Category: 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,630125-91-6

Into a solution of 4-(4-Ethyl-piperazin-1-ylmethyl)-3-trifluoromethyl- phenylamine (3.0 g, 1.04 mmol, 1.0 eq. ) in dichloromethane (5.2 ml) was added diisopropylethyl amine,(2.00 ml, 1.14 mmol, 1.1 eq.). The solution was cooled to 0 C, after which 4-Methyl-3-nitrobenzoylchloride (2.13 g, 1.07 mmol, 1.03 eq. ) was added in portions into the reaction mixture which was further equilibrated for 30 minutes. The reaction mixture was then partitioned between dichloromethane and saturated sodium carbonate solution. The organic layer was separated and the aqueous layer was extracted with dichloromethane. The combined organic extracts were washed with water, brine, dried over Na2S04, filtered and concentrated to afford the desired product (4.58 g, 98%). The desired compound was used in the next step without further purification.

The synthetic route of 630125-91-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; IRM LLC; WO2005/123719; (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, Example 69 Preparation of ethyl6-(3-(3-(4-((4-ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)ureido)phenyl)-1H-indazole-3-carboxylate To a stirred solution of 4-((4-ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)benzeneamine (30.6 mg) in 1,4-dioxane (1 Ml), was added 4-nitrophenylchloroformate (21.6 mg) at room temperature. After 60 C. at 1 h, them mixture was cooled to rt and ethyl 6-(3-aminophenyl)-1H-indazole-3-carboxylate (30 mg) was added. The mixture was stirred at 90 C. for 12 h. Ethyl acetate and water were added and the aqueous layer was extracted with ethyl acetate three times. The combined organic layer was dried over magnesium sulfate and concentrated under reduced pressure. The residue was triturated in ethyl acetate/hexane to give 6-(3-(3-(4-((4-ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)ureido)phenyl)-1H-indazole-3-carboxylate (16.2 mg). 1H NMR (400 MHz, DMSO-d6) delta13.98 (s, 1H), 9.09 (s, 1H), 8.93 (s, 1H), 8.15 (8.4 Hz, 1H), 7.99 (s, 1H), 7.93 (s, 1H), 7.81 (s, 1H), 7.62 (m, 3H), 7.43 (br d, J=4.4 Hz, 2H), 7.28 (m, 1H), 4.41 (q, J=7.2 Hz, 2H), 3.54 (s, 2H), 2.49 (m, 10H), 1.39 (t, J=7.2 Hz, 3H).

The synthetic route of 630125-91-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Sim, Tae Bo; Son, Jung Beom; Kim, Hwan; Park, Dong Sik; Choi, Hwan Geun; Ham, Young Jin; Hah, Jung Mi; Yoo, Kyung Ho; Oh, Chang Hyun; Lee, So Ha; Ha, Jae Du; Cho, Sung Yun; Kwon, Byoung Mog; Han, Dong Cho; US2012/130069; (2012); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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

630125-91-6,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.

Into a 100-mL round-bottom flask was placed 1-methyl-7-((2-methyl-1H-pyrrolo[2,3-b]pyridin-4-yl)oxy)-1,2,3,4-tetrahydroquinoline-2-carboxylic acid (50 mg, 0.15 mmol), N,N-dimethylformamide (5 mL), 4-[(4-ethylpiperazin-1-yl)methyl]-3-(trifluoromethyl)aniline (128 mg, 0.45 mmol), 4-(dimethylamino)pyridine (54 mg, 0.45 mmol), and N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (85 mg, 0.44 mmol). The mixture was stirred at room temperature overnight then concentrated. The residue was applied onto a silica gel column and eluted with ethyl acetate/petroleum ether (1 :5 to 1:0). The resulting product was further purified by prep-HPLC to yield N-(4-((4-ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)-1-methyl-7-((2-methyl-1H-pyrrolo[2,3-b]pyridin-4-yl)oxy)-1,2,3,4-tetrahydroquinoline-2-carboxamide (7.5 mg, 8%). (ES, m/z): [M+H]+ = 607.30; NMR (400 MHz, methanol-iri, ppm) d 8.02 (d, J = 2.1Hz, 1H), 7.92 (d, J= 5.7 Hz, 1H), 7.82 (d, J = 8.5 Hz, 1H), 7.75 (d, J= 8.6 Hz, 1H), 7.01 (d, = 8. l Hz, 1H), 6.57 (d, J= 2.3 Hz, 1H), 6.50 (d, = 5.6 Hz, 1H), 6.41 (dd,.7= 8.0, 2.3 Hz, 1H), 6.07 (d, J= 1.1Hz, 1H), 4.11 (t,.7= 4.9 Hz, 1H), 3.66 (s, 2H), 2.95 (s, 3H), 2.77 (m, 2H), 2.55 (m, 9H), 2.54 – 2.41 (m, 2H), 2.39-2.16 (m, 2H), 1.33 (m, 2H), 1.13 (t, J= 12 Hz, 3H).

The synthetic route of 630125-91-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; LYCERA CORPORATION; AICHER, Thomas Daniel; SKALITZKY, Donald J.; TOOGOOD, Peter L.; VANHUIS, Chad A.; (416 pag.)WO2019/200120; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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 2-fluoro-4- (4 4 5 5-tetramethyl-1 3 2-dioxaborolan-2-yl) aniline (500 mg 2.109 mmol) in THF (50 mL) was added triphosgene (219 mg 0.738 mmol) . The resulting miature was stirred at 70 . After 30min LCMS analysis showed the starting material was disappeared. The solvent was removed in vacuo to give 2- (3-fluoro-4-isocyanatophenyl) -4 4 5 5-tetramethyl-1 3 2-dioxaborolane (520 mg 1.977 mmol 94yield) . To a solution of 4- ( (4-ethylpiperazin-1-yl) methyl) -3- (trifluoromethyl) aniline (568 mg 1.977 mmol) Et3N (0.827 mL 5.93 mmol) and DMAP (24.15 mg 0.198 mmol) in THF (50 mL) was added a solution of 2- (3-fluoro-4-isocyanatophenyl) -4 4 5 5-tetramethyl-1 3 2-dioxaborolane (520 mg 1.977 mmol) at 70 . 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 dissolved in DCM (100 mL) and washed with H2O (30 mL) and brine (30 mL) . The organic layer was dried over Na2SO4 filtered and concentrated. The residue was purified by column chromatography (DCM/MeOH 20/1) to yiled 1- (4- ( (4-ethylpiperazin-1-yl) methyl) -3- (trifluoromethyl) phenyl) -3- (2-fluoro-4- (4 4 5 5-tetramethyl-1 3 2-dioxaborolan-2-yl) phenyl) urea (0.67 g 0.851 mmol 43.0yield) 1HNMR(400 MHz CD3OD) delta 8.17-8.14 (m 1H) 7.86 (s 1H) 7.69-7.67 (m 1H) 7.60 (d J 8.4 Hz 1H) 7.49 (d J 8.0 Hz 1H) 7.41 (d J 11.2 Hz 1H) 4.59 (s 2H) 3.60 (s 2H) 2.52-2.47 (m 8H) 1.33 (s 12H) 1.10 (t J 7.2 Hz 3H) ES-LCMS m/z m/z 551.2 (M+H), 630125-91-6

The synthetic route of 630125-91-6 has been constantly updated, and we look forward to future research findings.

Reference£º
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

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, A suspension of 4-((4-ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline (247 mg, 0.858 mmol) in DCM (35 mL) was added to a solution of 2-(4-bromo-2-fluorophenyl)acetic acid (200 mg, 0.858 mmol) in DCM (35 mL). HOBt (197 mg, 1.287 mmol), EDC (247 mg, 1.287 mmol) and Et3N (0.359 mL, 2.57 mmol) was added and the mixture was stirred at 26 C. for 3 h. Then the solution was concentrated and distributed between EA and saturated NaHCO3 solution. The combined organic extract was washed with brine, dried over MgSO4, filtered and concentrated. The crude material was purified by silica column chromatography (PE/EA=10/1). All fractions found to contain product by TLC (PE/EA=5/1, Rf=0.6) were combined and concentrated to yield a light yellow solid of 2-(4-bromo-2-fluorophenyl)-N-(4-((4-ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)acetamide (413 mg, 0.822 mmol, 96.0% yield): 1H NMR (400 MHz, CD3OD) delta 7.98-7.91 (m, 1H), 7.79-7.67 (m, 2H), 7.40-7.27 (m, 3H), 3.74 (s, 2H), 3.61 (s, 2H), 2.58-2.39 (m, 11H), 1.09 (s, 4H); ES-LCMS m/z 502.0 (M+H).

The synthetic route of 630125-91-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GlaxoSmithKline Intellectual Property Development Limited; EIDAM, Hilary Schenck; Raha, Kaushik; Gong, Zhen; Guan, Huiping; Wu, Chengde; Yang, Haiying; Yu, Haiyu; Zhang, Zhiliu; CHEUNG, Mui; US2014/275111; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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 3-(2-(cyclopropanecarboxamido)thiazolo[5,4-b]pyridin-5-yl) benzoic acid (150 mg, 0.44 mmol) and triethylamine (90 muL, 0.66 mmol) in toluene (2 niL) was added diphenylphosphoryl azide (0.11 niL, 0.49 mmol). The resulting mixture was stirred at room temperature for 30 minutes and heated at 80 0C for 1 h. To a reaction mixture was added 4-((4-ethylpiperazin-l-yl)methyl)-3-(trifluoromethyl) aniline (121 mg, 0.42 mmol) and triethylamine (90 muL, 0.66 mmol). The reaction mixture was stirred at 80 0C for 2h and most of organic solvent was removed in vacuo. The crude product was diluted with DMSO (3 mL) and purified by preparative HPLC to give the title compound as a TFA salt.1H NMR 600 MHz (CDCl3) delta 8.51 (s, IH), 7.83 (d, J= 1.8 Hz, IH), 7.48 (m, 2H), 7.19 (m, 3H), 7.12 (m, 2H), 6.85 (J, J= 3.0 Hz, IH), 6.49 (m, IH), 6.19 (m, 2H), 3.84 (m, IH), 3.78 (s, 3H), 3.46 (m, 2H), 3.19 (m, IH), 2.90 (m, 2H), 1.99 (m, 2H), 1.69 (m, 2H), 1.19 (J, J= 6.6 Hz, 6H), MS m/z : 624.36 (M + 1).

630125-91-6, 630125-91-6 4-((4-Ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline 59134564, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; NOVARTIS AG; CHOI, Hwan, Geun; SIM, Taebo; GRAY, Nathanael; ZHOU, Wenjun; CHANG, Jae, Won; ZHANG, Jianming; WEISBERG, Ellen; WO2010/144909; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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 methyl 4-chloro-3 -((8-(4-methoxybenzyl)-7-oxo-7,8-dihydro-6H-pyrimido[5,4-b][1,4]oxazin-4-yl)oxy)benzoate (step 1 intermediate) (210 mg, 0.46 mmol)and 4-((4-ethylpiperazin- 1 -yl)methyl)-3 -(trifluoromethyl)aniline (Intermediate Cl) (110 mg, 0.38 mmol) in toluene (3.0 mL) was dropwise added trimethyl aluminium solution (2M in toluene, 768 jiL, 1.54 mmol) at RT. The mixture was stirred for 3-5 h at RT. The mixture was quenched with aqueous ammonium chloride solution and extracted twice in ethyl acetate. Thecombined organic layers were washed with water followed by brine. The solution was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue thus obtained was purified by silica gel column chromatography to yield 115 mg of the desired product. ?H NMR (400 MHz, DMSO-d6) oe 0.99 (t, J = 7.2 Hz, 3H), 2.40-2.5 1 (m, 1OH), 3.57 (s, 2H), 3.72 (s, 3H), 5.04 (s, 2H), 5.15 (s, 2H), 6.87 (dd, J, = 2.0 Hz, J2 = 6.4 Hz,2H), 7.31 (d, J= 8.8 Hz, 2H), 7.72 (d, J= 8.4 Hz, 1H), 7.83 (d, J= 8.4 Hz, 1H), 7.94-8.0 (m,3H), 8.17 (s, 1H), 8.22 (s, 1H), 10.58 (s, 1H); ESI-MS (m/z) 711 (M+H)., 630125-91-6

630125-91-6 4-((4-Ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline 59134564, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; GLENMARK PHARMACEUTICALS S.A.; PATEL, Vinod; REDDY, Venkateshwar; GHARAT, Laxmikant Atmaram; CHAUDHARI, Sachin Sundarlal; DAS, Sanjib; VELGALETI, Ranganadh; SHAH, Daisy Manish; BAJPAI, Malini; (262 pag.)WO2018/215668; (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.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

3-((6-chloropyrimidin-4-yl)oxy)-N-(4-((4-ethylpiperazin-l-yl)methyl)-3- (trifluoromethyl)phenyl)-4-methylbenzamide: To a solution of 3-((6-chloropyrimidin-4- yl)oxy)-4-methylbenzoic acid (210 mg, 0.8 mmol), HATU (365 mg, 0.96 mmol), DMAP (117 mg, 0.96 mmol) and iPr2NEt (350uL, 2.0 mmol) in CH2C12 (4 mL) was added 4-((4- ethylpiperazin-l-yl)methyl)-3-(trifluoromethyl)aniline (230 mg, 0.8 mmol) and the resulting mixture was stirred at room temperature for 24 hours. The solution was filtered to remove solids, concentrated and purified column chromatography to yield 360 mg (84%) of product as a pale yellow oil. MS (ESI) m/z +.

630125-91-6 4-((4-Ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline 59134564, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; DANA-FARBER CANCER INSTITUTE, INC.; TREON, Steven, P.; BUHRLAGE, Sara, Jean; GRAY, Nathanael; TAN, Li; YANG, Guang; WO2015/89479; (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.630125-91-6,4-((4-Ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline,as a common compound, the synthetic route is as follows.

A mixture of (4-Trifluoromethyl-phenyl)-acetic acid (0.14 g, 0.63 mmol), 4-(4-ethyl-piperazin-1-ylmethyl)-3-trifluoromethyl-phenylamine (0.15 g, 0.52 mmol), TBTU (0.20 g, 0.63 mmol) and DIPEA (0.11 mL, 0.63 mmol) in15 anhydrous DMF (3 mL) was stirred at r.t. overnight. The reaction was poured in a saturated solution of NaHC03 andextracted with EtOAc (2 x 15 mL), the organic phase was washed with brine, dried with anhydrous Na2S04 andevaporated under vacuum. The crude was purified by flash column chromatography (DCM/MeOH 97/3) to obtain thetitle compound (0.25 g, 80%) as white solid.1H NMR (600 MHz, DMSO-dG) o ppm 0.99 (br. s., 3 H) 2.17- 2.48 (m, 8 H) 3.58 (s, 2 H) 7.73 (d, J=8.42 Hz, 1 H)20 7.81 (dd, J=9.25, 1.37 Hz, 1 H) 7.85 (dt, J=7.97, 2.06 Hz, 1 H) 8.00-8.05 (m, 2 H) 8.17 (d, J=2.02 Hz, 1 H) 10.61 (s,1 H)., 630125-91-6

630125-91-6 4-((4-Ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline 59134564, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; NERVIANO MEDICAL SCIENCES S.R.L.; MENICHINCHERI, Maria; ANGIOLINI, Mauro; BERTRAND, Jay Aaron; CARUSO, Michele; POLUCCI, Paolo; QUARTIERI, Francesca; SALOM, Barbara; SALSA, Matteo; ZUCCOTTO, Fabio; WO2014/72220; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics