Category: 694499-26-8

694499-26-8, 4-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

7-Bromo-1H-indole-2-carboxylic acid (1) (2.4 g, 10 mmol), 4-((4-methylpiperazin-1-)methyl)-3-(trifluoromethyl)aniline(2.73g, 10mmol) and 2-(7-oxobenzotriazole)-N,N,N’,N’-tetramethyluronium hexafluorophosphate (HATU)(3.8 g, 10 mmol) dissolved in N,N-dimethylformamide,Diethylisopropylamine (1.65 mL, 10 mmol) was added.Stir until the reaction is complete, extract with ethyl acetate and water,The organic phase was concentrated and subjected to column chromatography to give 3.5 g of product, yield 70%., 694499-26-8

The synthetic route of 694499-26-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Beijing Seth Ming Qiang Pharmaceutical Technology Co., Ltd.; Zhang Qiang; Zhang Hongbo; Zhou Likai; Feng Shouye; Yang Hailong; Wang Zhongxiang; (54 pag.)CN109988151; (2019); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

694499-26-8, 4-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

7-Bromo-1H-indole-2-carboxylic acid (1) (2.4 g, 10 mmol), 4-((4-methylpiperazin-1-)methyl)-3-(trifluoromethyl)aniline(2.73g, 10mmol) and 2-(7-oxobenzotriazole)-N,N,N’,N’-tetramethyluronium hexafluorophosphate (HATU)(3.8 g, 10 mmol) dissolved in N,N-dimethylformamide,Diethylisopropylamine (1.65 mL, 10 mmol) was added.Stir until the reaction is complete, extract with ethyl acetate and water,The organic phase was concentrated and subjected to column chromatography to give 3.5 g of product, yield 70%., 694499-26-8

The synthetic route of 694499-26-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Beijing Seth Ming Qiang Pharmaceutical Technology Co., Ltd.; Zhang Qiang; Zhang Hongbo; Zhou Likai; Feng Shouye; Yang Hailong; Wang Zhongxiang; (54 pag.)CN109988151; (2019); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

694499-26-8,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.694499-26-8,4-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline,as a common compound, the synthetic route is as follows.

Step 12.2: 3-Bromo-4-methyl-N-[4-(4-methyl-piperazin-1-ylmethyl)-3-trifluoromethyl-phenyl]-benzamide To a solution of 6.1 g (0.025 mol) 3-bromo-4-methylbenzoic acid chloride in 50 mL of acetonitrile are added at 10 C. 7 mL (0.05 mol) triethylamine followed by dropwise addition of a solution of 4-(4-methyl-piperazin-1-ylmethyl)-3-trifluoromethyl-phenylamine in 50 mL of acetonitrile (exothermic reaction). The brown suspension is stirred for 5 h at rt and is then allowed to stand over night. Ethyl acetate is added and the solution washed with saturated sodium bicarbonate solution and brine, dried with sodium sulphate and evaporated. Flash-chromatography on silica gel using dichloromethane/ethanol 93:7 containing 1% conc. ammonia gives pure title product: Rf (dichloromethane/ethanol 93:7 with 1% conc. ammonia)=0.4; HPLC tR=3.14 min; MS-ES+: (M+H)+=470, 472.

As the paragraph descriping shows that 694499-26-8 is playing an increasingly important role.

Reference：
Patent; Caravatti, Giorgio; Furet, Pascal; Imbach, Patricia; Martiny-Baron, Georg; Perez, Lawrence Blas; Sheng, Tao; US2006/35897; (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.694499-26-8,4-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline,as a common compound, the synthetic route is as follows.

4-[(4-methyl-1-piperidinyl) methyl] -3- (trifluoromethyl) -benzeneamine (360 mg, 1.33 mmol),N, N-Diisopropylethylamine (273 muL, 1.60 mmol),Dissolve DMAP (1.2 mg, 0.01 mmol) in THF (5.0 mL),3,5-Dibromo-4-methyl- benzoyl chloride (500 mg, 1.6 mmol) was added and stirred at room temperature for 2 hours.Add water and extract with ethyl acetate,It concentrated under reduced pressure with an evaporator.Silica gel column chromatography of the obtained residueThe compound 3 was purified by (chloroform: methanol = 10: 1).(540.0 mg, 0.98 mmol, 73.8%, pale yellow solid) were obtained., 694499-26-8

The synthetic route of 694499-26-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Kyoto University; Arkray Corporation; Saji, Hideo; Kimura, Hiroyuki; Matsuda, Hirokazu; Nakanishi, Shuichi; (27 pag.)JP2019/64986; (2019); 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.694499-26-8,4-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline,as a common compound, the synthetic route is as follows.

694499-26-8, Triphosgene (1.04 g, 3.5 mmol) and ClCH2CH2Cl (20 mL) were added into a 100 mL round-bottomed flask, and stirred at room temperature until triphosgene was completely dissolved and the system appears colorless and transparent. The reaction system was placed in an ice-salt bath and stirred, 3-iodo-4-methyl aniline (1.64 g, 7 mmol) in ClCH2CH2Cl (20 mL) solution was slowly added dropwise, and the system appears yellow milky. After the addition was complete, the mixture was stirred at room temperature for 4 hours. After the reaction was complete by TLC monitoring, Et3N (1.43 g, 14 mmol) was added, and stirred at room temperature for 0.5 hour. 4-(4-methylpiperazin-1-ylmethyl)-3-trifluoromethylaniline (1.87 g, 7 mmol) was added and stirred at room temperature for 16 hours, and then the starting materials were monitored by TLC and LC-MS until the reaction was complete. The volatiles were removed by distillation under reduced pressure, and the residue was extracted with ethyl acetate (30 ml*3) and H2O (30 mL). The organic phases were combined, dried over anhydrous Na2SO4, concentrated and purified by column chromatography, to give a yellow solid. ESI-MS mz: [M+H]+=533.2.

The synthetic route of 694499-26-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Nanjing Sanhome Pharmaceutical Co., Ltd.; Wang, Yong; Zhao, Liwen; Zhang, Wenping; Chen, Hongyan; Bi, Sheng; Gao, Yiping; Chen, Hongbin; Liu, Yang; Xu, Xin; Zhang, Cang; US2015/152088; (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.694499-26-8,4-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline,as a common compound, the synthetic route is as follows.

694499-26-8, To a stirred solution of XI (0.500 g, 2.7 mmol) and V (1.13 g, 4.14 mmol) in DMF (5 mL), wasadded DIPEA (1.4 mL, 8.28 mmol), HATU (2.0 g, 5.4 mmol) and reaction mixture was allowed to stir atRT for 3 h. After completion of reaction, reaction mixture was diluted with water and extracted with ethylacetate (75 mL x 3); saturated brine washing was given to the organic layer and dried over anhydrousNa2SO4. Organic layer was concentrated under vacuum to obtain the desired compound XII (1.0 g, 87%).LCMS: 437 [M+1]+

As the paragraph descriping shows that 694499-26-8 is playing an increasingly important role.

Reference：
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.694499-26-8,4-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline,as a common compound, the synthetic route is as follows.

694499-26-8, 3-Iodo-4-methy1-N-(4-((4-methy1piperazin-1-y1)methy1)-3-(trfluoromethy1)pheny1)Benzamide: 3-Iodo-4-methylbenzoyl chloride (0.48 g, 1.7 mmol), prepared from the reaction of3-iodo-4-methylbenzoic acid and SOCI2 (as previously described), was added to a solution of 4-((4-methylpiperazin-1 -yl)methyl)-3-(trifluoromethyl)aniline (0.47 g, 1.7 mmol), N,N5 diisopropylethylamine (0.26 g, 2.0 mmol), and a catalytic amount of DMAP in THF (10 mL).After stirring at rt for 2 h, the reaction was quenched with water. EtOAc was added and the layers separated. The combined organic layers were concentrated to dryness and purified by silica gel chromatography (eluted with 5% MeOH/DCM, MeOH was pre-saturated with ammonia gas), to provide 0.51 g of product as an off-white solid.

694499-26-8 4-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline 46838908, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; ARIAD PHARMACEUTICALS, INC.; GOZGIT, Joseph, M.; RIVERA, Victor, M.; SHAKESPEARE, William, C.; ZHU, Xiaotian; DALGARNO, David, C.; WO2013/162727; (2013); 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.694499-26-8,4-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline,as a common compound, the synthetic route is as follows.,694499-26-8

Methyl 3-azido-4-methylbenzoate (9.6 g, 0.5 mol) and 4-((4-methylpiperazine-1-substituted) methyl) -3- (Trifluoromethyl) aniline (13.7 g, 0.5 mol) was dissolved in re-distilled tetrahydrofuran (50.0 mL), and a solution of potassium tert-butoxide (16.8 g, 0.15 mol) in re-distilled tetrahydrofuran (50.0 mL) was slowly dropped. After 1 hour of reaction, the temperature was naturally raised to room temperature and the reaction was continued for 8 hours. After the reaction was completed, the solvent was spin-dried, extracted with EtOAc and water, and the organic phase was washed with saturated brine,Anhydrous Na2SO4 was dried, and the red solid obtained by silica gel column chromatography was the target product (13.5 g, yield: 61%).

The synthetic route of 694499-26-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Chinese Academy Of Sciences Guangzhou Bio-pharmaceutical And Health Institute; Ding Ke; Li Yupeng; Shen Mengjie; Long Huoyou; Zhang Zhang; Leng Fang; Lu Xiaoyun; (51 pag.)CN103539784; (2016); B;,
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.694499-26-8,4-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline,as a common compound, the synthetic route is as follows.

694499-26-8, 3-Iodo-4-methy1-N-(4-((4-methy1piperazin-1-y1)methy1)-3-(trfluoromethy1)pheny1)Benzamide: 3-Iodo-4-methylbenzoyl chloride (0.48 g, 1.7 mmol), prepared from the reaction of3-iodo-4-methylbenzoic acid and SOCI2 (as previously described), was added to a solution of 4-((4-methylpiperazin-1 -yl)methyl)-3-(trifluoromethyl)aniline (0.47 g, 1.7 mmol), N,N5 diisopropylethylamine (0.26 g, 2.0 mmol), and a catalytic amount of DMAP in THF (10 mL).After stirring at rt for 2 h, the reaction was quenched with water. EtOAc was added and the layers separated. The combined organic layers were concentrated to dryness and purified by silica gel chromatography (eluted with 5% MeOH/DCM, MeOH was pre-saturated with ammonia gas), to provide 0.51 g of product as an off-white solid.

694499-26-8 4-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline 46838908, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; ARIAD PHARMACEUTICALS, INC.; GOZGIT, Joseph, M.; RIVERA, Victor, M.; SHAKESPEARE, William, C.; ZHU, Xiaotian; DALGARNO, David, C.; WO2013/162727; (2013); 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.694499-26-8,4-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline,as a common compound, the synthetic route is as follows.,694499-26-8

Methyl 3-azido-4-methylbenzoate (9.6 g, 0.5 mol) and 4-((4-methylpiperazine-1-substituted) methyl) -3- (Trifluoromethyl) aniline (13.7 g, 0.5 mol) was dissolved in re-distilled tetrahydrofuran (50.0 mL), and a solution of potassium tert-butoxide (16.8 g, 0.15 mol) in re-distilled tetrahydrofuran (50.0 mL) was slowly dropped. After 1 hour of reaction, the temperature was naturally raised to room temperature and the reaction was continued for 8 hours. After the reaction was completed, the solvent was spin-dried, extracted with EtOAc and water, and the organic phase was washed with saturated brine,Anhydrous Na2SO4 was dried, and the red solid obtained by silica gel column chromatography was the target product (13.5 g, yield: 61%).

The synthetic route of 694499-26-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Chinese Academy Of Sciences Guangzhou Bio-pharmaceutical And Health Institute; Ding Ke; Li Yupeng; Shen Mengjie; Long Huoyou; Zhang Zhang; Leng Fang; Lu Xiaoyun; (51 pag.)CN103539784; (2016); B;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics