Category: 122833-04-9

122833-04-9, 2-Methoxy-4-(4-methylpiperazin-1-yl)aniline is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a mixture of pyrimidine analogues 34, 35 or 36 (1.56 g, 5.45 mmol), amino piperazine 38 (1.21 g, 5.45 mmol) and anhydrous 2-butanol (30 mL) was added trifluoroacetic acid (0.42 mL, 5.45 mmol). The reaction mixture was heated to 100 C and stirred for 4 h. Subsequently, it was cooled to room temperature and was basified (pH 8.0) by dropwise addition of saturated aqueous sodium bicarbonate solution. The 2-butanol was removed in vacuo to obtain a thick slurry which was dissolved in ethyl acetate (50 mL). The organic layer was washed with water (3 x 20 mL) and brine (1 x 20 mL). The combined organic extracts were dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo. The crude product was purified by flash silica gel chromatography using dichloromethane-methanol (25:1, v/v) as eluent to afford the nitro analogues as brown solids in yields ranging from 72 – 79%.5-Chloro-N-(2-methoxy-4-(4-methylpiperazin-1-yl)phenyl)-4-(2-nitrophenoxy)pyrimidin-2-amine (3) The ortho nitro analogue 3 was prepared as described in general procedure II using the ortho nitro pyrimidine 34 to obtain a yellowish brown solid in 72% (1.84 g) yield. TLC: Rf = 0.66 (DCM:MeOH, 25:1, v/v). 1H NMR (DMSO-d6, delta ppm): 8.38 (s, 1H), 8.23 (s, 1H), 8.21-8.18 (dd, J = 8.08 Hz, 1.44 Hz, 1H), 7.87 (dt, J = 8.30 Hz, 1H), 7.59 (m, 2H), 7.01 (br s, 1H), 6.48 (ds, 1H), 6.18 (br s, 1H), 3.68 (s, 3H), 3.06 (m, 4H), 2.43 (m, 4H), 2.21 (s, 3H). Anal.: Calcd for C22H23N6O4Cl: C, 56.11; H, 4.92; N, 17.85; Found: C, 55.99; H, 4.90; N, 17.80., 122833-04-9

122833-04-9 2-Methoxy-4-(4-methylpiperazin-1-yl)aniline 20136253, apiperazines compound, is more and more widely used in various fields.

Reference：
Article; Romu, Aireen A.; Lei, Zining; Zhou, Bin; Chen, Zhe-Sheng; Korlipara, Vijaya; Bioorganic and Medicinal Chemistry Letters; vol. 27; 21; (2017); p. 4832 – 4837;,
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.122833-04-9,2-Methoxy-4-(4-methylpiperazin-1-yl)aniline,as a common compound, the synthetic route is as follows.

4.1.4.12 (S)-1-(2-((2-methoxy-4-(4-methylpiperazin-1-yl)phenyl)amino)pyridin-4-yl)-N-(4-(trifluoromethoxy)benzyl)piperidine-3-carboxamide (2d) Compound 5d (257?mg, 0.56?mmol) was reacted with 2-methoxy-4-(4-methylpiperazin-1-yl)aniline (137?mg, 0.62?mmol) according to the general procedure B to give compound 2d (177?mg, yield: 53%).

122833-04-9, As the paragraph descriping shows that 122833-04-9 is playing an increasingly important role.

Reference：
Article; Liu, Siming; Jiang, Ying; Yan, Ruohong; Li, Zhonghuang; Wan, Shanhe; Zhang, Tingting; Wu, Xiaoyun; Hou, Ju; Zhu, Zhengguang; Tian, Yuanxin; Zhang, Jiajie; European Journal of Medicinal Chemistry; vol. 179; (2019); p. 358 – 375;,
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.122833-04-9,2-Methoxy-4-(4-methylpiperazin-1-yl)aniline,as a common compound, the synthetic route is as follows.

4.1.4.12 (S)-1-(2-((2-methoxy-4-(4-methylpiperazin-1-yl)phenyl)amino)pyridin-4-yl)-N-(4-(trifluoromethoxy)benzyl)piperidine-3-carboxamide (2d) Compound 5d (257?mg, 0.56?mmol) was reacted with 2-methoxy-4-(4-methylpiperazin-1-yl)aniline (137?mg, 0.62?mmol) according to the general procedure B to give compound 2d (177?mg, yield: 53%).

122833-04-9, As the paragraph descriping shows that 122833-04-9 is playing an increasingly important role.

Reference：
Article; Liu, Siming; Jiang, Ying; Yan, Ruohong; Li, Zhonghuang; Wan, Shanhe; Zhang, Tingting; Wu, Xiaoyun; Hou, Ju; Zhu, Zhengguang; Tian, Yuanxin; Zhang, Jiajie; European Journal of Medicinal Chemistry; vol. 179; (2019); p. 358 – 375;,
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.122833-04-9,2-Methoxy-4-(4-methylpiperazin-1-yl)aniline,as a common compound, the synthetic route is as follows.

To a stirred solution of 2,5-dichloro-4-(3-fluoro-5-nitrophenoxy)-7-((2-(trimethylsilyl)ethoxy) methyl)-7H-pyrrolo[2,3-d]pyrimidine (2, 0.25 g, 0.5 mmol) in t-BuOH ( 10 mL), 2-methoxy-4-(4- methylpiperazin- l -yl)aniline (3, 0.1 16 g, 0.5 mmol), Pd2(dba)3 ( 13 mg, 0.01 mmol), X-PHOS (12 mg, 0.02 mmol), 2C03 (0.145 g, 1.0 mmol) were added and stirred at 90 C for 14 h. Reaction was monitored by TLC and LCMS. After completion of the reaction, reaction mixture was concentrated under reduced pressure, water was added, extracted with ethyl acetate. Organic layer was washed with brine, dried over anhydrous sodium sulfate and evaporated to dryness. Crude product was purified by column chromatography using 4% MeOH-DCM to afford 5-chloro-4-(3-fluoro-5-nitrophenoxy)-N-(2- methoxy-4-(4-methylpiperazin- l -yl)phenyl)-7-((2-(trimethylsilyl)ethoxy) methyl)-7H-pyrrolo[2,3- d]pyrimidin-2-amine (4, 0.233 g, 67%). NMR (400 MHz, CDC13): delta 8.10 (s, 1 H), 7.90-7.80 (d, 1 H), 7.42-7.40 (d, 1H), 7.30 (s, 1 H), 6.90 (s, 1H), 6.50 (s, 1 H), 6.40-6.30 (d, 1 H), 5.50 (s, 2H), 3.80 (s, 3H), 3.60-3.50 (t, 2H), 3.20-3.10 (m, 4H), 2.70-2.60 (m, 4H), 2.40 (s, 3H), 1.00-0.95 (t, 2H), 0.2 (s, 9H)., 122833-04-9

The synthetic route of 122833-04-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GATEKEEPER PHARMACEUTICAL, INC.; GRAY, Nathanael, S.; ZHOU, Wenjun; WO2011/79231; (2011); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

122833-04-9, 2-Methoxy-4-(4-methylpiperazin-1-yl)aniline is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

10222] Step 4. To a suspension of 2-methoxy-4-(4-meth- ylpiperazin- 1 -yl)aniline (Green Chempharm; 3.45 g, 15.57 mmol) and N-(3-(5-methyl-2-(methylsulfinyl)-7-oxopyrido [2,3-d]pyrimidin-8(7H)-yl)phenyl)acrylamide (Sb) (4.59 g, 12.46 mmol) in anhydrous tert-butanol (40 mE) and dioxane (5 mE) at RT was added DIEA (4.33 mE, 24.92 mmol). The mixture was heated at 1000 C. for 40 h. The reaction mixture was concentrated under reduced pressure (rotary evaporator) to remove the volatiles and the resulting crude residue was suspended in Et20 and filtered. The greenish-brown amorphous solid was washed with Et20 (3×50 mE) and this removed most of the remaining aniline starting material. The crude material was dry-packed on silica gel and purified on a silica gel column (1-20% MeOH in DCM) affording N-(3- (2-((2-methoxy-4-(4-methylpiperazin-1 -yl)phenyl)amino)5-methyl-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)phenyl)acrylamide (5) (2.03 g, 3.86 mmol, 31% yield) as a yellow amorphous solid. m/z (ESI, +ve ion) 526.2 (M+H). ?H NMR (400 MHz, DMSO-d5) oe ppm 10.33 (1H, s), 8.80 (1H, s), 8.09 (1H, s), 7.88 (1H, d, J=8.2 Hz), 7.56 (1H, J=1 .9Hz), 7.50 (1H, t, 1=8.1 Hz), 7.27 (1H, d, J=8.8 Hz), 6.97 (1H, dt, J=6.9, 1.0 Hz), 6.52 (1H, d, J=2.5 Hz), 6.37-6.48 (1H, m), 6.29-6.35 (1H, m), 6.19-6.29 (1H, m), 6.01 (1H, bt s.), 5.71-5.80 (1H, m), 3.78 (3H, s), 3.02 (4H, bt s.), 2.46 (3H, s), 2.43 (4H, t, J=4.9 Hz), 2.22 (3H, s)., 122833-04-9

As the paragraph descriping shows that 122833-04-9 is playing an increasingly important role.

Reference£º
Patent; TASKER, Andrew; WURZ, Ryan; PETTUS, Liping H.; HERBERICH, Bradley J.; US2014/249131; (2014); 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.122833-04-9,2-Methoxy-4-(4-methylpiperazin-1-yl)aniline,as a common compound, the synthetic route is as follows.

To a solution of compound 8 (1.33 g, 4.66 mmol) and compound11 (1.03 g, 4.66 mmol) in anhydrous 1-butanol (20 mL), trifluoroacetic acid (0.36 mL, 4.66 mmol) was added. The reaction mixturewas heated to 100 C and stirred for 18 h. Subsequently, it wascooled to room temperature and saturated aqueous sodium bicarbonatesolution was added drop wise until basic pH was obtained.The volatiles were removed in vacuo and the obtained thick slurrywas dissolved in DCM (50 mL). The organic layer was washed withwater (20 mL), brine (20 mL), dried over anhydrous sodium sulfate,filtered and concentrated in vacuo. The crude was purified by flashsilica gel chromatography using DCM/MeOH (96:4, v/v) as eluentto afford 1.42 g of the desired product 12 (3.02 mmol, 65%) as white solid., 122833-04-9

122833-04-9 2-Methoxy-4-(4-methylpiperazin-1-yl)aniline 20136253, apiperazines compound, is more and more widely used in various fields.

Reference£º
Article; Basu, Debjit; Richters, Andre; Rauh, Daniel; Bioorganic and Medicinal Chemistry; vol. 23; 12; (2015); p. 2767 – 2780;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

122833-04-9, 2-Methoxy-4-(4-methylpiperazin-1-yl)aniline is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 2,5-dichloro-N-(3-nitrophenyl)pyrimidin-4-amine (0.9 g, 3.16 mmol), 2-methoxy-4-(4-methylpiperazin-1-yl)benzenamine (0.7 g, 3.16 mmol), in 2-BuOH (20 mL) was added TFA (0.25 mL, 3.16 mmol) and the resultant slurry was refluxed for 8 hours. The reaction mixture was allowed to cool to room temperature, neutralized with a saturated aqueous sodium bicarbonate solution and then extracted with ethyl acetate (3*500 mL). The combined organic extracts were dried anhydrous Na2SO4, filtered and concentrated at reduced pressure to give an oil which was purified by column chromatography on silica gel (100-200 mesh) eluting with 1-2% (v/v) methanol in dichloromethane to furnish the title compound as a pale brown solid (1 g, yield 72%). 1H NMR 400 MHz (DMSO-d6) delta 9.16 (s, 1H), 8.48 (s, 1H), 8.21 (t, J=7.8 Hz, 1H), 8.11 (s, 1H), 8.02 (s, 1H), 7.88 (dd, J1=7.9 Hz, J2=2.4 Hz, 1H), 7.50-7.46 (m, 1H), 7.38 (d, J=8.8 Hz, 1H), 6.59 (d, J=2.4 Hz, 1H), 6.35 (dd, J1=8.8 Hz, J2=2.4 Hz, 1H), 3.74 (s, 3H), 3.12 (t, J=4.8 Hz, 4H), 2.49 (t, J=4.8 Hz, 4H), 2.24 (s, 3H); LCMS m/e: 470 [M+1]+.

122833-04-9, As the paragraph descriping shows that 122833-04-9 is playing an increasingly important role.

Reference£º
Patent; Sabila Biosciences LLC; MANSOUR, Tarek Suhayl; (66 pag.)US2018/208564; (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.122833-04-9,2-Methoxy-4-(4-methylpiperazin-1-yl)aniline,as a common compound, the synthetic route is as follows.

A mixture of starting material (28 mg, 0.1 mmol), 2-methoxy-4-(4-methylpiperazin-1-yl)benzenamine (22 mg, 0.1 mmol), X-Phos (4.3 mg), Pd2(dba)3 (5.5 mg) and K2CO3 (41.5 mg, 0.3 mmol) in t-BuOH (1.5 mL) was heated at 100 C. in a seal tube for 4 h. The reaction was then filtered through celite, eluted with dichloromethane, and concentrated in vacuo. The residue was then purified by reverse-phase prep-HPLC to afford the title compound as the TFA salt (7.2 mg, 15%)., 122833-04-9

As the paragraph descriping shows that 122833-04-9 is playing an increasingly important role.

Reference£º
Patent; DANA-FARBER CANCER INSTITUTE, INC.; Gray, Nathanael S.; Waller, David; Choi, Hwan Guen; Wang, Jinhua; Deng, Xianming; (104 pag.)US2016/24115; (2016); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

122833-04-9, 2-Methoxy-4-(4-methylpiperazin-1-yl)aniline is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0105] To a solution of compound 7 (260 mg, 0.6 mmol) inbutan-2-ol (1 mL) were added 2-methoxy-4-( 4-methylpiperazin-1-yl)aniline (133 mg, 0.6 mmol) and trifluoroacetic acid( 48 flL, 0.6 mmol). The reaction mixture was heated to 110C. and reacted in a sealed tube for 24 h, diluted by DCM,washed by saturated NaHC03 solution, washed by saturatedbrine, dried by anhydrous Na2S04 , evaporated the solventunder reduced pressure, and then purified by colunm chromatographyto yield a yellow solid (151 mg, 44%).[0106] 1H NMR (400Hz, CDCI3 ) o 7.99 (s, lH), 7.48 (d,1=7.5 Hz, lH), 7.44 (s, lH), 7.41 (t, 1=8.0 Hz, lH), 7.35 (s,lH), 6.97 (d, 1=7.5 Hz, lH), 6.63 (s, lH), 6.42 (d, 1=2.0 Hz,lH), 6.16 (d, 1=6.4 Hz, lH), 4.42 (s, 2H), 3.80 (s, 3H), 3.22(m, 4H), 3.08 (s, 3H), 2.79 (m, 4H), 1.47 (s, 9H).[01 07]

122833-04-9, As the paragraph descriping shows that 122833-04-9 is playing an increasingly important role.

Reference£º
Patent; GUANGZHOU INSTITUTE OF BIOMEDICINE AND HEALTH, CHINESE ACADEMY OF SCIENCES; Ding, Ke; Chang, Shaohua; Xu, Shilin; Zhang, Lianwen; Tu, Zhengchao; Ding, Jian; Geng, Meiyu; Chen, Yi; US2014/296216; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

122833-04-9, 2-Methoxy-4-(4-methylpiperazin-1-yl)aniline is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Exam pe 20olizine-7-carboxamideThis compound was prepared from its corresponding ester, using the same sequence of reactions as described for Exampe I using ntermediate F as starting material. The esterwas subsequently reacted with 2,6-diethylanihne according to procedures described in Examp?e 1. Purification was performed using preparative HPLC to afford the tifle compound (13.5 mg, 23.2%). Data: LCMS (C) Rt:12.686 mm; m/z 566.4 (M+H)., 122833-04-9

As the paragraph descriping shows that 122833-04-9 is playing an increasingly important role.

Reference£º
Patent; NETHERLANDS TRANSLATIONAL RESEARCH CENTER B.V.; DE MAN, Adrianus Petrus Antonius; BUIJSMAN, Rogier Christian; STERRENBURG, Jan Gerard; UITDEHAAG, Joost Cornelis Marinus; DE WIT, Joeri Johannes Petrus; ZAMAN, Guido Jenny Rudolf; WO2015/155042; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics