Brief introduction of 694499-26-8

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

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

694499-26-8, General procedure: To a solution of 8a-e (20 mmol) and triethylamine (40 mmol) indichloromethane (20 ml), a solution of 4a-f (1.5 eq) in dichloromethane(10 ml) was added dropwise at room temperature over20 min and stirred overnight. The mixture was washed with saturatedaqueous sodium bicarbonate and brine. After removing thesolvent under reduced pressure, the crude product was purifiedby flash chromatography on silica gel, eluting with dichloromethaneand methanol (10-30%), yielding the title compounds.

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

Reference:
Article; Yao, Dahong; Wang, Jing; Wang, Guan; Jiang, Yingnan; Shang, Lei; Zhao, Yuqian; Huang, Jian; Yang, Shilin; Wang, Jinhui; Yu, Yamei; Bioorganic Chemistry; vol. 68; (2016); p. 112 – 123;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 694499-26-8

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

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,694499-26-8

3,5-Diiodo-4-methylbenzoic acid (194.0 mg, 0.5 mmol)To the mixture is added SOCl2 (0.73 mL, 10 mmol), and a catalytic amount of DMF is added dropwise,Stir at room temperature for 20 hours. The solution is dried under vacuumIntermediate (3,5-Diiodo-4-methyl-benzoyl chloride)(178.9 mg, 0.44 mmol, 88%, white solid) were obtained.4-[(4-methyl-1-piperidinyl) methyl] -3- (trifluoromethyl) -benzenamine (94.6 mg, 0.35 mmol), N, N-diisopropylethylamine(73 muL, 0.42 mmol), DMAP (1.2 mg, 0.01 mmol) in THF (2.4 mL)Dissolved in water, to which the intermediate (170.7 mg, 0.42 mmol) is added,Stir at room temperature for 2 hours. Add water and extract with ethyl acetate,It concentrated under reduced pressure with an evaporator.The resulting residue is purified by silica gel column chromatography (chloroform: methanol = 10: 1) to give compound 1(180.0 mg, 0.28 mmol, 80%, pale yellow solid) were obtained.

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; 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

Some tips on 4-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline

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

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.

A mixture of 7-(6-Chloro-pyrimidin-4-yloxy)-isoquinoline-4-carboxylic acid (1.95 g, 5.5 mmol), 4-(4- Methyl-piperazin-1-ylmethyl)-3-trifluoromethyl-phenylamine (1.5 g, 5.49 mmol) and triethylamine (6.42 mL, 46.2 mMol) in dry DMF (50 mL) is heated under an argon atmosphere at 500C. A solution of propylphosphonic anhydride (5.4 mL, 8.2 mmol) 50% inDMF is then added. After 2 h, the reaction mixture is poured onto an aqueous solution of NaHCO3 and stirred at 00C for 1h. The suspension is then filtered (hyflo) and the solid residue is dissolved in CH2CI2 – MeOH (5:1). The solvent is evaporated off under reduced pressure to afford a crude product which is purified by reversed phase MPLC (Bchi system), yielding, after neutralisation with saturated aqueous NaHCO3, the title compound as a orange solid., 694499-26-8

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

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2007/31265; (2007); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 4-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline

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

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,694499-26-8

To a solution of 3-ethynyl-4-methylbenzoic acid (500 mg, 3.12 mmol, 1.05 eq) in DCM, HATU (1.42 g, 3.74 mmol, 1.2 eq) and DIPEA (806 mg, 6.24 mmol, 2.0 eq) was added. The mixture was stirred at room temperature for 30 min or so. Then to the solution 3-trifluoromethyl-4-[(4-methylpiperazin-1-yl) methyl]aniline (812 mg, 2.97 mmol, 1.0 eq) was added and the temperature was raised to 45 C. The reaction is completed after 20 h and the solvent was evaporated to dryness under reduced pressure to afford the residue extracted twice with DCM and saturated sodium bicarbonate aqueous solution. The DCM layer was evaporated to dryness to afford yellow oil which was purified by column chromatogram to give intermediate 74 as a yellowish brown solid (807 mg, 65.4% yield). 1H NMR (400 MHz, CDCl3) delta 8.33 (s, 1H), 7.91 (s, 1H), 7.86 (d, J=13.7 Hz, 2H), 7.73 (t, J=7.1 Hz, 2H), 7.28 (s, 1H), 3.60 (s, 2H), 3.32 (s, 1H), 2.48 (br.s, 11H), 2.30 (s, 3H). MS m/z (ESI): 416.3 [M+H].

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; Si Chuan University; Yang, Shengyong; Wei, Yuquan; (168 pag.)US2017/305920; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 694499-26-8

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

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

Step 1: Preparation of N-(3-iodo-4-methylphenyl)-N’-(4-((4-methylpiperazin-1-yl)methyl)-3-trifluoromethylphenyl)urea 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 x 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 m/z: [M+H]+ = 533.2.

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; 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; EP2896620; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

New learning discoveries about 694499-26-8

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

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.

Unit Operation 3. 1: Drying Reaction Mixture AP25047, AP24592, and 2-methyl tetrahydrofuran (2-Me-THF) are charged to a reactor. The mixture is concentrated at reduced pressure to a target volume. Additional 2-methyl tetrahdyrofuran is added and the distillation repeated. Following another charge of 2-methyl tetrahydrofuran and a distillation cycle, the water content of the mixture is determined in IPC- 1 (KF). If the IPC-1 criterion is met, the process is continued to Unit Operation 3.2. Unit Operation 3.2: Reaction The suspension is maintained with stirring at a target temperature of 13 – 23C range while potassium fe -butoxide (KOfBu) is charged. After a period of not less than 3 hours, the reaction progress is determined by HPLC (IPC-2). If the IPC criterion is met, the process is continued to Unit Operation 3.3. Unit Operation 3.3: Quench and Extractions The reaction mixture is diluted with 2-methyltetrahydrofuran (2-Me-THF), and quenched by the addition of aqueous sodium chloride solution. The organic layer is separated and the aqueous layer is extracted twice with 2-methyl tetrahydrofuran. The combined organic layers are sequentially washed with aqueous sodium chloride and water. The organic layer is then aged at 15 – 30C. Unit Operation 3.4: Concentration / Solvent Exchange After aging (see Unit Operation 3.3), the mixture is passed through a cartridge filter and concentrated under vacuum to a target volume. 1 -Propanol is charged and allowed to stir at elevated temperature to furnish a solution, which is distilled under vacuum to a target volume and then cooled slowly to a temperature range of 20 – 30C. Unit Operation 3.5: Crystallization The product solution in 1 -propanol is aged with stirring at a temperature of 20 – 30C until the presence of solids is visually observed. Acetonitrile is charged to the suspension with stirring and the resulting suspension is aged for an additional 60 – 120 minutes at 20 – 30C with agitation prior to isolation in the next Unit Operation. Unit Operation 3.6: Isolation / Drying The slurry generated in Unit Operation 3.5 is isolated under vacuum in a filter/dryer. The solids are washed twice with a mixture of 1-propanol and acetonitrile. The solids are then dried under vacuum and monitored by IPC-3 (LOD, gravimetric). If the IPC criterion is met, the product is discharged as an off-white to yellow solid and packaged in double polyethylene bags for storage at ambient temperatures.

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.; MURRAY, Christopher, K.; ROZAMUS, Leonard, W.; CHABER, John, J.; SHARMA, Pradeep; WO2014/93579; (2014); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Some tips on 694499-26-8

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

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.

General procedure: To a solution of 3-iodo-4-methylbenzoyl chloride obtained above in dry DCM (10mL) at 0C was added Et3N (0.28mL, 2.0mmol) and 4-((4-methylpiperazin-1-yl) methyl)-3-(trifluoromethyl) aniline (328mg, 1.2mmol). The mixture was stirred at room temperature for 5h, and then the solvent was removed under reduced pressure. The residue was purified by using column chromatography to afford the corresponding product 6-1 (439mg, 2 steps yield: 85%).

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

Reference:
Article; Liu, Yang; Peng, Xia; Guan, Xiaocong; Lu, Dong; Xi, Yong; Jin, Shiyu; Chen, Hui; Zeng, Limin; Ai, Jing; Geng, Meiyu; Hu, Youhong; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 122 – 132;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 4-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline

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

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.

7-Bromo-1-methyl-1H-indole-2-carboxylic acid (2.5 g, 10 mmol), 4-((4-methylpiperazin-1-)methyl)-3-(trifluoromethyl) Aniline (2.73g, 10mmol) and2-(7-Oxobenzotriazole)-N,N,N’,N’-tetramethyluronium hexafluorophosphate (HATU) (3.8 g, 10 mmol)Dissolved in N,N-dimethylformamide, added diethyl isopropylamine (1.65 mL, 10 mmol), stirred until the reaction was completed.Extracted with ethyl acetate and water, the organic phase was concentratedColumn chromatography gave product 3.6 g, yield 70%., 694499-26-8

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

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

Analyzing the synthesis route of 694499-26-8

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

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.

3-Iodo-4-fluoro-methyl nicotinic acid (225 mg, 0.8 mmol) was dissolvedin N, N- dimethylformamide (5 mL), was added N, N- diisopropylethylamine (180mu, 1.09 mmol) and 2- (7-BTA) -Nu, Nu, Nu ‘, Nu’- tetramethyluroniumhexafluorophosphate (610 mg, 1.6 mmol), stirred for 5 min add 3 -trifluoromethyl-4- (4-methyl-piperazinyl small ylmethyl) aniline (198 mg, 0.72mmol), the reaction mixture was stirred at room temperature 26 h. Aftercompletion of the reaction system was added water, extracted with ethyl acetatetwice. The combined organic layer was purified by column chromatography togive 4-fluoro-3-iodo -N- [4- (4- methyl – piperazin-1-ylmethyl)-3-trifluoromethyl – phenyl] – nicotinamide (white solid, 420 mg)., 694499-26-8

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

Reference:
Patent; Shanghai Pharmaceuticals Holding Co.,Ltd .; WAN, HUIXIN; LI, CHUNLI; SHI, Chen; Liu, Haiyan; Li, Ping; XIA, Guangxin; HAN, Yanan; (52 pag.)CN103420977; (2016); B;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 4-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline

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

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

Step 90.1 : 7-(6-Chloro-pyrimidi?-4-yloxy)-isoquinoli?e-4-carboxylic acid [4-(4-methyl- piperazi?-1-ylmethyl)-3-trifluoromethyl-phenvn-amide; A mixture of 1.95 g (5.5 mMol) 7-(6-chloro-pyrimidin-4-yloxy)-isoquinoline-4-carboxylic acid (Step 93.2), 1.5 g (5.49 mMol) 4-(4-methyl-piperazin-1-ylmethyl)-3-trifluoromethyl- phenylamine and 6.42 ml (46.2 mMol) triethylamine in 50 ml dry DMF is heated under an argon atmosphere at 50 C. A solution of 5.4 ml (8.2 mMol) propylphosphonic anhydride is then added. After 2 h, the reaction mixture is poured onto an aqueous solution of NaHCO3 and stirred at 0 0C for 1 h. The suspension is then filtered (hyflo) and the solid residue is dissolved in CH2CI2/MeOH 5:1. The solvent is evaporated off under reduced pressure to afford a crude product which is purified by reversed phase MPLC (Bchi system), yielding, after neutralisation with saturated aqueous NaHCO3, the title compound as a orange 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£º
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2006/59234; (2006); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics