Tag: M.W:200-300

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

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

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

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

697305-48-9, 1-(4-Fluorophenyl)piperazin-2-one hydrochloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

697305-48-9, A mixture of 3-chloro-6-(3-furanyl)-8-(trifluoromethyl)imidazo[1 ,2-a]pyridine- 2-carboxylic acid potassium salt (0.107 g, 0,290 mmol), 1-(4-f.uorophenyl)-2-piperazinone hydrochloride (0.067 g, 0.290 mmol), DIPEA (0.152 mL, 0.871 mmol) and HATU (0.133 g, 0.349 mmol) in DMF (2 mL) was stirred at room temperature for one hour. The reaction mixture was diluted with EtOAc and washed with water and brine. The organic layer was dried over sodium sulfate and concentrated. The residue was purified by reverse phase HPLC (acetonitrile:water with 0.1 % formic acid) to give the title compound (0.059 g, 36%) as an off-white solid. H NMR (400 MHz, DMSO-c/6) delta ppm 8.71 – 9.06 (m, 1 H) 8.58 (s, 1 H) 8.08 – 8.33 (m, 1 H) 7.86 (s, 1 H) 7.40 – 7.48 (m, 2 H) 7.35 (s, 1 H) 7.26 (t, 2 H) 4.68 (s, 1 H) 4.42 (s, 1 H) 4.22 (br. s., 1 H) 4.05 (br. s., 1 H) 3.76 – 3.89 (m, 2 H). ES-LCMS m/z: 507 (M+ ).

697305-48-9 1-(4-Fluorophenyl)piperazin-2-one hydrochloride 67085022, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXOSMITHKLINE LLC; BANKA, Anna; CATALANO, John, G.; CHONG, Pek, Yoke; FANG, Jing; GARRIDO, Dulce, Maria; PEAT, Andrew, James; PRICE, Daniel, J.; SHOTWELL, John, Brad; TAI, Vincent; ZHANG, Huichang; WO2011/41713; (2011); A2;,
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

To a solution of (R)-2-ethylpiperazine-1-carboxylic acid tert-butyl ester (1 g) and 3,5-dimethylpyridine-N-oxide (546 mg)in tetrahydrofuran (18 mL) were added N,N-diisopropylethylamine (3 mL) and bromotris(pyrrolidino)phosphonium hexafluorophosphate (2.8 g) and the mixture was stirred at room temperature overnight. Water was added to the reaction mixture,and the mixture was extracted with ethyl acetate and chloroform. The solvent was evaporated and the obtained residue was purified by column chromatography (ethyl acetate:hexane)to give (R)-4-(3,5-dimethylpyridin-2-yl)-2-ethylpiperazine-1-carboxylic acid tert-butyl ester (1.11 g)., 393781-70-9

As the paragraph descriping shows that 393781-70-9 is playing an increasingly important role.

Reference£º
Patent; Mitsubishi Tanabe Pharma Corporation; ISHIBUCHI, Seigo; SARUTA, Kunio; HAMADA, Maiko; MATOBA, Nobuatsu; MATSUDAIRA, Tetsuji; SEKI, Maki; TARAO, Akiko; HONJO, Takashi; OGATA, Shingo; KAWATA, Atsushi; MOROKUMA, Kenji; FUJIE, Naoto; AOYAMA, Yukio; (251 pag.)EP3321256; (2018); 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.129779-30-2,(3R,5S)-rel-tert-Butyl 3,5-dimethylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of (3R,55)-tert-butyl 3,5-dimethylpiperazine-1 -carboxylate (2 g, 9 mmol) in DMF (20 mL) was added benzyl (2-bromoethyl)carbamate (3.2 g, 11 mmol), K2C03 (2.5 g,18 mmol) and Nal (1.0 g). The reaction was stirred at 70-80 C for 24 h, cooled to room temperature, and poured into water (60 mL). The reaction mixture was extracted with ethyl acetate, and the organic layers were combined, washed with brine, dried (Na2504), filtered, and evaporated. The crude residue was chromatographed (silica gel, DCM : MeOH = 20: 1) to afford (3R,5 5)-tert-butyl 4-(2-(((benzyloxy)carbonyl)amino)ethyl)-3 ,5 -dimethylpiperazine- 1-carboxylate as a yellow oil (2.2 g, 60%)., 129779-30-2

As the paragraph descriping shows that 129779-30-2 is playing an increasingly important role.

Reference£º
Patent; PRINCIPIA BIOPHARMA INC.; BRAMELD, Kenneth A.; VERNER, Erik; WO2014/182829; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

192130-34-0, tert-Butyl 4-(2-aminoethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 130; tert-Butyl 4-(2-{2-[6-chloro-3-(4-methoxybenzenesulfonyl)-2-oxo-2,3- dihydrobenzimidazol-1 -yl]-2-phenylacetylamino}ethyl)piperazine-1 -carboxylate; 474 mg (1.00 mmol) of 6-chloro-3-(4-methoxybenzenesulfonyl)-2-oxo-2,3- dihydrobenzimidazol-1-yl]phenylacetic acid (XIIIa), 204 mg (1.50 mmol) of HOBt and 850 mg (1.10 mmol) of solid phase-bound PS-carbodiimide (Argonaut, 1.3 mmol/g) were dissolved in 10 ml of dry dichloromethane in a screw-cap tube and checked mechanically at room temperature for 10 min. 241 mg (1.05 mmol) of 1-Boc-(2- aminoethyl)piperazine were added, and the mixture was then checked mechanically overnight. Three equivalents of solid phase-bound MP-carbonate were then added to the reaction mixture, and checking was continued for 2 h. The solid phase-bound reagents were filtered off and washed with dichloromethane. The filtrate was concentrated in vacuo, and the residue was dried in vacuo. The residue was purified by chromatography on silica gel (mobile phase gradient 0.5-5percent methanol in dichloromethane). Yield: 574 mg (84percent) of colorless oil.1H-NMR (methanol-d4): 1.46 (s, 9H), 2.28-2.52 (m, 6H), 3.32-3.50 (m, 6H), 3.89 (s, 3H), 6.20 (s, 1 H), 6.80 (s, 1 H), 7.07-7.14 (m, 3H), 7.24-7.38 (m, 5H), 7.86 (d, J = 8.6 Hz, 1 H), 8.01 (d, J = 8.8 Hz, 2H). MS (API-ES, pos) m/z = 684, 686 [M+H]+

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£º
Patent; ABBOTT GMBH & CO. KG; WO2008/25736; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics