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

General procedure: 4-Nitrobenzyl bromide (46.3mmol) was dissolved in dichloromethane (100mL). The solution was added to the mixture of relative amine (47.0mmol) and triethylamine (70.3mmol) in dichloromethane (20ml). The reaction mixture was stirred at r. t. for 24 h and was extracted with dichloromethane (100ml×3). After removal of the solvent, the residue was crystallized from ethanol, giving yellow powder. Compounds 1 and 2 were used for further reaction without purification. To a suspension of compounds 1-2 (36.2mmol) in 95% ethanol (100ml), 85% NH2NH2·H2O (362mmol), 95% ethanol (100ml) and iron (III) oxide hydroxide (FeO(OH)/C, 2.0g) were added and heated to reflux. When TLC analysis showed complete conversion of the starting material, the reaction mixture was filtrate through Cellit and the filtrate was concentrated in vacuum. The crude product was purified by silica gel colum chromatography (DCM/MeOH) to yield the title compound (3 and 4) as white solid. The mixture of compound 4 (1eq, 18.5mmol), 4-Nitro-1H-pyrazole-3-acid (1.1equiv, 20.4mmol), EDC (1.2equiv, 22.2mmol), HOBT (1.2equiv, 22.2mmol) in DMF (50ml) was stirred for 24h. The ice water (100ml) was added to the reaction mixture. A large amount of yellow solid precipitation (compound 8) was acquired. Compound 8 was used without further purification. Compounds 8 was reduced by the same process as compound 4, and then the resulting compound 12 was purified by column chromatography on silica gel, eluted with the appropriate solvent.

The synthetic route of 70261-82-4 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Zhi, Yanle; Li, Baoquan; Yao, Chao; Li, Hongmei; Chen, Puzhou; Bao, Jiyin; Qin, Tianren; Wang, Yue; Lu, Tao; Lu, Shuai; European Journal of Medicinal Chemistry; vol. 155; (2018); p. 303 – 315;,
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 123. N-(2-(piperazin-l-yl)ethyl)-6,7-dihydro-5H-cyclopenta[4,5]thieno[:d]pyrimidin-4-amine. (1-147)Synthesis of tert-butyl 4-(2-((6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-d]pyrimidin-4- yl)amino)ethyl)piperazine-l-carboxylate.A mixture of compound D (189 mg, 0.9 mmol, 1 eq) and compound 1 (200 mg, 0.9mmol, 1 eq) in 5 mL of isopropanol was added K2CO3 (248 mg, 1.8 mmol, 2 eq). The reaction mixture was heated at reflux overnight. The mixture was poured into 30 mL of water and extracted with DCM (20 mLx3). The combined organic layer was washed with brine, dried over anhydrous Na2SC>4 and concentrated. The residue was purified by column chromatography on silica gel(DCM/MeOH = 20/1) to give tert-butyl 4-(2-((6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3- d]pyrimidin-4-yl)amino)ethyl)piperazine-l-carboxylate as white solid (100 mg, 25percent).Synthesis of Compound 1-147.A mixture of Compound 2 (100 mg, 0.25 mmol, 1 eq) in MeOH/HCl (2N, 3ml) was stirred at rt for 12h. The solvent was removed under vacuum and the residue was purified by Prep-HPLC to give N-(2-(piperazin- 1 -yl)ethyl)-6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-d]pyrimidin-4-arnine as a yellow solid (62 mg, 82percent). NMR (400 MHz, D20) delta 2.25-2.29 (m, 2H), 2.72-2.79 (m, 4H), 3.26-3.34 (m, 1 1 H), 3.80 (t, J = 6.0 Hz, 1H), 8.24 (s, 1H). LC/MS calcd for C,5H2iN5S: 303.15. Found: 304.1., 192130-34-0

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

Reference：
Patent; NIMBUS IRIS, INC.; ROMERO, Donna L.; WESSEL, Matthew David; ROBINSON, Shaughnessy; GREENWOOD, Jeremy Robert; WATTS, Karl Shawn; FRYE, Leah Lynn; HARRIMAN, Geraldine C.; CORIN, Alan Franklin; MASSE, Craig; WO2012/97013; (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.120737-78-2,tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

6.01.33.01 2-Methyl-4-pyrimidin-2-yl-piperazine-1-carboxylic acid tert-butyl ester 100 mg 2-chloro-pyrimidine was added to 175 mg 2-Methyl-piperazine-1-carboxylic acid tert-butyl ester and this mixture was stirred for 2 h at 120 C. to give 240 mg of the desired compound. Rt: 1.31 min (method B), (M+H)+: 279 By using the same synthesis strategy as for 2-methyl-4-pyrimidin-2-yl-piperazine-1-carboxylic acid tert-butyl ester the following compound was obtained:, 120737-78-2

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

Reference：
Patent; GRAUERT, Matthias; BISCHOFF, Daniel; DAHMANN, Georg; KUELZER, Raimund; RUDOLF, Klaus; WELLENZOHN, Bernd; US2013/150341; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

278788-66-2, (R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step A: tert-Butyl (3R)-4- [2-(4-cyano-3-methoxyphenyl)-2-hydroxyethyli -3 (hydroxymethyl)piperazinel-carboxylate: A Pyrex vessel was charged with magnetic stirring bar, (2.0 g, 11.42 mmol) of 2-methoxy-4-(oxiran-2-yl) benzonitrile, (3.70 g, 17.12 mmol) of tert-butyl (3R)-3- (hydroxymethyl)piperazine-1-carboxylate, and 6 mL of EtOH. Then it was introduced in themicrowave reactor and irradiated at 150 C for 3 h. The mixture was cooled to room temperature and the solvent was evaporated and the resulting residue was purified by column chromatography (silica gel, 1- 20% dichloromethane/MeOH) which afforded the product as a mixture of two diastereomers (1:1) LC/MS: (IE, m/z) [(M + 1)- t-Bu] = 336.41, 278788-66-2

278788-66-2 (R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate 24820286, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; DEJESUS, Reynalda, Keh; FRIE, Jessica, L.; PIO, Barbara; TANG, Haifeng; WALSH, Shawn, P.; WO2014/99633; (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.252990-05-9,Methyl (R)-1-Boc-piperazine-2-carboxylate,as a common compound, the synthetic route is as follows.

(R)-Piperazine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (120 mg, 0.49 mmol) and 2-Bromo-5-trifluoromethyl-pyridine (133 mg, 0.59 mmol) were dissolved into 2.0 mL of anhydrous toluene (degassed). In a separate, septum-equipped vial were placed tri(dibenzylideneacetone)dipalladium (0) (22 mg, 0.024 mmol), 1,3-bis(2,6-di-i-propylphenyl)imidazolium chloride (42 mg, 0.1 mmol) and sodium t-butoxide (57 mg, 0.59 mmol). This “catalytic” vial was equipped with a magnetic stir bar and flushed with dry nitrogen. The reactant solution was next transferred to the “catalytic” vial and the mixture was stirred at 100 C. for 5 h. After this period the mixture was combined with 20 mL of hexane/EtOAc (2:1) and was passed through a pad of Celite. The resulting filtrate was evaporated in vacuo and purified using flash silica chromatography (0-20% EtOAc/Hexane) to yield 110 mg (58%) of (R)-4-(5-Trifluoromethyl-pyridin-2-yl)-piperazine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester, intermediate IX-B, as a yellow residue. 1H NMR (400 MHz, CDCl3) delta 8.39-8.38 (m, 1H), 7.65 (d, 1H), 6.68 (m, 1H), 4.89-4.68 (m, 2H), 4.29 (dd, 1H), 3.95 (dd, 1H), 3.69 (s, 3H), 3.43-3.26 (m, 2H), 3.12-2.97 (m, 1H), 1.51-1.46 (m, 9H)., 252990-05-9

The synthetic route of 252990-05-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Kalypsys, Inc.; US2005/234046; (2005); 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.30459-17-7,1-(4-Trifluoromethylphenyl)piperazine,as a common compound, the synthetic route is as follows.

To a solution of 9.2 mmol 2-iodo-5-methanesulfonyl-benzoic acid in 20 ml dimethylformamide 11.5 mmol TBTU, 46.0 mmol N-ethyldiisopropylamine and 11.0 mmol 1-(4-trifluoromethylphenyl)piperazine (ABCR F07741NB, [30459-17-7])were successively added. The reaction was then stirred at RT for two hours, concentrated in vacuo and purified by column chromatography (SiO2, 50 g, CH2Cl2/MeOH/NH3=100/0/0 to 95/4.5/0.5), to give the title compound 1.9. MS (m/e): 539.1 (M+H+), 30459-17-7

The synthetic route of 30459-17-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Jolidon, Synese J.; Narquizian, Robert; Nettekoven, Matthias Heinrich; Norcross, Roger David; Pinard, Emmanuel; Stalder, Henri; US2005/209241; (2005); 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.630125-91-6,4-((4-Ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline,as a common compound, the synthetic route is as follows.

630125-91-6, To a solution of 4- ( (4-ethylpiperazin-1-yl) methyl) -3- (trifluoromethyl) aniline (60 mg 0.209 mmol) in THF (10 mL) was added triphosgene (21.69 mg 0.073 mmol) . The resulting mixture was stirred at 70 . After 30 min TLC analysis (PE/EA 3/1) showed the starting material was disappeared. The solvent was removed in vacuo to give a brown oil of 1-ethyl-4- (4-isocyanato-2- (trifluoromethyl) benzyl) piperazine (65 mg 0.197 mmol 94yield) . To a solution of 4- ( (5-ethoxy-6- ( (4-methoxybenzyl) oxy) pyridin-3-yl) oxy) aniline (50 mg 0.136 mmol) and Et3N (44 mg 0.4 mmol) in THF (10 mL) was added a solution of 1-ethyl-4- (4-isocyanato-2- (trifluoromethyl) benzyl) piperazine (64.1 mg 0.205 mmol) in THF (10 mL) . The resulting mixture was stirred at 70 . After LCMS analysis showed the starting material was disappeared. The solvent was removed in vacuo. The residue was washed with H2O. The residue was purified by preparative TLC to yield a white solid of 1- (4- ( (5-ethoxy-6- ( (4-methoxybenzyl) oxy) pyridin-3-yl) oxy) phenyl) -3- (4- ( (4-ethylpiperazin-1-yl) methyl) -3- (trifluoromethyl) phenyl) urea (50 mg 0.070 mmol 51.2yield) 1HNMR(400 MHz CD3OD) delta 7.85 (d J 2.0 Hz 1H) 7.66-7.64 (m 2H) 7.42-7.36 (m 5H) 6.99-6.95 (m 3H) 6.89 (dd J 6.8 2.0 Hz 2H) 5.29 (s 2H) 4.03-3.98 (m 2H) 3.79 (s 3H) 3.69 (s 2H) 3.31-2.65 (m 8H) 1.37 (t J 7.0 Hz 3H) 1.27 (t J 7.2 Hz 3H) ES-LCMS m/z 680.1 (M+H) .

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

Reference：
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GLAXOSMITHKLINE (CHINA) R & D COMPANY LIMITED; CHEUNG, Mui; DEMARTINO, Michael P.; EIDAM, Hilary Schenck; GUAN, Huiping Amy; QIN, Donghui; WU, Chengde; GONG, Zhen; YANG, Haiying; YU, Haiyu; ZHANG, Zhiliu; (391 pag.)WO2016/37578; (2016); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

115619-01-7, 4-(4-Ethylpiperazin-1-yl)phenylamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 2,3-dichloro-1,4-naphthoquinone (0.37 g, 1.60 mmol) and 4-(4- methylpiperazin-1-yl)aniline (0.3 g, 1.46 mmol) was dissolved in EtOH (5 ml). The reaction was stirred and refluxed for 16 h. The residue was purified by flash column over silica gel (dichloromethane: methanol= 29: 1) to afford 77 (0.10 g, 17.30 %).1H NMR (300 MHz, CDCl3): delta 1.15 (t, J = 6.0 Hz, 3H), 2.48 (t, J= 6.0 Hz, 2H), 2.63 (t, J= 6.0 Hz, 4H), 3.26 (t, J= 6.0 Hz, 4H), 6.89 (d, J= 9.0 Hz, 2H), 7.03 (d, J= 8.7 Hz, 2H), 7.65-7.70 (m, 2H), 7.77-7.79 (m, 1H), 8.10- 8.13 (m, 1H), 8.18-8.20 (m, 1H).

115619-01-7, 115619-01-7 4-(4-Ethylpiperazin-1-yl)phenylamine 936738, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; TAIPEI MEDICAL UNIVERSITY; YEN, Yun; LIOU, Jing-ping; PAN, Shiow-lin; (44 pag.)WO2017/20030; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

57260-70-5, tert-Butyl 4-benzylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,57260-70-5

The 1-(1,1-dimethylethoxycarbonyl)-4-phenylmethylpiperazine-4-oxide hydrate used above was prepared as follows: STR42 A solution of 10.0 g (0.058 mole) m-chloroperbenzoic acid in 100 ml chloroform was added over a one hour period to a cooled (0-5 C.) solution of 16.1 g (0.058 mole) 1-[1,1-dimethylethoxycarbonyl]-4-phenylmethylpiperazine in 200 ml chloroform. External cooling was removed and the solution stirred for 96 hours at room temperature. The solution was then successively passed through four alumina-packed columns (2.2*16 cm), the eluent evaporated in vacuo, treated with 200 ml acetone and diluted with 50 ml hexane to yield 9.0 g white, crystalline solid, m.p. 123-126 C. (sealed capillary). An analytical sample from a prior run gave a satisfactory elemental analysis. Calc. for C16 H29 N2 O3.H2 O (310.40): C, 61.91; H, 8.44; N, 9.03; O, 20.62. Found: C, 61.91; H, 8.27; N, 9.07; O, 20.55.

As the paragraph descriping shows that 57260-70-5 is playing an increasingly important role.

Reference：
Patent; ICI Americas Inc.; US4247549; (1981); 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.197638-83-8,1-Boc-4-(4-Formylphenyl)piperazine,as a common compound, the synthetic route is as follows.

Example 26 te/t-butyl 4-(4-(6-Bromo-7-(4-(1-phenylethyl)piperazin-1-yl)-3H-imidazo[4,5-jb]pyridin- 2-yl)phenyl)piperazine-1-carboxylate To a mixture of 5-bromo-3-nitro-4-[4-(1-phenyl-ethyl)-piperazin-1-yl]-pyridin-2-ylamine (prepared as described in example 70 of PCT/GB2006/004854; 0.042 g, 0.1 mmol) and EtOH (6.5 ml_) was added ferf-butyl 4-(4-formylphenyl)piperazine-1-carboxylate (0.038 g, 0.13 mmol) followed by a freshly prepared aqueous solution of Na2S2O4 (1 M; 0.40 mL, 0.40 mmol). The reaction mixture was stirred at 80 0C for 20 h, then allowed to cool to room temperature and concentrated in vacuo. The residue was absorbed on silica gel, the free-running powder was placed on a 10 g isolute silica column, and elution with a gradient of methanol (0 to 3%) in ethyl acetate / dichloromethane (v:v; 1 :1 ) afforded the title compound as a yellow solid (0.031 g, 48%). 1H-NMR (500 MHz, DMSO-d6) 1.36 (d, J = 6.7 Hz, 3H, CHCH3), 1.43 (s, 9H, OC(CHs)3), 2.53 (m, 2H), 2.60 (m, 2H), 3.26 (br t, 4H), 3.48 (m, 5H), and 3.61 (br s, 4H) (piperazine NCH2 and CHCH3), 7.07 (d, J = 9.0 Hz, 2H) and 8.03 (d, J = 8.8 Hz, 2H) (2,6-C6H4 and 3,5-C6H4), 7.25 (m, 1 H) and 7.36 (m, 4H) (PhH), 8.15 (s, 1 H, imidazo[4,5-]pyridine 5-H), 13.23 (br s, 1 H, imidazo[4,5-]pyridine N-H); LC (Method B) – MS (ESI, m/z): Rt = 4.14 min – 646, 648, [(M+H)+, Br isotopic pattern],

197638-83-8, 197638-83-8 1-Boc-4-(4-Formylphenyl)piperazine 2795509, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; CHROMA THERAPEUTICS LTD.; WO2009/1021; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics