Heterocyclic Building Blocks-piperazine

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: A solution of 1mmol amine/thiol and 1.2mmol alpha,beta-unsaturated nitriles or carbonyl compounds was added to bucky gel (0.1mmol) and the mixture was stirred at 25C for 1min. Likewise, the completion of the reaction was monitored using TLC. The product formed in the one-phase system, was further extracted with ether. In the same way as in the above preparation, the resulting organic phase extract was washed with a saturated solution of NaHCO3, water, and dried over Na2SO4. After removal of the solvent, the residue was further purified by recrystallization or silica gel chromatography. The reaction products were then analyzed using 1H and 13C NMR spectroscopy.

67455-41-8 4-(Piperazin-1-yl)aniline 422925, apiperazines compound, is more and more widely used in various fields.

Reference：
Article; Attri, Pankaj; Bhatia, Rohit; Arora, Bharti; Kumar, Naresh; Park, Ji Hoon; Baik, Ku Youn; Lee, Geon Joon; Kim, In Tae; Koo, Je Huan; Choi, Eun Ha; Materials Research Bulletin; vol. 58; (2014); p. 6 – 9;,
Piperazine – Wikipedia
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674792-05-3, (S)-1-Boc-2-Isopropylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,674792-05-3

The carboxylic acid was used directly in the next step without further purification. To a solution of the acid (340 mg, 1.5 mmol) in CH2Cl2 (15 mL), was added NEt3 (0.422 mL, 3 mmol), (2S)-N-Boc-2-Isopropyl-piperazine (350 mg, 1.5 mmol) and PyBroP (707 mg, 1.5 mmol). After stirring 18 h under nitrogen, the reaction mixture was diluted with CH2Cl2 (50 mL) and washed with a solution of HCl (0.1 M, 10 mL) and saturated NaHCO3 (10 mL). The organic layer was then dried with Na2SO4, filtered and concentrated under reduced pressure. The crude residue was purified by column chromatography (Hexane/AcOEt 1/0 to 6/4) and the desired piperazine adduct 13c was obtained as a pale yellow foam (452 mg, 1.04 mmol, 69%); HRMS: (ESI-TOF) C22H34N4O5H+ expected: 435.2602. found: 435.2598.

The synthetic route of 674792-05-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; The Scripps Research Institute; US2009/197895; (2009); 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.192130-34-0,tert-Butyl 4-(2-aminoethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of 1-bromononane (1.81 g, 8.72 mmol) in MeCN (44 mL) was added 4-(2-aminoethyl)-l -boc-piperazine (2.0 g, 8.72 mmol), K2CO3 (2.4 g, 17.4 mmol), and KI (145 mg, 0.872 mmol). The reaction was allowed to stir at 65 °C for 16 hours. The reaction mixture was cooled to room temperature, filtered, and the solids were washed with hexanes. The filtrate was extracted with hexanes, and the combined extracts were concentrated in vacuo. Purification by ISCO silica flash chromatography (0-20percent MeOH/DCM) provided fert-butyl 4- (2-(nonylamino)ethyl)piperazine-l -carboxylate (775 mg, 25percent).UPLC/ELSD: RT = 0.47 min. MS (ES): m/z (MH+) 356.41 for C20H41N3O21H NMR (300 MHz, CDCl3) delta: ppm 3.44 (br. m, 4H); 2.74 (t, 2H); 2.63 (t, 2H); 2.53 (t, 2H); 2.41 (br. m, 4H); 1.48 (br. m, 9H); 1.30 (br. m, 14H); 0.90 (t, 3H).

192130-34-0, The synthetic route of 192130-34-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; MODERNATX, INC.; BENENATO, Kerry E.; BUTCHER, William; (512 pag.)WO2018/232120; (2018); A1;,
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59878-57-8, 1-(Cyclopropylcarbonyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 3: 8-Fluoro-1,3,4,5-tetrahydro-2- (4-carboxyphenyl) -6H- pyrrolo [4,3,2-EF] [2] benzazepin-6 (100 mg, 0.31 mmol), benzotriazole-N, N, N ‘, N’- tetramethyluronium hexafluorophosphate (HBTU, 129 mg, 0.34 mmol), 1-(cyclopropanecarbonyl)piperazine (52 mg, 0.34 mmol), N, N-diisopropylethylamine (DIPEA, 80 mg, 0.62 mmol) and DMF (3 mL) were added to the reaction flask and stirred at room temperature for 2 h. H20 (5 mL) was added dropwise and the mixture was stirred to precipitate a solid which was filtered to give a gray solid which was recrystallized from methanol (10 mL) to give 8-fluoro-1,3,4,5-tetrahydro-2-(4-(4-(cyclopropanoyl)piperazine-1-carbonyl)phenyl)-6H-pyrrolo[4,3,2-EF][2]benzazepin-6-one (I-1) as a white solid (70 mg, yield 49.3%)., 59878-57-8

The synthetic route of 59878-57-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Shanghai Xunhe Pharmaceutical Technology Co., Ltd.; Zheng Yongyong; Jin Hua; Zhou Feng; Huang Meihua; Meng Xin; (23 pag.)CN107286166; (2017); A;,
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630125-91-6,630125-91-6, 4-((4-Ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 4-Bromophenoxyacetic acid (1.20 g, 4.66 mmol) in anhydrous dichioromethane (10 mL) was added oxalyl chloride (0.59 g, 4.66 mmol)followed by a few drops of N,N-dimethylformamide at 0 C. After stirring at room temperature for one hour, a solution of 4-[(4-ethylpiperazin-1-yl)methyl]-3- (trifluoromethyl)aniline (2.50 g, 8.69 mmol) and triethylamine (2.63 g, 26.0 mmol) in anhydrous dichloromethane (10 mL) was added dropwise at 0 C and warmed to room temperature. After 16 h, the reaction mixture was partitioned between water (200 mL)and dichloromethane (100 mL). The aqueous layer was further extracted with dichloromethane (100 mL). The combined organic extracts were washed with brine (400 mL), dried (Na2SO4), the solvent evaporated and the residue purified by flash chromatography (Redisep silica gel, 97:3 CH2C12/MeOH) to afford 2-(4-bromophenoxy)- N- {4-[(4-ethylpiperazin- 1 -yl)methyl] -3 -(trifluoromethyl)phenyl } -acetamide (2.60 g). 1HNMR (400 MHz, DMSO-d6): 10.37 (s, 1H), 8.06 (s, 1H), 7.85-7.83 (dd, J= 8.4, 1.7Hz, 1H), 7.69-7.66 (a, J 8.5 Hz, 1H), 7.49-7.47 (d, J 9.2 Hz, 2H), 6.99-6.97 (d, J8.8 Hz, 2H), 5.75.(s, 2H), 4.72 (s, 2H), 3.53 (s, 2H), 2.37-2.27 (m, 1OH), 0.99-0.95 (t, J= 7.2 Hz, 3H); ESI MS, m/z 499 [M-H].

As the paragraph descriping shows that 630125-91-6 is playing an increasingly important role.

Reference：
Patent; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH (A*STAR); CHERIAN, Joseph; DURAISWAMY, Athisayamani Jeyaraj; NACRO, Kassoum; WO2014/88519; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

694499-26-8,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.694499-26-8,4-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline,as a common compound, the synthetic route is as follows.

Step 12.2: 3-Bromo-4-methyl-N-[4-(4-methyl-piperazin-1-ylmethyl)-3-trifluoromethyl-phenyl]-benzamide To a solution of 6.1 g (0.025 mol) 3-bromo-4-methylbenzoic acid chloride in 50 mL of acetonitrile are added at 10 C. 7 mL (0.05 mol) triethylamine followed by dropwise addition of a solution of 4-(4-methyl-piperazin-1-ylmethyl)-3-trifluoromethyl-phenylamine in 50 mL of acetonitrile (exothermic reaction). The brown suspension is stirred for 5 h at rt and is then allowed to stand over night. Ethyl acetate is added and the solution washed with saturated sodium bicarbonate solution and brine, dried with sodium sulphate and evaporated. Flash-chromatography on silica gel using dichloromethane/ethanol 93:7 containing 1% conc. ammonia gives pure title product: Rf (dichloromethane/ethanol 93:7 with 1% conc. ammonia)=0.4; HPLC tR=3.14 min; MS-ES+: (M+H)+=470, 472.

As the paragraph descriping shows that 694499-26-8 is playing an increasingly important role.

Reference：
Patent; Caravatti, Giorgio; Furet, Pascal; Imbach, Patricia; Martiny-Baron, Georg; Perez, Lawrence Blas; Sheng, Tao; US2006/35897; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

70261-82-4, 4-(4-Methylpiperazin-1-ylmethyl)phenylamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

70261-82-4, A solution [CONTAINING-50%] of propylphosphonic anhydride in N, N-dimethylformamide (Fluka, Buchs, Switzerland; 875 [UL, ~1.] 5 [MMOL)] is added within 20 minutes to a stirred mixture of 4- [METHYL-3- [ [4- (3-PYRIDINYL)-2-PYRIMIDINYL] AMINO]-BENZOIC] acid (306 mg, 1.0 [MMOL),] [4- [ (4-METHYL-] 1-piperazinyl) methyl] benzeneamine (Chem. Abstr. Reg. Number: 70261-82-4; 205 mg, 1.0 [MMOL)] and triethylamine (830 [ZL,] 6.0 [MMOL)] in 8 mL [N, N-DIMETHYLFORMAMIDE.] After stirring for 24 hours at room temperature, the mixture is treated with a saturated aqueous ammonium chloride and extracted three times with ethyl acetate. The solvent is evaporated off under reduced pressure and the residue dried in vacuo. The crude product is crystallised from ethanol-ethyl acetate to give the title compound as a crystalline solid, m. p. [153-155C.]

As the paragraph descriping shows that 70261-82-4 is playing an increasingly important role.

Reference：
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2004/5281; (2004); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

53788-49-1, tert-Butyl 4-methylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

53788-49-1, Deprotection: A solution of 1:1 TFA, DCM with 0.5% water was prepared. This solution was added to the material isolated from the reduction, above (10 mL/g starting material). The reaction was stirred for 30 minutes then the solvent was removed with a rotoevaporator. Solvent evaporation was terminated when no more solvent was observed to be collecting on the condenser. TFA was added to the product residue (2 mL/g starting material) to form a free flowing solution. The TFA solution was transferred to a centrifuge tube and diethyl ether was added to precipitate the product salt. The solution was mixed using a vortex. The solution was then centrifuged and the supernatant decanted to collect the precipitate. The filtrate was then washed 1 time with ether by resuspending the product, vortexing, and re-centrifugation. Product was dried under low vacuum to remove residual ether.

The synthetic route of 53788-49-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Applera Corporation.; US2005/148773; (2005); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

883554-88-9, 4-Carbamoyl-piperazine-1-carboxylic acid tert-butyl ester is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

883554-88-9, The compound 4-carbamoyl-piperazine-1-carboxylate (0.16g, 0.7mmol) was dissolved in dichloromethane(2mL) was added HCl The ethyl acetate solution (4M, 2mL), stirred at rt for 30min, the solvent was removed togive 0.16g of white solid: piperazin-1-carboxamide hydrochloride Salt, yield: 100%.

As the paragraph descriping shows that 883554-88-9 is playing an increasingly important role.

Reference：
Patent; Guangdong East Sunshine Pharmaceutical Co., Ltd; Zhang, Ying jun; Liu, Bing; Yu, Tian Zhu; Zhang, Xiang Yu; (348 pag.)CN105399698; (2016); A;,
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.3022-15-9,Piperazine-2-carboxylic acid dihydrochloride,as a common compound, the synthetic route is as follows.

EXAMPLE IX; Synthesis of Piperazine derivatives; Chemical Formula: C16H2iN3Oe Chemical Formula: C12H15N304 Molecular Weight: 130.15 Molecular Weight: 351.35 Molecular Weight: 265.27a: Boc-ON, NaOH, Dioxaneb: 2-flouronitrobenzene, K2C03, DMSOc: SOCI2, methanol, reflux, 2hrsd: Fmoc-NCS, CH2CI2/DMF; 20% piperidine in methanole: appropriate bromoacetophenonef: 1 N NaOH, Dioxane, reflux, 0.5hrs4-(feri-butoxycarbonyl)piperazine-2-carboxylic acid; [191] 4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid : To a solution of 2-piperazine- carboxylic acid dihydrochloride (1.0 g, 4.92 mmol) in 20 mL of water/dioxane 1 : 1, NaOH 6N was added to adjust the pH to 11. A solution of BOC-ON (1.34 g, 5.41 mmol) in dioxane (5 mL) was then added dropwise, while maintaining the pH=l 1 during the addition and the resulting solution was stirred overnight at room temperature. Another 0.134 g of BOC-ON were added and the reaction mixture was stirred for 2h. The solvent was evaporated under reduced pressure and the residue was diluted with diethyl ether/water (60 mL). The phases were separated and the pH of the aqueous layer was adjusted to 7 by slow addition of HC1 IN. Evaporation of water under reduced pressure afforded the title compound as a white solid which was dried in a vacuum oven at 50 C and used without further purification for the next step., 3022-15-9

3022-15-9 Piperazine-2-carboxylic acid dihydrochloride 2723757, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; CHOREV, Michael; AKTAS, Bertal Huseyin; HALPERIN, Jose A.; WAGNER, Gerhard; WO2012/6068; (2012); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics