberg, Frederick Woolf; Cassar, Doyle Joseph; Feron, James Lyman; US2019/177338; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

21655-48-1, cis-2,6-Dimethylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1. Preparation of 3,5-dimethyl-1-tert-butoxycarbonyl-piperazine (ZTH-1): [0025] Adding 2,6-lupetazin (11.4 g, 100 mmol, 1 eq) and di-tert-butyl dicarbonate (21.8 g, 100 mmol, leg) into a 250 ml flask; and then adding 100 ml tetrahydrofuran, reacting under room temperature for 4 hours; and condensing up tetrahydrofuran (i.e., condensing tetrahydrofuran until used up), 21.4 g orange-colored oily substance ZTH-1 is obtained, wherein the yield is 100%.

21655-48-1, The synthetic route of 21655-48-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Zhang, Nan; Zhong, Rong; US2013/116265; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

30459-17-7, 1-(4-Trifluoromethylphenyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: At first, THF (2.0 mL) was added to a mixture of oxabenzonorbornadiene 1 (0.347 mmol, 1.0 equiv), amine 4 or 6 (1.041 mmol, 3.0 equiv), NaI (10.34 mg, 0.069 mmol, 0.2 equiv), ligand L2 (4.5 mg, 0.0167 mmol, 4.8 mol %) and [Rh(C2H4)2Cl]2 (2.7 mg, 0.0069 mmol, 2.0 mol %) under N2. The mixture was then stirred at RT for 1 h and heated at reflux for 6-12 h after which the residue was subjected directly to silica gel column chromatography [ethylacetate/hexanes (1:1-2:1 v/v) as the eluent] to afford the desired alcohol product 5 or 7. The enantioselectivity was determined by chiral HPLC on a chiralcel OD-H, chiralcel AD-H, or Lux Amylose-2 column.

30459-17-7, 30459-17-7 1-(4-Trifluoromethylphenyl)piperazine 121718, apiperazines compound, is more and more widely used in various fields.

Reference£º
Article; Luo, Renshi; Xie, Ling; Liao, Jianhua; Xin, Hu; Chan, Albert S.C.; Tetrahedron Asymmetry; vol. 25; 9; (2014); p. 709 – 717;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

301673-16-5, tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-teri-Butyloxycarbonyl-2-hydroxymethylpiperazine (4.5 g, 21 mmol) was dissolved in 50 mL of THF and to the stirred solution was added an equal volume of saturated aqueous NaHC03 solution. To the rapidly stirred biphasic mixture was added benzyl chloroformate (3.9 g, 23 mmol) dropwise over a period of 20 min. The mixture was stirred at room temp for 1.5 h, diluted with water and EtOAc, stirred for 10 min, then the aqueous phase was removed. The organic phase was washed with aqueous NaHC03, brine, then dried (MgS04), filtered, and stripped in vacuo to give a dense gum. The crude product was chromatographed on a 120 g Si02 column eluting with 0- 100percentEtOAc-hexanes. The broad peak eluting between 45-80percent EtOAc was collected to give a colorless gum. LCMS (4 min gradient, 215 nm): 2.03 min, m/z = 351.4., 301673-16-5

301673-16-5 tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate 22386508, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; MSD R&D (CHINA) CO., LTD; WILLIAMS, Peter D.; MCCAULEY, John A.; BENNETT, David Jonathan; BUNGARD, Christopher J.; CHANG, Lehua; CHU, Xin-Jie; DWYER, Michael P.; HOLLOWAY, M. Katharine; KEERTIKAR, Kartik M.; LOUGHRAN, H. Marie; MANIKOWSKI, Jesse J.; MORRIELLO, Gregori J.; SHEN, Dong-Ming; SHERER, Edward C.; SCHULZ, Jurgen; WADDELL, Sherman Tim; WISCOUNT, Catherine M.; ZORN, Nicolas; TUMMANAPALLI, Satyanarayana; SIVALENKA, Vijayasaradhi; HU, Bin; JI, Tao; ZHONG, Bin; WO2015/13835; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

109-07-9, 2-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 3 5-Amino-1-cyclopropyl-6-fluoro-7-(3-methyl-1-piperazinyl)1,4-dihydro-4-oxoquinoline-3-carboxylic acid: A mixture of 1.0 g of 5-amino-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid, 1.18 g of 2-methylpiperazine and 10 ml of pyridine was heated under reflux for 3 hours. The reaction mixture was concentrated under reduced pressure, and the residue was dissolved in 28% aqueous ammonia. The solution was neutralized with a 10% aqueous solution of acetic acid and cooled with ice. The crystals were collected by filtration, dissolved in a 10% aqueous solution of acetic acid, treated with activated charcoal, adjusted to pH 8-9 with 29% aqueous ammonia, and cooled with ice. The crystals were collected by filtration and washed successively with water and ethanol to give 0.80 g of 5-amino-1-cyclopropyl-6-fluoro-7-(3-methyl-1-piperazinyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid. m.p. 181-183 C., 109-07-9

109-07-9 2-Methylpiperazine 66057, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Dainippon Pharmaceutical Co., Ltd.; US5013841; (1991); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

303-26-4, 1-((4-Chlorophenyl)(phenyl)methyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

12. Dextrorotatory dimaleate of methyl 2-[2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]acetate. 14.3 g (0.05 mole) of dextrorotatory (+)-1-[(4-chlorophenyl)phenylmethyl]piperazine (prepared in Example 4.2), 8.4 g (0.055 mole) of methyl (2-chloroethoxy)acetate, 11.7 g (0.11 mole) of anhydrous sodium carbonate and 0.332 g (0.002 mole) of potassium iodide are suspended in 14.3 ml of toluene. The suspension is heated with stirring for 17 hours at reflux temperature. A further 1.52 g (0.01 mole) of methyl (2-chloroethoxy)acetate are added and the suspension is further heated with stirring for 3 hours at reflux temperature, then cooled to ambient temperature and filtered. The solids are washed with 50 ml of toluene and the filtrate and the washing solvent are combined. The toluene is evaporated at 50 C. under reduced pressure in a rotating evaporator. 22.8 g of a brown oil are obtained and are taken up in 45 ml of dichloromethane. The solution is purified by chromatography (silica column (15 to 40 mum) 1 kg; eluent: pure dichloromethane gradually diluted with methanol up to a maximum of 2% of methanol (v/v)). 11.1 g of methyl 2-[2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]acetate in the form of an oil are obtained. Yield: 55.1%., 303-26-4

303-26-4 1-((4-Chlorophenyl)(phenyl)methyl)piperazine 9340, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; U C B, S.A.; US5478941; (1995); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics