Heterocyclic Building Blocks-piperazine

122833-04-9, 2-Methoxy-4-(4-methylpiperazin-1-yl)aniline is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of 4-amino-3-methoxy-N-(3-(4-methylpiperazin-1-yl)propyl)benzamide 20b (52.0 mg, 0.170 mmol) and thieno[3,2-d]pyrimidine-7-carboxylic acid 16 (31.0 mg, 0.170 mmol) in acetonitrile (3.50 mL) was added HATU (129 mg, 0.340 mmol) and DIPEA (59.0 muL, 0.340 mmol) and stirred at 80 C. After confirming the starting material consumption by LC-MS, the reaction mixture was concentrated to give a crude residue. The crude residue was purified by column chromatography utilizing NH silica gel (DCM/methanol) to afford 9b (54.0 mg, 68%) as a yellow solid., 122833-04-9

122833-04-9 2-Methoxy-4-(4-methylpiperazin-1-yl)aniline 20136253, apiperazines compound, is more and more widely used in various fields.

Reference：
Article; Muraoka, Terushige; Ide, Mitsuaki; Morikami, Kenji; Irie, Machiko; Nakamura, Mitsuaki; Miura, Takaaki; Kamikawa, Takayuki; Nishihara, Masamichi; Kashiwagi, Hirotaka; Bioorganic and Medicinal Chemistry; vol. 24; 18; (2016); p. 4206 – 4217;,
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.5317-33-9,3-(4-Methylpiperazin-1-yl)propan-1-ol,as a common compound, the synthetic route is as follows.,5317-33-9

A solution of MsCl ( 0.80 g, 7.00 mmol) in DCM (10 mL) was added dropwise to a stirred, ice- cold suspension of 3-(4-methylpiperazin-l-yl)propan-l-ol (1.00 g, 6.32 mmol) in DCM (5 mL). The reaction was stirred at room temperature for 2 h before the solvent was removed under vacuum. The crude product (white solid) was used directly without purification (1.4 g, 94% yield). ‘H NMR (500 MHz, CD3OD SPE) S: 4.38 (t, J= 5.9 Hz, 2H), 3.73 (dd, J= 22.6, 16.8 Hz, 8H), 3.44 – 3.38 (m, 2H), 3.13 (s, 3H), 3.02 (s, 3H), 2.31 – 2.23 (m, 2H).

As the paragraph descriping shows that 5317-33-9 is playing an increasingly important role.

Reference：
Patent; ZHEJIANG VIMGREEN PHARMACEUTICALS, LTD; SUN, Sanxing; ZHAO, Long; HU, Chongbo; CHEN, Zhengshu; YE, Jinqi; (0 pag.)WO2020/2969; (2020); 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.57260-70-5,tert-Butyl 4-benzylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

1,1-Dimethylethyl 4-(phenylmethyl)-1-piperazine carboxylate (20 g, 72 mmol) and tetramethylethylenediamine (18 g, 0.16 mol) were dissolved in tetrahydrofuran (100 mL), and the solution was cooled to -78C. A 1.0 M solution of sec-butyllithium in hexane and cyclohexane (150 mL, 0.15 mol) was added thereto, and the mixture was stirred for 2 hours and the temperature was elevated to -30C. After cooling to -78C again, a solution of benzophenone (28 g, 0.15 mol) in tetrahydrofuran (70 mL) was added dropwise thereto, and the mixture was stirred for 18 hours while elevating the temperature to room temperature. To the reaction solution was added an aqueous saturated ammonium chloride solution, and the resulting mixture was extracted with ethyl acetate. The extract was washed with water and concentrated under reduced pressure. The residue was purified with silica gel column chromatography (hexane: ethyl acetate = 3: 1) to obtain the title compound (18 g, yield 64%) as crystals. 1H NMR (CDCl3) delta 1.58 (1H, m), 1.94 (1H, dt, J=11.7 Hz, 3.6 Hz), 2.55 (1H, dd, J=11.4 Hz, 2.4 Hz), 2.69 (1H, dd, J=11.7 Hz, 3.6 Hz), 3.10 (1H, dt, J=13.0 Hz, 3.6 Hz), 3.32, 3.50 (2H, ABq, J=13.1 Hz), 3.81 (1H, dd, J=13.2 Hz, 2.4 Hz), 4.54 (1H, dd, J=11.0 Hz, 3.6 Hz), 7.18-7.40 (13H, m), 7.50 (2H, d, J=7.2 Hz)., 57260-70-5

57260-70-5 tert-Butyl 4-benzylpiperazine-1-carboxylate 584330, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Takeda Pharmaceutical Company Limited; EP1661898; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

196811-66-2, tert-Butyl 4-carbamothioylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

f) 4-(4-Methyl-5-trifluoromethyl-thiazol-2-yl)-piperazine-l-carboxylic acid tert-butyl ester; A mixture of 4.92 mmol rac-2-benzenesulfonyl-2-methyl-3-trifluoromethyl- oxirane and 5.41 mmol 4-thiocarbamoyl-piperazine-l-carboxylic acid tert-butyl ester (prepared from tert-butyl 1-piperazinecarboxylate, l.l’-thiocarbonyldiimidazole and ammonia according to the procedure of J. Med. Chem. 1998, 41, 5037-5054) in 15 ml N,N-dimethylformamide was heated at 100 0C for 4.5 h. The reaction mixture was then concentrated in vacuo and the residue purified by chromatography (SiO2, ethyl acetate/heptane) to afford the title compound as a yellow crystalline solid (yield 30%). MS (m/e): 352.3 (M+H+, 100%)., 196811-66-2

The synthetic route of 196811-66-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; F. HOFFMANN-LA ROCHE AG; WO2006/72436; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

138775-02-7, (R)-4-((Benzyloxy)carbonyl)-1-(tert-butoxycarbonyl)piperazine-2-carboxylic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(2/?)-4-[(benzyloxy)carbonyl]-1 -[(ferf-butoxy)carbonyl]piperazine-2-carboxylic acid (4.00 g, 1 1.0 mmol), DIPEA (5.1 ml_, 27.4 mmol), HATU (5.01 g, 13.2 mmol) and N,0- dimethylhydroxylamine hydrochloride (1.29 g, 13.2 mmol) in DMA (40 ml.) are stirred at rt over the weekend. The reaction mixture is diluted with EtOAc, and washed with water and brine. The organic layer is dried over MgS04, filtered, and concentrated under reduced pressure. The residue is purified by silica gel column chromatography (EtOAc/heptane) to afford the title compound. (0734) Yield: 4.44 g (99%) ESI-MS: m/z = 408 (M+H)+, 138775-02-7

The synthetic route of 138775-02-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HYDRA BIOSCIENCES, INC.; BRUNETTE, Steven; CUI, Jianwen; LOWE, Michael D.; SARKO, Christopher Ronald; SURPRENANT, Simon; TURNER, Michael Robert; WU, Xinyuan; SMITH KEENAN, Lana Louise; BOUYSSOU, Thierry; (183 pag.)WO2019/158572; (2019); 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.181955-79-3,1,4-Di-Boc-piperazine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

N,N-di-tert.butoxycarbonyl-3-carboxypiperazine (2gm, 6.2mm) was dissolved in 20 ml of N,N-dimethylformamide. 4-Pyrollidinoneaminopropane ( 12.4ml, 12.4mm), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (DEC) (2.38gm, 12.4mm), 1-hydroxybenzotriazole (HOBt) (1.68gm, 12.4mm), and N-methylmorpholine ( 6.82ml, 62mm) were added and the reaction mixture stirred at ambient temperature under a dry nitrogen atmosphere for 18 hours. The reaction mixture was added to brine and the product extracted with 3X159 ml of ethylacetate. The ethylacetate layers were dried over magnesium sulfate and evaporated under vacuo. The crude product was chromatographed on a silica gel column using 5% methanol/methylenechloride as the eluent to obtain the title product which was treated with 30 ml of trifluoroacetic acid for 4 hr at ambient temperature. The trifluoroacetic acid was evaporated to obtain 6 gm of a light brown oil.

181955-79-3, 181955-79-3 1,4-Di-Boc-piperazine-2-carboxylic acid 11255979, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; SCHERING CORPORATION; PHARMACOPEIA, INC.; EP989983; (2004); B1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

13889-98-0, 1-Acetylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of N-methylpiperazine (0.9819mmol) in dry DMF (4mL), triethylamine (0.27mL, 1.9638mmol) and potassium iodide (16.29mg, 0.0981mmol) were added at rt under N2 atmosphere. To the resultant mixture, compound 2 (0.4g, 0.9819mmol) was added and heated at 125C. After the reaction was complete, as indicated by TLC, DMF was evaporated in vacuo. The obtained residue was diluted with 20mL of water. The compound was extracted with CH2Cl2 (3×5mL). The organic layers were collected, washed with saturated brine solution, dried over anhydrous MgSO4 and concentrated in vacuo. The resultant crude was purified by column chromatography [CH2Cl2/MeOH (1-10%)] to get the title compound.

13889-98-0, The synthetic route of 13889-98-0 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Suresh, Narva; Nagesh, Hunsur Nagendra; Chandra Sekhar, Kondapalli Venkata Gowri; Kumar, Anil; Shirazi, Amir N.; Parang, Keykavous; Bioorganic and Medicinal Chemistry Letters; vol. 23; 23; (2013); p. 6292 – 6295;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

262368-30-9, N-(4-Aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of methyl (Z)-3-(chloro(4-(methoxycarbonyl)phenyl)methylene)-2- oxoindoline-5-carboxylate (10 mg, 0.03 mmol), N-(4-aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide (81 mg, 0.04 mmol) and TEA (0.5 muL, 0.04 mmol) in EtOH (0.3 mL) was stirred under refluxed for overnight. The reaction solvent was evaporated under reduced pressure, and the residue was purified by column chromatography with dichloromethane/ethanol (50/1, v/v) to obtain the final compound 92 as a yellow solid (9.4 mg, 59% yield): 1H NMR (400 MHz, CDCl3) _ 11.95 (s, 1H), 8.24 (d, J = 8.5 Hz, 2H), 7.93 (s, 1H), 7.74 (dd, J = 8.2, 1.7 Hz, 1H), 7.57 (d, J = 8.5 Hz, 2H), 6.99 (d, J = 8.4 Hz, 2H), 6.94 (dd, J = 8.2, 0.6 Hz, 1H), 6.79 (d, J = 8.6 Hz, 2H), 6.67 (s, 1H), 3.99 (s, 3H), 3.71 (s, 3H), 3.17 (bs, 2H), 2.78 (bs, 2H), 2.38 (bs, 4H), 2.25 (s, 3H), 1.25 (s, 6H)..

262368-30-9, 262368-30-9 N-(4-Aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide 21927707, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; BOARD OF REGENTS, THE UNIVERSITY OF TEXAS SYSTEM; DALBY, Kevin N.; EDUPUGANTI, Ramakrishna; TALIAFERRO, Juliana; LEE, Juhyeon; (0 pag.)WO2018/160967; (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.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

In a flask, Intermediate 6, Pd/C and hydrazine were mixed and heated for about 4 hours. Reaction mixture was cooled to room temperature and filtered, and then it was redissolved in TFA/DMAc and active charcoal, and then filtered through celite. NaHCO3 was added to neutralize the mixture and the solid was collected by filtration. Compound 12 was purified and dried. It gave about 99% (HPLC, area %) purity. Mass spectra gave [M+1]=525.5. 1H-NMR (300 MHz, DMSO-d6), ppm (delta): 12.36 (1H, s), 8.27 (2H, d), 7.95 (2H, d), 7.85 (2H, t), 7.42 (2H, d), 7.25 (1H, s), 2.96 (4H, m), 2.74 (4H, m), 2.27 (2H, m), 1.57-1.80 (6H, m), 1.06-1.23 (5H, m).

As the paragraph descriping shows that 892242-64-7 is playing an increasingly important role.

Reference：
Patent; VM Oncology LLC; Wu, Jay Jie-Qiang; US2015/218132; (2015); 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.129799-08-2,1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate,as a common compound, the synthetic route is as follows.

Reference Example 19 A mixture of methyl 4-(tert-butoxycarbonyl)piperazine-2-carboxylate (3.5 g) obtained in Reference Example 16, 3,4,5-trimethoxybenzyl chloride (4.6 g), potassium carbonate (6.0 g) and acetonitrile (80 ml) is refluxed by heating for 10 hours while stirring. The reaction mixture is concentrated under reduced pressure. The concentrate is added to water and extracted with ethyl acetate. The organic layer is washed with water and dried, then the solvent is distilled off under reduced pressure. The residue is purified by means of a silica gel column chromatography (hexane:ethyl acetate = 3:2) to afford methyl 4-tert-butoxycarbonyl-1-(3,4,5-trimethoxybenzyl)piperazine-2-carboxylate as a colorless oily product (5.2 g)., 129799-08-2

As the paragraph descriping shows that 129799-08-2 is playing an increasingly important role.

Reference：
Patent; Takeda Chemical Industries, Ltd.; EP368670; (1990); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics