Tag: M.W:200-300

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, 10 mmol (3.38 g) methyl-(3Z)-1-acetyl-3-[hydroxy(pyridin-4-yl)methylene]-2-oxoindoline-5-carboxylate inter-mediate was suspended in 40 ml dry dioxane and 20 mmol (3.22 g, 4.18 ml) HMDS (hexamethyldisilazane), 20 mmol(2.17 g, 2.54 ml) trimethylsilyl chloride and 4-[(4-methylpiperazin-1-yl)methyl]aniline were added to the reaction mixtureunder inert atmosphere and refluxed overnight. The reaction mixture was poured into 30 ml 10 % Na2CO3 and extractedwith 3×60 ml ethyl-acetate. The organic layer was separated and dried over MgSO4. The dessicant was filtered off andthe solvent was removed under reduced pressure to give methyl-(3Z)-3-[({4-[(4-methylpiperazin-1-yl)methyl]phenyl}ami-no)(pyridin-4-yl)methylene]-2-oxoindoline-5-carboxylate as dark brown oil. This product was used in the next step withoutpurification.C28H29N5O3 calc. 483.58MS (ESI) [M+H]+: 484 MS (ESI) [M+H]-: 482

70261-82-4 4-(4-Methylpiperazin-1-ylmethyl)phenylamine 3153996, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Max-Planck-Gesellschaft zur Foerderung der Wissenschaften e.V.; Vichem Chemie Ltd.; Keri, Gyoergy; Oerfi, Laszlo; Horvath, Zoltan; Szokol, Balint; Dobos, Judit; Nemes, Zoltan; Szantay Kis, Csaba; Eroes, Danilel; Breza, Nora; Baska, Ferenc; Karlas, Alexander; Goedert, Sigrid; Meyer, Thomas F.; (133 pag.)EP3056202; (2016); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

120737-59-9, tert-Butyl 3-methylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3-METHYLPIPERAZINE-1-CARBOXYLIC acid test-butyl ester (160 mg; 0.80 MMOL ; 2 eq.) (prepared as reported in J. Med. Chem. 1993,36, 690-698), cesium carbonate (195 mg; 0.6 MMOL ; 1.5 eq. ), palladium acetate (9 mg; 0.04 MMOL ; 0.10 eq. ) and 2,2′- bis (diphenylphosphino)-1, 1′-binaphthyl (38 mg; 0.06 MMOL ; 0.15 eq. ) were added to a solution of 2-METHYLQUINOLIN-5-YL-TRIFLUOROMETHANESULFONATE (D1) (117 mg, 0.4 MMOL ; 1 eq) in dry toluene (2.5 mL) under nitrogen. The reaction mixture was stirred at reflux under nitrogen for 10 h. The reaction was cooled and filtered through a pad of celite which was then washed with DCM (50 mL). The filtrates was concentrated in vacuo and the crude product was purified by SPE cartridge (Si, 2g), eluting with 5percent ethylacetate in cyclohexane to afford 3-methyl-4-(2-methylquinolin-5-yl)piperazin-1- carboxylic acid tert-butyl ester as a yellow oil (84 mg; yield 62percent). MS; (ES) m/z: 341.45 [MH] +. C2OH27N302 requires 342. 4.APOS;H-NMR (300 MHz, CDCI3) 8 : 8.5 (d, 1H), 7.77 (d, 1 H), 7.61 (t, 1 H), 7.29 (d, 1 H), 7.12 (d, 1 H), 3.8-3. 6, m/m, 2H), 3. 4- 3. 3 (m, 1 H), 3. 2- 3. 1 (m, 1 H), 3.1-2. 9 (m, 2H), 2.74 (s, 3 H), 1.45 (s, 9H), 1.36 (d, 3H). This compound (84 mg) was dissolved in a mixture 3: 1 of trifluoroacetic acid: DCM (4 mL) and stirred at r. T. for 6h. The solvent was evaporated in vacuo and the residue purified on SCX cartridge (1G) to afford the title compound (D14) (44 mg; yield 76percent) MS; (ES) m/z: 241.45 [MH] +. C15H19N3 requires 242.4. 1H-NMR (300 MHz, CDCI3) 8 : 8.5 (d, 1H), 7.77 (d, 1 H), 7.61 (t, 1 H), 7.29 (d, 1 H), 7.12 (d, 1 H), 3.3 (m, 4H), 3.15 (m, 4 H), 2.74 (s, 3 H), 1.9 (m, 2H)., 120737-59-9

The synthetic route of 120737-59-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GLAXO GROUP LIMITED; WO2004/46124; (2004); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

129779-30-2, (3R,5S)-rel-tert-Butyl 3,5-dimethylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2-(lH-Indazol-4-ylV6-rf3R.5S)-4-(2-methoxy-ethylV3,5-dimethyl-piperazin-l- ylmethyl]-4-mophiholin-4-yl-thienof3,2-d]pyrimidine (98).Prepared via 2-Chloro-6-[(3R,5S)-4-(2-methoxy-ethyl)-3,5-dimethyl- piperazin- 1 -ylmethyl]-4-mophiholin-4-yl-thieno[3,2-d]pyrimidine, prepared from (2R,6S)- 1 -(2-methoxy-ethyl)-2,6-dimethyl-piperazine.Amine preparation: to a solution of 2,6-dimethylpiperazine (predominantly cis) (250mg), te?t-butanol (2.5mL), sodium hydroxide (88mg) and water (0.5mL) was added a solution of di-tert-butyl-dicarbonate (478mg) in tert-butanol (0.5mL). After stirring overnight, the reaction mixture was diluted with ethyl acetate, washed with brine, dried (MgSO4) and the solvent was removed in vacuo to yield (3R,5S)- 3,5-dimethyl-piperazine-l-carboxylic acid tert-butyl ester (400mg).A mixture of (3R,5S)-3,5-dimethyl-piperazine-l-carboxylic acid tert-butyl ester (1.5g), 2-bromoethyl methyl ether (1.32mL) and potassium carbonate (1.06g) was heated to 1200C in DMF (15mL) for 2 days. The reaction mixture was cooled, diluted with ethyl acetate, washed with brine, dried (MgSO4) and the solvent was removed in vacuo to liberate (3R,5S)-4-(2-methoxy-ethyl)-3,5-dimethyl-piperazine- 1-carboxylic acid tert-butyl ester (1.4g) after column chromatography.Removal of the BOC group with HCl yielded the desired compound, which was isolated as the hydrochloride salt. EPO -Sl-1H NMR (400MHz, CDCl3): 1.01 (6H, d), 1.9 (2H, m), 2.61 (4H, m), 2.82 (2H, t), 3.27 (3H, s), 3.37 (2H, t), 3.71 (2H, s), 3.85 (4H,m), 4.02 (4H,m), 7.3 (IH, s), 7.43 (IH, t), 7.51 (IH, d), 8.21 (IH, d), 8.95 (lH,s), 10.10 (IH, m); MS (ESf) 522.35 (MH+).

129779-30-2, The synthetic route of 129779-30-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; PIRAMED LIMITED; WO2006/46031; (2006); 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.3022-15-9,Piperazine-2-carboxylic acid dihydrochloride,as a common compound, the synthetic route is as follows.

Intermediate 1 : 1 ,4-Bis{[(1 ,1 -Dimethylethyl)oxy]carbonyl}-2- piperazinecarboxylic acidTo a solution of 2-piperazinecarboxylic acid (10 g) dihydrochloride in methanol (500 mL) at 0 C was added triethylamine (28.8 mL) dropwise via a dropping funnel. After addition, the solution was stirred for 30 minutes and then cooled to 0 C before addition of di-tert-butyl dicarbonate (27.4 mL). The reaction was stirred for 18 h at room temperature. The reaction mixture was concentrated under vacuum and then partitioned between ethyl acetate (500 ml) and water (500 mL). The organic phase was washed with further water (500 mL) and then brine (300 mL) before it was dried (Na2S04), filtered and the solvent removed under vacuum to give an oil of 3g, which was discarded. The aqueous layer was acidified to pH 2 with 5M HCI and then extracted with ethyl acetate (2 x 700 mL). The organic phase was dried (Na2S04), filtered and the solvent removed under vacuum to give the title compound as a white solid (14.58 g).LCMS (low pH) RT 0.98 min : m/z (ES) 331 [M+H]+

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; CONVERGENCE PHARMACEUTICALS LIMITED; NORTON, David; ANDREOTTI, Daniele; WARD, Simon E; PROFETA, Roberto; SPADA, Simone; PRICE, Helen Susanne; WO2012/98400; (2012); 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.697305-48-9,1-(4-Fluorophenyl)piperazin-2-one hydrochloride,as a common compound, the synthetic route is as follows.

A mixture of 3-chloro-6-(1 H-pyrazol-4-yl)-8-(trifluoromethyl)imidazo[1 ,2- a]pyridine-2-carboxylic acid (0.097 g, 0.295 mmol), 1-(4-fluorophenyl)-2-piperazinone hydrochloride (0.068 g, 0.295 mmol), DIPEA (0.154 mL, 0.884 mmol) and HATU (0.135 g, 0.354 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 (0.045 g, 29%) as a white solid. 1H NMR (400 MHz, DMSO-c 6) delta ppm 13.19 (br. s., 1 H) 8.87 (s, 1 H) 8.59 (m, 1 H) 8.24 (m, 2 H) 7.33 – 7.61 (m, 2 H) 7.26 (t, 2 H) 4.69 (s, 1 H) 4.42 (m, 1 H) 4.13 – 4.29 (m, 1 H) 3.99 – 4.13 (m, 1 H) 3.81 (m, 2 H). ES-LCMS m/z: 507 (M+1 )., 697305-48-9

The synthetic route of 697305-48-9 has been constantly updated, and we look forward to future research findings.

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

1188265-73-7, tert-Butyl 3-(2-hydroxyethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

fert-Butyl 3 -(2-hydroxy ethyl) piperazine-1 -carboxylate(6.91 g, 30.0 mmol) and 5-(2-bromoacetyl)-4-methylisobenzofuran-l(3H)-one (6.73 g, 25 mmol) were dissolved in tetrahydrofuran (100 mL) then added Hunig’s base (8.73 mL, 50.0 mmol) and stirred at RT overnight. The reaction was poured into brine and extracted with EtOAc (2x). The combined organic layer was dried over Na2SC”4, filtered and evaporated to dryness. The crude product was chromatographed through an ISCO Redi-Sep 330g column and eluted with 5% MeOH /DCM solvent system to the title compound. LC-MS (IE, m/z): 419 [M + 1]+ ., 1188265-73-7

The synthetic route of 1188265-73-7 has been constantly updated, and we look forward to future research findings.

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

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

The production of compound No. 49 proceeds according to the sequence of reaction steps shown in the following scheme: The initial step is as described in example 14. Then the conversion from 5 to 25 was performed during 6 hours at reflux in methanol in the presence of a molar equivalent of 24 and a molar equivalent of sodium hydrogenocarbonate, and the desired intermediate 25 was obtained in 81% yield. The conversion from 25 to 26 was performed during 3 hours at 20 C. in the presence of triethylamine, and the desired intermediate 26 was obtained in 73% yield. The conversion from 26 to the final compound No. 49 was performed during 6 hours at 20 C. in the presence of a molar excess of triethylamine., 196811-66-2

As the paragraph descriping shows that 196811-66-2 is playing an increasingly important role.

Reference：
Patent; NV reMYND; US2010/197703; (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.170911-92-9,tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

mCPBA (<77% pure) (61.1 mg, assumed 0.273 mmol) in DCM (0.5 mL) was added to a stirred solution of 8-bromo-6- (2 , 6 -dichlorophenyl ) -2- (methylthio) pyrido [4 , 3 -d] pyrimidin-5 (6H) -one (98.4 mg, 0.236 mmol) in toluene (4.0 mL) at RT under nitrogen. After 20 min, DIPEA (0.124 mL, 0.708 mmol) and tert-butyl 4- (4- aminophenyl) piperazine-l-carboxylate (72.0 mg, 0.260 mmol) [commercially available] were added, successively, and the temperature was increased to 60 C. After 16 h, the reaction mixture was allowed to cool to RT, and was loaded onto a KP-NH column and purified by flash chromatography (0- 50%, EtOAc in cyclohexane) to give the title compound (125 mg, 82%) as a brown solid. LCMS (Method A) : RT = 1.67 min, m/z = 647 [M+H]+., 170911-92-9

As the paragraph descriping shows that 170911-92-9 is playing an increasingly important role.

Reference：
Patent; ALMAC DISCOVERY LIMITED; O’DOWD, Colin Roderick; ROUNTREE, James Samuel Shane; BURKAMP, Frank; WILKINSON, Andrew John; WO2014/167347; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

129799-15-1, Methyl 1-Boc-piperazine-2-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3-(2-ethyl-1,3-dioxolan-2-yl)propanal (1.5 eq) (prepared as described by Kuehne, M.E. et al J. Org. Chem. 1981, 46, 3443) was added to a stirred solution of l-(tert-butyl) 2-methyl piperazine- 1,2-dicarboxylate (1.0 eq) in MeOH (0.1 M), followed by AcOH (until pH = 6) and stirred for 1 h. Then NaBH3CN (1.5 eq) was added and the mixture was stirred at 20 C for 16 h. Two subsequent additions of 3-(2-ethyl-l,3-dioxolan-2-yl)propanal (0.5 eq + 0.5 eq) and NaBH3CN (1.0 eq + 1.0 eq) after 1 h and 2 h were done. MeOH was removed under reduced pressure. The residue was dissolved with DCM, washed with aq. sol. NaHC03, brine, dried and concentrated to give the title compound as yellow oil which was used in the next step without further purification. MS (ES+) m/z 387 (M+H)+., 129799-15-1

The synthetic route of 129799-15-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; IRBM SCIENCE PARK S.P.A.; C.N.C.C.S. S.C.A.R.L. COLLEZIONE NAZIONALE DEI COMPOSTI CHIMICI E CENTRO SCREENING; BIANCOFIORE, Ilaria; CIAMMAICHELLA, Alina; FERRIGNO, Federica; HARPER, Steven; MALANCONA, Savina; ONTORIA ONTORIA, Jesus Maria; PAONESSA, Giacomo; PONZI, Simona; SUMMA, Vincenzo; (143 pag.)WO2018/115275; (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.120737-78-2,tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a mixture of 2-methylpiperazine-1-carboxylic acid tert-butyl ester (2 g),2-bromo-3,5-dimethylpyridine (1.95 g),tris(dibenzylideneacetone)dipalladium(0)(183 mg),rac-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (250 mg) and tert-butoxy sodium (1.3 g) was added toluene (33 mL) and the mixture was stirred with heating under reflux for 8 hr. The reaction mixture was cooled and filtered through celite. The filtrate was evaporated and the obtained residue was purified by column chromatography (hexane:ethyl acetate)to give 4-(3,5-dimethylpyridin-2-yl)-2-methylpiperazine-1-carboxylic acid tert-butyl ester (1.61 g). MS(ESI)m/z:206(M+H)+

120737-78-2, The synthetic route of 120737-78-2 has been constantly updated, and we look forward to future research findings.

Reference：
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