Tag: M.W:200-300

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

2,4-Dichloro-5-(trifluoromethyl)pyrimidine (2.39 g, 11.0 mmol) was stirred in a 1 :1 t- BuOH:1 ,2-dichloroethane mixture (80 mL) at 0 C and a 1.0 M ZnCI2 solution in diethyl ether (12.6 mL, 12.6 mmol) was added cautiously over 20 minutes and the reaction was left stirring at 0 C for 30 minutes. A solution of tert-butyl 4- (4- aminophenyl)piperazine-1-carboxylate (12) (2.92 g, 10.5 mmol) in 1 : 1 f-BuOH:1 ,2- dichloroethane (40 mL) was added drop-wise over 15 minutes at 0 C followed by a solution of triethyiamine (1.76 mL, 12.6 mmol) in 1 : 1 ?-BuOH: 1 ,2-dichloroethane (40 mL) and the reaction was allowed to warm to room temperature and was stirred for 18 hours. The organic solvents were evaporated in vacuo and the crude yellow oily solid was suspended in water (400 mL), the suspension was sonicated for 30 minutes and the product was collected by filtration, the solid was washed with water (10 x 20 mL) and dried under a high vacuum to give the title compound (13) (4.75 g, 98% yield) as a beige solid; 1H NMR (400 MHz, cfe-DMSO) delta 10.45 (s, 1 H), 8.72 (s, 1 H), 7.50 (d, J = 8.5 Hz, 2H), 6.96 (d, J = 9.0 Hz, 2H), 3.50 – 3.42 (m, 4H), 3.09 – 3.02 (m, 4H), 1.42 (s, 9H). LCMS Method C: rt 6.56 min; m/z 456.2, 458.1 [M-H]’., 170911-92-9

170911-92-9 tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate 11011301, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; CANCER THERAPEUTICS CRC PTY LTD; DEVLIN, Mark Graeme; STREET, Ian Philip; TONG, Warwick Bonner; WO2014/27199; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

208167-83-3, tert-Butyl 4-(2-chloroethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0384] To a solution of l-Boc-4-(2-chloroethyl)piperazine (6.85 g, 27.62 mmol) in methanol (50 ml) was added thiourea (4.12 g, 55.24 mmol). The mixture was heated to reflux for 2 hours. A solution of sodium hydroxide (1.66 g, 41.43 mmol) in water (10 ml) was added, and the mixture was continued to reflux for another hour. Then most solvent was evaporated under reduced pressure. The residue was mixed with ethyl acetate (50 ml) and brine (30 ml) and separated. The ethyl acetate was dried over magnesium sulfate and evaporated under reduced pressure. The residue was dissolved in methanol (20 ml). 4 M hydrochloric acid in dioxane (10 ml) was added. The mixture was stirred at room temperature overnight and most of solvent was evaporated under reduced pressure. The residue was used for the addition reaction without further purification.

208167-83-3, The synthetic route of 208167-83-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; SU, Zhuang; LONG, Zhengyu; YANG, Suizhou; WO2014/145686; (2014); A2;,
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.304897-49-2,tert-Butyl 4-(4-aminobenzyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Step 1. Preparation of tert-Butyl 4-(4-(4-bromobenzamido)benzyl)piperazine-1-carboxylate (3) 4-Bromobenzoic acid (1, 685.0 mg, 3.4 mmol) and HATU (1298.1 mg, 3.4 mmol) are partially dissolved in DMF (10 mL) at rt. DIEA (560 muL, 3.4 mmol) is added to this mixture to give a pale yellow solution. After stirring at rt for 30 min, tert-butyl 4-(4-aminobenzyl)piperazine-1-carboxylate (2, 992.9 mg, 3.4 mmol) is added and the resulting reaction mixture is heated at 60 C. for 20 h, allowed to cool to rt, and poured into water (100 mL). This mixture is extracted with Et2O (3*150 mL). The combined organic extracts are evaporated to dryness to give a white solid, which is washed with water (50 mL) and dried in vacuo. This material is used in the next synthetic step without further purification. HPLC: tR 1.67 min (method 1). LC-MS m/z calcd for C23H2879BrN3O3 ([M]+), 473. found, 474 ([M+H]+). 1H NMR (CD3OD): delta 1.46 (s, 9H), 2.96 (m, 4H), 3.59 (m, 4H), 4.05 (br s, 2H), 7.46 (m, 2H), 7.69 (m, 2H), 7.78 (m, 2H), 7.85 (m, 2H).

304897-49-2, The synthetic route of 304897-49-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ACHILLION PHARMACEUTICALS, INC.; Wiles, Jason Allan; Gadhachanda, Venkat; Chen, Dawei; Wang, Qiuping; Hashimoto, Akihiro; Pais, Godwin; Wang, Xiangzhu; Deshpande, Milind; Phadke, Avinash; US9125904; (2015); B1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

859518-35-7, tert-Butyl 3-cyanopiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,859518-35-7

To a solution of ten-butyl 3-cyanopiperazine-1-carboxylate (21.1 g, 0.1mol) and aqueous formaldehyde (24 g. 37% in water) in THF was added sodiumcyanoborohydride (315 g, 0.5 rnol) in small portions. The reaction mixture was agedat ambient temperature overnight then diluted with water and extracted with ethylacetate. The organic phase was washed with saturated aqueous sodium chloride,dried over anhydrous sodium sulfate. filtered, and concentrated under vacuum. Thecrude product was purified by column chromatography to provide the title compound.1H NMR (400MHz, MeOD) o 4.23-4.18 (m, 1H), 4.01-3.97 (br, 1H), 3.92-3.90 (br,1 H), 2.92-2.89 (br, 1 H). 2.88-2.87 (br, 1 H), 2.65-2.62 (m, 1 H), 2.378 (s, 3H), 2.36-2.33 (m, 1H), 1.47 (s, 9H).

859518-35-7 tert-Butyl 3-cyanopiperazine-1-carboxylate 53487922, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; ORTHO-CLINICAL DIAGNOSTICS, INC; JANSSEN PHARMACEUTICA NV; HRYHORENKO, Eric; SANKARAN, Banumathi; DECORY, Thomas, R.; TUBBS, Theresa; COLT, Linda; REMMERIE, Bart, M.; SALTER, Rhys; DONAHUE, Matthew, Garrett; GONG, Yong; WO2014/31656; (2014); 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.1284243-44-2,tert-Butyl 4-(4-fluorophenyl)-3-oxopiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Hydrogen chloride (4 N in 1 ,4-dioxane) (4 mL, 32 mmol) was added and the mixture was stirred at room temperature for several hours. The solvent was evaporated to give the title compound (0.135 g, quantitative) as a white solid. 1H NMR (400 MHz, DMSO-Qf6) delta ppm 9.79 (br. s., 1 H) 7.34 – 7.41 (m, 2 H) 7.25 – 7.34 (m, 2 H) 3.82 – 3.92 (m, 4 H) 3.53 (d, 2 H)., 1284243-44-2

As the paragraph descriping shows that 1284243-44-2 is playing an increasingly important role.

Reference：
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

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

Finely ground potassium iodide (7.5 g, 45.26 mmol) was added to a mixture of (2R,5R)-5- hydroxymethyl-2-methyl-piperazine- 1 -carboxylic acid teit-butyl ester (5.7 g, 24.89 mmol), 2- chloro- 1 -[6-(4-fluorobenzyl)-3, 3-dimethyl-2, 3-dihydro-pyrrolo[3,2-b]pyridin- 1 -yl]-ethanone hydrochloride (8.35 g, 22.63 mmol) potassium carbonate (12.5 g, 90.51 mmol) andacetonitrile (100 mL) under nitrogen. The mixture was stirred at 20 C overnight. The mixture was partitioned between water (300 mL) and EtOAc (300 mL) and the organic phase was dried and evaporated in vacuo to give the title compound (12.14 g). MS: [M+H] = 527., 1403898-64-5

The synthetic route of 1403898-64-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ASTEX THERAPEUTICS LIMITED; CHESSARI, Gianni; JOHNSON, Christopher Norbert; PAGE, Lee William; MILLEMAGGI, Alessia; HOWARD, Steven; SAXTY, Gordon; HEIGHTMAN, Thomas Daniel; WO2014/60768; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

216144-45-5, 4-(4-Methylpiperazin-1-yl)benzylamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 4-(2,4-dichloro-phenyl)-1H-pyrazole-3-carboxylic acid (70 mg; 0.27 mmol), 4-(4-methyl-piperazin- 1-yl)-benzylamine (62 mg; 0.3 mmol), EDAC (63 mg; 0.33 mmol) and HOBt (45 mg; 0.33 mmol) in 5 ml of DMF was stirred at room temperature for 48 hours. The reaction was evaporated and the residue partitioned between ethyl acetate and brine. The ethyl acetate layer was separated, dried (MgSO4), filtered, evaporated then dried further under vacuum to give 34 mg of 4-(2,4-dichloro-phenyl)-1H-pyrazole-3-carboxylic acid 4-(4- methyl-piperazin-1-yl)-benzylamide. (LC/MS: Rt 2.42 [M+H]+444)., 216144-45-5

As the paragraph descriping shows that 216144-45-5 is playing an increasingly important role.

Reference：
Patent; ASTEX THERAPEUTICS LIMITED; WO2006/77425; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

314741-40-7, (S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2,6-Difluoro-3-(oxiran-2-yl)benzonitrile (1.50 g, 8.28 mmol) and (5)-4-N-BOC-2-hydroxymethylpiperazine (2.40 g, 11.1 mmol) were suspended in ethanol (15 mL) then heated in a microwave apparatus for 30 min at 150 C. The reaction mixture was cooled and evaporated dryness. The residue was purified by chromatography through a 120g Redi-sep column eluting with 5%>MeOH/95%> EtOAc to yield the title compound LC-MS: M+l= 398., 314741-40-7

314741-40-7 (S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate 24820294, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; MERCK SHARP & DOHME CORP.; PIO, Barbara; PASTERNAK, Alexander; SHAHRIPOUR, Aurash; TANG, Haifeng; WALSH, Shawn; WO2013/90271; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5747-48-8,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.

In 5 mL of acetonitrile was dissolved 500 mg (1.693 mmol) of 11-piperazin-l- yldibenzo[b,f][l,4]thiazepine. In 5 mL of acetonitrile was dissolved 197 mg fumaric acid (1.693 mmol) with heating. The solutions were combined resulting in precipitation. The solid redissolved upon heating and then crystallized more slowly upon cooling, generating a free- flowing solid. The mixture did not change overnight. The solids were collected, washed with acetonitrile (5 mL), and dried under vacuum at 400C resulting in 574 mg (82.3%) of crystalline solid, mp 159-163 0C (dec). 1H NMR (DMSOd6) was consistent with the title salt.Polarized light microscopy revealed the rod-shaped crystalline particles. DSC revealed one endotherm at 153.3 0C which appeared to be a melt event preceding eventual decomposition at higher temperatures (Figure 3). TGA revealed 1.4% weight loss in the water/solvent temperature region (Figure 3). DVS indicated that the salt was hygroscopic with isotherms characteristic of hydrate formation (Figure 4). The sorption isotherms of each cycle were different, indicating possible form change. The plateau of the first cycle (diamond) between 50 and 80% RH was about equal to 1 mole equivalent of water. The plateau in the same region of the second cycle (triangle) was equal to about 2.5 mole equivalents gained from the starting point of the second cycle at 0% RH. The observation that the second cycle started at a lower mass than the first cycle was probably due to incomplete drying of the sample prior to the cycling.

The synthetic route of 5747-48-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ASTRAZENECA AB; WO2007/62336; (2007); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

314741-40-7, (S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

60% Sodium hydride (60 mg, 1.49 mmol) was added to a suspension of te/t-butyl (S)-3- (hydroxymethyl)piperazine-l-carboxylate (161 mg, 0.75 mmol) and 7-bromo-6-chloro-5-fluoro-2- morpholinoquinazolin-4(3/-/)-one (208 mg, 0.57 mmol) in THF (10 ml) at 0C under nitrogen and stirred for 5 minutes. The reaction mixture was allowed to warm to room temperature then stirred at 65C for 1 hour, allowed to cool, then quenched at 0C with acetic acid (0.1 ml). The reaction mixture was diluted with ethyl acetate (50 ml), washed with aqueous 2M potassium carbonate solution (10 ml) then dried (MgS04) and the solvent evaporated. The residue was purified by flash silica chromatography, elution gradient 0 to 10% 2N methanolic ammonia in DCM. Pure fractions were evaporated to dryness to afford te/t-butyl (S)-3-(((7-bromo-6-chloro-2-morpholino-4-oxo-3,4-dihydroquinazolin-5- yl)oxy)methyl)piperazine-l-carboxylate (215 mg, 67%) as a white foam, m/z: ES+ [M+H]+ 558 / 560., 314741-40-7

The synthetic route of 314741-40-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ASTRAZENECA AB; KETTLE, Jason, Grant; BAGAL, Sharanjeet, Kaur; BOYD, Scott; EATHERTON, Andrew, John; FILLERY, Shaun, Michael; ROBB, Graeme, Richard; RAUBO, Piotr, Antoni; (144 pag.)WO2018/206539; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics