Category: 70261-82-4

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.70261-82-4,4-(4-Methylpiperazin-1-ylmethyl)phenylamine,as a common compound, the synthetic route is as follows.,70261-82-4

General procedure: To a solution of 2 (0.3 g, 0.68 mmol), HATU (0.26 g, 0.68 mmol)and DIPEA (0.24 mL, 1.36 mmol) in dry CH2Cl2 (10 mL) were stirred for20 min at room temperature, the substituted anilines or benzylamines (0.68 mmol) was added slowly. The reaction mixture was stirred for 5 hat room temperature. The resulting mixture was diluted by H2O(10 mL), and extracted by EtOAc (3¡Á10 mL). The combined organiclayers were washed with brine and dried over anhydrous MgSO4, filtered,and concentrated under reduced pressure. The residue was recrystallized from the solution of MeOH-H2O (1:1) to give the amides3a-n in good yields of 80.2-88.5%.

As the paragraph descriping shows that 70261-82-4 is playing an increasingly important role.

Reference£º
Article; Qiu, Yinda; Xiao, Zhongxiang; Wang, Yanyan; Zhang, Dingfang; Zhang, Wenxin; Wang, Guangbao; Chen, Wenbin; Liang, Guang; Li, Xiaokun; Zhang, Yali; Liu, Zhiguo; Bioorganic and Medicinal Chemistry; vol. 27; 20; (2019);,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) benzoic acid (8.95g, 31mmol) was stirred in a solvent of 58 dimethyl formamide (25mL).The reaction solution was added with 59 HATU (12.98g, 34.1mmol), 72 DIPEA (10.26mL, 62.0mmol) and 104 3-(trifluoromethyl)aniline (5g, 31mmol), followed by stirring for about 8h at room temperature. The reaction mixture was diluted with ethyl acetate and washed with a saturated aqueous sodium bicarbonate solution and saline. The organic layer thus obtained was dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The resulting mixture was concentrated to give the crude 132 product, which was purified by silica gel column chromatography.

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

Reference£º
Article; Wang, Qi; Dai, Yang; Ji, Yinchun; Shi, Huanyu; Guo, Zuhao; Chen, Danqi; Chen, Yuelei; Peng, Xia; Gao, Yinglei; Wang, Xin; Chen, Lin; Jiang, Yuchen; Geng, Meiyu; Shen, Jingkang; Ai, Jing; Xiong, Bing; European Journal of Medicinal Chemistry; vol. 163; (2019); p. 671 – 689;,
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.70261-82-4,4-(4-Methylpiperazin-1-ylmethyl)phenylamine,as a common compound, the synthetic route is as follows.

70261-82-4, A solution of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid (154 mg, 0.605 mmol), TBTU (232 mg, 0.725 mmol), 4-[(4-methylpiperazin-1-yl)methyl]aniline (150 mg, 0.725 mmol) and DIPEA (0.155 mL, 0.907 mmol) inDMA (7 mL) was let under stirring at rt overnight. The mixture was diluted with EtOAc, washed with a saturated solution of NaHCO3, water and brine, dried over Na2SO4, filtered and taken to dryness under reduced pressure. After treatment with Et20, the solid was filtered and used without any further purification.HRMS (ESI+): calcd. for 025H35BN303 [M + H] 436.2766; found 436.2762.

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

Reference£º
Patent; NERVIANO MEDICAL SCIENCES S.R.L.; CASALE, Elena; CORTI, Emliana; GNOCCHI, Paola; NESI, Marcella; ORRENIUS, Sten, Christian; QUARTIERI, Francesca; RICCARDI SIRTORI, Federico; (138 pag.)WO2018/19681; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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

To a 0 0C cooled solution of 4-nitrobenzaldehyde in DCM (40 mL) was added Na(OAc)3BH (10.526gm, 49.66 mmol) and the reacton was stirred for lOmin. To the reaction mixture was added N-methylpiperazine (9.93 g, 99.3 mmol) under nitrogen atmosphere and the reaction mixture was continued stirring at room temperature for 4h. The progress of the reaction was monitored by TLC and upon completion of the reaction, the mixture was partitioned between DCM (20 mL) and water (15 mL) and the organic layer was separated, washed with water (2 x 15 mL), dried over sodium sulphate, filtered and the solvent was removed under reduced pressure to give crude residue. Washing with ether gave l-methyl-4-(4-nitrobenzyl)piperazine (4 g). 1H NMR (CDCl3, 200MHz) delta: 8.19 (2H, d, J= 8.4Hz), 7.53 (2H5 d, J= 8.4 Hz)5 3.59 (2H, s), 2.47 (8H, bm), 2.29 (3H5 s); m/e = 236 (M+l). To a solution of l-methyl-4-(4-nitrobenzyl)piperazine (4.0 g) in methanol (100 niL) at room temperature under nitrogen atmosphere was added Raney nickel (1.6gm). The reaction mixture was stirred for 2 hr under hydrogen atmosphere. The progress of the reaction was monitored by TLC and upon completion of the reaction, the mixture was filtered under nitrogen atmosphere and the solvent was removed under reduced pressure to give 4-[(4-methylpiperazin-l-yl)methyl]aniline (3.2 g). 1H NMR (CDCl3, 200MHz) delta: 7.13 (2H, d, J= 8.4 Hz)5 6.61 (2H, d5 J= 8.4 Hz), 3.41 (2H, s), 2.45 (8H, bm), 2.27 (3H, s); m/e = 206 (M+l).To a stirred solution of 4-[(4-methylpiperazin-l-yl)methyl]aniline (3.2 g, 15.57 mmol) in acetic acid: concentrated HCl (32:32 niL) at 10 0C was added NaNO2 (1.30 g,18.78 mmol) in water (16 mL) and stirred for 10 min. Freshly prepared SnCl2^H2O (11.75 g, 51.97 mmol) in concentrated HCl (32 mL) was added at 10 0C. The temperature of the reaction mixture was allowed to rise to room temperature and maintained there for 4hr. After filtering the reaction mixture, the precipitate was washed with water and the solid obtained was dried under reduced pressure to obtain l-(4-hydrazmobenzyl)-4- methylpiperazine (3.4 g). 1HNMR (CD3OD, 200MHz) delta: 7.66 (2H, d, J= 8.4 Hz), 7.13 (2H, d, J= 8.4 Hz), 4.46 (2H, s), 3.72 (8H5 bm), 3.11 (3H5 s);To a solution of l-(4-hydrazinobenzyl)-4-methylpiperazine (3.4 g, 13.25 mmol) in ethanol (50 mL) were added piperidone. HCl (2.51 g, 18.55 mmol). The reaction temperature was raised to 90 0C and continued stirring for 2 hrs. The progress of the reaction was monitored by TLC and upon completion of the reaction the mixture was cooled to rt and HCl gas was bubbled through the reaction mixture at 0 0C. After the reaction mixture was saturated with HCl, the temperature was raised to 90 0C again and continued stirring for 2hrs. The ethanolic HCl was removed under reduced pressure and the pH of the reaction mixture was adjusted to 12.0 with 10% NaOH solution. The mixture was partitioned between 20% MeOH: DCM and water (35 mL) and the organic layer was separated, dried over Na2SO4 filtered and the solvent was removed under reduced pressure to give crude residue. Washing with ether gave 8-[(4-methylpiperazin-l-yl)methyl]-2,3,4,5- tetrahydro-lNo.-pyrido[4,3-&]indole (1 g). 1HNMR(CD3OD5 200MHz) delta: 7.31 (IH, s), 7.27 (IH, d, J= 8.6 Hz), 7.06 (IH, d, J= 8.6 Hz), 4.01 (2H5 s), 3.60 (2H, s), 3.21 (8H5 bm), 2.86 (4H5 m), 2.28 (3H, s); m/e = 285 (M+l).To a solution of 8-[(4-methylpiperazin-l-yl)methyl]-2,3,4,5-tetrahydro-li- pyrido[4,3-delta]indole(0.5 g,1.76 mmol) in DMF (15 mL) at rt was added Example 7 (0.567 g, 2.64 mmol) and K2CO3 (0.731 g, 5.28 mmol). The reaction temperature was raised to 100 0C and continued stirring for 12hr. The progress of the reaction was monitored by TLC and upon completion of the reaction DMF was removed under reduced pressure. The reaction mixture was partitioned between ethyl acetate (100 mL) and water (80 mL) and the organic layer was separated, dried over sodium sulphate, filtered and the solvent was removed under reduced pressure to give crude residue. Washing with ether gave methyl 2-{8-[(4- methylpiperazin-1 -yl)methyl]-l 53s4,5-tetrahydro-2H-pyrido[4,3-b]indol-2-yl}pyrimidine-5- carboxylate (0.15 g). 1HNMR (DMSO-D6, 200MHz) delta: 8.84 (2H, s), 7.94 (lH,s), 7.67 (IH, d, J= 8.6 Hz), 7.54 (IH, d, J= 8.6 Hz), 5.01 (2H, s), 3.80-3.01 (1OH, m), 2.87 (3H, s); m/e = 421 (M+l).To a 00C solution of methyl 2-{8-[(4-methylpiperazin~l-yl)methyl]-l,3,4,5- tetrahydro-2H-pyrido[4,3-b]indol-2-yl}pyrimidine-5-carboxylate (0.1 g) in MeOH: DCM (5:2 mL) was added 50% aqueous hydroxylamine solution (2 mL) and to the mixture was added a solution of NaOH (0.08 g) in water (1 mL). The reaction mixture was stirred at room temperature for lhr and the progress of the reaction was monitored by TLC and upon completion of the reaction the solvent was removed under reduced pressure. The pH of the mixture was adjusted to 7.5 using IN HCl and the obtained solid was filtered and washed with water followed by diethyl ether. After filtering, t…

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

Reference£º
Patent; MIKANA THERAPEUTICS, INC.; WO2006/88949; (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.70261-82-4,4-(4-Methylpiperazin-1-ylmethyl)phenylamine,as a common compound, the synthetic route is as follows.

Diethylcyanophosphonate (Aldrich, Buchs, Switzerland; 0.50 mL, 3.0 [MMOL)] is added to a stirred mixture of 3-[[4-(3-pyridinyl)-2-pyrimidinyl] amino] -benzoic acid (438 mg, [1.] 5 [MMOL),] 4- [[ (4-METHYL-1-PIPERAZINYL) METHYL]] benzeneamine (308 mg, 1.5 [MMOL)] and triethylamine (840 [.//L,] 3.0 [MMOL)] in 10 mL N,N-dimethylformamide at [10C.] After stirring for 12 hours at [60C,] the mixture is treated with an aqueous solution of sodium hydrogen carbonate and extracted three times with ethyl acetate. The combined extracts are washed with water, and the solvent is evaporated off under reduced pressure to give a residue. The residue is resuspended in water and filtered to afford the crude product which is recrystallised from tetrahydrofuran- ethyl acetate to give N-[3-[[4-(3-Pyridinyl)-2-pyrimidinyl]amino]-N-[(4-methyl-1-piperazinyl)- methyl] benzamide as a crystalline solid, m. p. [220-224C.], 70261-82-4

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

Reference£º
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2004/5281; (2004); 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.70261-82-4,4-(4-Methylpiperazin-1-ylmethyl)phenylamine,as a common compound, the synthetic route is as follows.

To a stirred solution of IV (0.100 g, 0.30 mmol), VI (0.095 g, 0.46 mmol) in DMF (2 mL) wasadded HATU (0.230 g, 0.61 mmol) and DIPEA (0.16 mL, 0.9 mmol) and reaction mixture was allowed tostir at RT for 16 h. Reaction mixture was diluted with water and extracted with ethyl acetate (10 mL x 3).Brine washing was given to the organic layer and dried over Na2SO4. Combined organic layer wasconcentrated under vacuum and purified by using reverse phase HPLC to obtain 3 (0.017 g, 11%).LCMS: 525 [M+1]+1HNMR (400 MHz,CD3OD) delta 8.3 (s, 1H), 8.0 (s, 1H), 7.9 (t, 2H), 7.8 (d, 1H), 7.7 (d, 2H),7.6 (m, 2H), 7.5(m, 2H), 7.4 (d, 2H), 7.1 (t, 1H), 3.6 (s, 2H), 2.8 (s, 4H), 2.6 (s, 4H), 2.5 (s, 3H), 2.4 (s, 3H), 70261-82-4

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

Reference£º
Article; Ramachandran, Sreekanth A.; Jadhavar, Pradeep S.; Miglani, Sandeep K.; Singh, Manvendra P.; Kalane, Deepak P.; Agarwal, Anil K.; Sathe, Balaji D.; Mukherjee, Kakoli; Gupta, Ashu; Haldar, Srijan; Raja, Mohd; Singh, Siddhartha; Pham, Son M.; Chakravarty, Sarvajit; Quinn, Kevin; Belmar, Sebastian; Alfaro, Ivan E.; Higgs, Christopher; Bernales, Sebastian; Herrera, Francisco J.; Rai, Roopa; Bioorganic and Medicinal Chemistry Letters; vol. 27; 10; (2017); p. 2153 – 2160;,
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.70261-82-4,4-(4-Methylpiperazin-1-ylmethyl)phenylamine,as a common compound, the synthetic route is as follows.

To a degassed solution of N-(4-(2-chloro-4-(2-methoxyethoxy)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)phenyl)-2,5-difluorobenzene sulfonamide (140 mg, 0.224 mmol in l,4-dioxane) was added 4-((4-methylpiperazin-l- yl)methyl)aniline (51 mg, 0.246 mmol), palladium(II) acetate (1 mg, 0.004 mmol), SPhos (3 mg, 0.008 mmol) and cesium carbonate (146 mg, 0.448 mmol). The mixture was heated under microwave irradiation at 150W for 20 min. The organic solvent was removed under vacuum and the aqueous layer was extracted with ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous sodium sulfate, and filtered. The filtrate was evaporated under reduced pressure. The product was purified by silica gel column chromatography using dichloro methane and methanol gradient eluents to give 2,5-difluoro- N-(4-(4-(2-methoxyethoxy)-2-((4-((4-methylpiperazin-l-yl)methyl)phenyl)amino)-7-((2- (trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)phenyl)benzenesulfonamide in 41% yield as a pale yellow solid. NMR (500 MHz, CDCh): d 7.63 (d, J = 8.5 Hz, 2H), 7.61 (d, J = 8.3 Hz, 2H), 7.53-7.57 (m, 1H), 7.25 (d, J = 8.3 Hz, 2H), 7.14-7.21 (m, 2H), 7.11 (d, J = 8.5 Hz, 2H), 6.96 (s, 2H), 5.51 (s, 2H), 4.55 (t, J = 4.6 Hz, 2H), 3.69 (t, J = 4.6 Hz, 2H), 3.56 (t, J = 8.3 Hz, 2H), 3.47 (s, 2H), 3.37(s, 3H), 2.48 (br, 8H), 2.29 (s, 3H), 0.92 (t, J = 8.3 Hz, 2H), -0.09 (s, 9H); Mass (ESI) m/z 794.58, 397.79 [M+H+], 70261-82-4

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

Reference£º
Patent; DEVELOPMENT CENTER FOR BIOTECHNOLOGY; DCB-USA LLC; YEN, Shih-Chieh; LIAO, Chu-Bin; WANG, Hui-Chen; CHEN, Po-Ting; PAN, Yu-Chih; LI, Tsung-Hui; CHEN, Bo-Rong; CHIOU, Shian-Yi; (64 pag.)WO2019/133629; (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.70261-82-4,4-(4-Methylpiperazin-1-ylmethyl)phenylamine,as a common compound, the synthetic route is as follows.

General procedure: The mixture of 2-amino-5-bromobenzoic acid (1.00 g,4.63 mmol), triethyl orthoformate (1.00 mL, 6.02 mmol), amine(6.02 mmol), iodine (0.12 g, 0.046 mmol) and anhydrous ethanol(20 mL) was refluxed under nitrogen atmosphere for 4-6 h, thenconcentrated under vacuum to give a residue which was dissolvedin ethyl acetate (90 mL). The ethyl acetate solution was washedwith 1 N aqueous sodium hydroxide (20 mL 3) and brine(30 mL 3), dried over anhydrous sodium sulfate and concentratedto give a white or light yellow solid.

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

Reference£º
Article; Zhang, Hao; Xin, Min-Hang; Xie, Xiao-Xiao; Mao, Shuai; Zuo, Sai-Jie; Lu, She-Min; Zhang, San-Qi; Bioorganic and Medicinal Chemistry; vol. 23; 24; (2015); p. 7765 – 7776;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

70261-82-4,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.70261-82-4,4-(4-Methylpiperazin-1-ylmethyl)phenylamine,as a common compound, the synthetic route is as follows.

Compound 2 is synthesized by reacting compound 2- A with 2-B using the conditions indicated above. Compound 2-C is then reacted with compound 2-D using the reaction conditions shown to afford the desired product (Compound 2). Purification using standard techniques (e.g., silica gel chromatography or prep-HPLC) as needed.

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

Reference£º
Patent; TOLERO PHARMACEUTICALS, INC.; SIDDIQUI-JAIN, Adam; WARNER, Steven L.; FLYNN, Paul; BEARSS, David J.; FOULKS, Jason Marc; TOMIMATSU, Nozomi; FUJIMURA, Ken; UMEHARA, Hiroki; NONOYAMA, Akihito; KIGUCHIYA, Akihito; (441 pag.)WO2019/195753; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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, 4-(2-chloroacetamido)-3-methylbenzoic acid was converted to the 4-(2-chloroacetamido)-3-methylbenzoyl chloride using SOCl2. One skilled in the art would recognize and understand how to execute this chemistry in order to produce 4-(2- chloroacetamido)-3-methylbenzoyl chloride. Alternatively, 4-(2-chloroacetamido)-3- methylbenzoic acid was converted to the 4-(2-chloroacetamido)-3-methylbenzoyl chloride using COCl2. One skilled in the art would recognize and understand how to execute this chemistry in order to produce 4-(2-chloroacetamido)-3-methylbenzoyl chloride. 4-(2-chloroacetamido)-3- methylbenzoyl chloride was coupled to 4-[(4-methylpiperazin-1-yl)methyl]aniline using in tetrahydrifuran in the presence of N,N-dlisopropylethylamineto produce 4-(2-chloroacetamido)- 3-methyl-N-{4-[(4-methylpiperazin-l-yl)methyl]phenyl}benzamide. One skilled in the art would recognize and understand how to execute this chemistry in order to produce 4-(2- chloroacetamido)-3-methyl-N-{4-[(4-methylpiperazin- 1 -yl)methyl]phenyl]benzamide.

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

Reference£º
Patent; ALLCRON PHARMA INC.; RAJASEKARAN, Ayyappan; SWANSON, Jon; KANE, Peter; FOSTER, Julia; (63 pag.)WO2019/182944; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics