Some tips on 122833-04-9

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.

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.

[00436] 2,5-Dichloro-N-(3-nitrobenzyl)pyrimidin-4-amine (150 mg, 0.5 mmol), 2- methoxy-4-(4-methylpiperazin-l-yl)aniline (166 mg, 0.75 mmol), and trifluoroacetic acid (57 mu, 0.75 mmol) was combined in sec-butanol (5 mL) and stirred overnight at 100 C. The mixture was then concentrated and purified by column chromatography (1087) (dichloromethane: methanol = 10: 1) to yield 184 mg (76%) of the title product as a pale- yellow solid. MS (ESI) m/z 484 (M+H)+.

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
Patent; DANA-FARBER CANCER INSTITUTE, INC.; GRAY, Nathanael; TAN, Li; (219 pag.)WO2015/164614; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 122833-04-9

122833-04-9, The synthetic route of 122833-04-9 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.122833-04-9,2-Methoxy-4-(4-methylpiperazin-1-yl)aniline,as a common compound, the synthetic route is as follows.

A solution of 2-chloro-9-cyclopentyl-7-ethyl-purin-8-one (Method 5) (0.1 g), 2-methoxy- 4-(4-methylpiperazin-l-yl)aniline (Compound 46-3, page 138 in WO 04/080980) (0.16 g) and 4-toluenesulphonic acid (0.13 g) in 2-propanol (2 mL) was heated at 1900C for Ih by microwave. After cooling the mixture was concentrated in vacuo and purified by FCC using 0-5% of (10:1 MeOetaxonc. aq. NH3) in DCM to afford the title compound (0.05 g, 31%) as a pale yellow foam; 1H NMR: (CDCl3) 1.34 (3H, t), 1.68 (2H, m), 2.33 (2H, m), 2.36 (3H, s), 2.60 (4H, m), 3.17 (4H, m), 3.87 (2H, q), 3.89 (3H, s), 4.81 (IH, tt), 6.55 (IH, dd), 6.57 (IH, s), 7.30 (IH, s), 7.86 (IH, s), 8.25 (IH, d); m/z: MH+ 453; EAA: 0.220; EAA2: 0.0538.

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; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/24824; (2009); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Some tips on 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.

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.,122833-04-9

10208] Step 1. To a mixture of 2-methoxy-4-(4-methylpip- erazin-1-yl)aniline (Combi-l3locks mc, Cat: SS-3744; 342 mg, 1.55 mmol) and tert-butyl (3-(2-(methylsulfinyl)-7-ox- opyrido[2,3-d]pyrimidin-8(7H)-yl)phenyl)carbamate (52) (521 mg, 1.30 mmol)intert-butanol(lOmL, 105 mmol) was added DIEA (0.57 mE, 3.25 mmol). The reactionmixture was heated at 800 C. in an oil bath for 21 h. The resulting brown suspension was concentrated under reduced pressure and the crude solid was suspended in Et20 (ca. 20 mE) and filtered affording the crude material of tert-butyl (3-(2-((2-methoxy- 4-(4-methylpiperazin-1 -yl)phenyl)amino)-7-oxopyrido[2,3- d]pyrimidin-8(7H)-yl)phenyl)carbamate (la) as a green solid. mlz (ESI, +ve ion) 558.0 (M+H). ?H NMR (400 MHz, DMSO-d5) oe ppm 9.57 (1H, s), 8.73 (1H, s), 8.14 (1H, s), 7.89 (1H, d, J9.4 Hz), 7.57 (1H, d, J8.4 Hz), 7.42 (3H, t, J8.0Hz), 7.28 (1H, d, J8.8 Hz), 6.87 (1H, d, J8.6 Hz), 6.53 (1H, d, J2.3 Hz), 6.43 (1H, d, J9.4 Hz), 6.05 (1H, br. s.), 3.73- 3.82 (3H, m), 3.06 (4H, br. s.), 2.36-2.47 (4H, 2.15-2.26 (3H, s), 1.45 (9H, s).

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
Patent; TASKER, Andrew; WURZ, Ryan; PETTUS, Liping H.; HERBERICH, Bradley J.; US2014/249131; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 122833-04-9

122833-04-9, The synthetic route of 122833-04-9 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.122833-04-9,2-Methoxy-4-(4-methylpiperazin-1-yl)aniline,as a common compound, the synthetic route is as follows.

A mixture of 7-chloro-1-cyclobutyl-3-(2,6-dimethylphenyl)-3,4- dihydropyrimido[4,5-d]pyrimidin-2(1H)-one (3) (70 mg, 0.204 mmol), 2-methoxy-4-(4- methylpiperazin-1-yl)aniline (66 mg, 0.298 mmol) and TFA (0.5 mL) in n-BuOH (5 mL) was stirred at 110C overnight, the mixture was concentrated, the residue was purified by prep- HPLC (0.05%NH4HCO3in CH3CN-H20) to give YKL-06-061 as white solid (50 mg, yield 47%). LCMS (m/z): 528 [M + H]+. 1H-NMR (CDCl3 , 400 MHz): delta 8.22 (d, J = 8.4 Hz, 1H), 7.95 (s, 1H), 7.36 (s, 1H), 7.09 – 7.16 (m, 3H), 6.56 – 6.60 (m, 2H), 4.90 – 4.98 (m, 1H), 4.37 (s, 2H), 3.90 (s, 3H), 3.20 (t, J = 5.2 Hz, 4H), 2.58 – 2.68 (m, 6H), 2.46-2.54 (m, 2H), 2.38 (s, 3H), 2.23 (s, 6H), 1.74-1.89 (m, 2H).

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; THE GENERAL HOSPITAL CORPORATION; DANA-FARBER CANCER INSTITUTE, INC.; MURAKAMI, Ryo; FISHER, David, E.; MUJAHID, Nisma; GRAY, Nathanael, S.; (0 pag.)WO2018/160774; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Some tips on 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.

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.

General procedure: A mixture of 5a(210 mg, 0.690 mmol) and MsOH (0.13 mL, 2.00 mmol) in EtOH (3 mL) was stirred at room temperature for 15 min. To this mixture was added 13a (170 mg, 0.543 mmol), and the reaction mixture was stirred at 100C for 2 h. After the mixture was cooled to room temperature, water and saturated aqueous NaHCO3 solution were added. The resulting slurry was extracted with CHCl3, and the organic layer was dried overNa2SO4, then concentrated in vacuo. The residue was purifiedby silica gel column chromatography (CHCl3/MeOH/28%aqueous NH3=50 : 1 : 0.1 to 30 : 1 : 0.1) to give 14a (180 mg,57%)., 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; Iikubo, Kazuhiko; Kondoh, Yutaka; Shimada, Itsuro; Matsuya, Takahiro; Mori, Kenichi; Ueno, Yoko; Okada, Minoru; Chemical and Pharmaceutical Bulletin; vol. 66; 3; (2018); p. 251 – 262;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 122833-04-9

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

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

A mixture of III-l-c (29 mg, 0.1 mmol), 2-methoxy-4-(4-methylpiperazin-l- 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 1.2 mL of /-BuOH was heated at 100 C in a seal tube for 4 h. Then the reaction was filtered through celite and eluted with dichloromethane. Concentrated and the residue was purified by reverse-phase prep-HPLC using a water (0.05% TFA)/acetonitrile (0.05% TFA) gradient to afford the title compound HM as TFA salt (14 mg). 1H NMR (600 MHz, CD3OD) delta 8.03 (s, br, IH), 7.56-7.53 (m, 2H), 7.50-7.47 (m, IH), 7.36 (d, J = 7.2 Hz, 2H), 6.94 (d, J= 8.4 Hz, IH), 6.62 (s, IH), 6.08 (s, br, IH), 4.17 (t, J= 5.4 Hz, 2H), 3.84 (s, 3H), 3.78-3.72 (m, 2H), 3.63-3.58 (m, 2H), 3.35 (s, 3H), 3.28-3.22 (m, 2H), 3.06 (t, J= 4.8 Hz, 2H), 3.04-2.98 (m, 2H), 2.97 (s, 3H). MS (ESI) m/z 474 (M+H)+., 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; DANA FARBER CANCER INSTITUTE; GRAY, Nathanael, S.; DENG, Xianming; KWIATKOWSKI, Nicholas, Paul; WO2010/80712; (2010); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 122833-04-9

122833-04-9, The synthetic route of 122833-04-9 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.122833-04-9,2-Methoxy-4-(4-methylpiperazin-1-yl)aniline,as a common compound, the synthetic route is as follows.

P-toluenesulfonic acid (150 mg, 0.84 mmol) was added to the solution of 6-(2-chloropyrimidin-4-yl)-4-fluoro-1-isopropyl-2-methyl-1H-benzo[d]imidazole (compound 3, 130 mg, 0.42 mmol) and 2-methoxy-4-(4-methylpiperazin-1-yl)aniline (compound 6, 111 mg, 0.50 mmol) in isopropyl alcohol (3 mL), and reacted under microwave at 180 C. for 1 hour. The reaction mixture was concentrated under reduced pressure, the residue was adjusted to basic with saturated sodium bicarbonate, extracted with dichloromethane (30 mL¡Á3), the organic phase was combined, washed with brine (30 mL) and dried over anhydrous sodium sulfate, the solvent was removed, and the filtrate was separated on column chromatography (eluant:dichloromethane/methanol (v/v)=13:1), to afford 40 mg of a pale yellow solid, yield was 19.4%. LC-MS(APCI): m/z=490.3 (M+1); 1H NMR (500 MHz, DMSO-d6) (delta/ppm) 8.42 (d, J=5.2 Hz, 1H), 8.26 (s, 1H), 8.06 (s, 1H), 7.82 (d, J=8.7 Hz, 1H), 7.74 (d, J=12.1 Hz, 1H), 7.44 (d, J=5.2 Hz, 1H), 6.67 (d, J=2.2 Hz, 1H), 6.51 (dd, J=8.7, 2.3 Hz, 1H), 4.90-4.71 (m, 1H), 3.81 (s, 3H), 3.21-3.14 (m, 4H), 2.67-2.53 (m, 7H), 2.32 (s, 3H), 1.59 (d, J=6.9 Hz, 6H).

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; Shenzhen TargetRx, Inc.; Wang, Yihan; Ren, Xingye; Jin, Jian; Li, Huanyin; Ai, Yixin; (162 pag.)US2019/152954; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Simple exploration of 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.

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: General procedure for the synthesis of 15b-15u. To a solution ofcompound 13a (0.41 g, 1.06 mmol) in 2-butanol (5 mL), 1-(2-(dimethylamino)ethyl)-1H-pyrazol-4-amine (0.196 g, 1.27 mmol)and trifluoroacetic acid (94 mL) were added in a sealed tube. Thereactionwas heated at 95 C for 18 h. The reaction mixturewas thenallowed to cool to room temperature. The mixture was transferredto a round-bottom flask and then the solvent was removed underreduced pressure. The residue was dissolved in DCM (2.0 mL) andTFA (2.0 mL), and the resulting mixture was stirred for 5 h at roomtemperature. The solvent was removed under reduced pressure,and the residue was neutralized with saturated NaHCO3 aqueoussolution. The water layer was extracted with DCM. The organiclayer was combined and washed with brine, dried over Na2SO4,filtered, concentrated, and purified by silica gel chromatography toafford 15a as a yellow solid (0.264 g, 65% for two steps)., 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; Yu, Lei; Huang, Minhao; Xu, Tianfeng; Tong, Linjiang; Yan, Xiao-e; Zhang, Zhang; Xu, Yong; Yun, Caihong; Xie, Hua; Ding, Ke; Lu, Xiaoyun; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 1107 – 1117;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 122833-04-9

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

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 Int-17 (50 mg, 0.148 mmol) and 2-methoxy-4- (4-methylpiperazin-l-yl) aniline (33 mg, 0.148 mmol) in MeOH (1 mL), 2 drops of 4 M HC1 (aq.) was added. The solution was irradiated under microwave conditions for 30 minutes at 160 C. The solution was transferred to a separatory funnel with EtOAc (40 mL), and washed with saturated NaHCCb (10 mL). The aqueous layer was re-extracted with EtOAc (2 x 20 mL). The organic layers were combined, dried (Na2S04), filtered, and concentrated under reduced pressure. The resulting crude mixture was purified by flash chromatography (S1O2) eluting with DCM in MeOH (0% to 10%) to provide the title compound as a thin film (27 mg, 35%). HPLC: 94% [tR = 5.9 min, 45% MeOH, 55% water (with 0.1% TFA), 20 min]. NMR (400 MHz, DMSO-d6): delta 7.87 (d, / = 8.8 Hz, 1H), 7.85 (s, 1H), 7.40 (d, / = 8.1 Hz, 2H), 7.31 (t, / = 6.8 Hz, 1H), 7.29 (s, 1H, disappeared on D20 shake), 7.23 (t, / = 8.1 Hz, 1H), 6.60 (d, / = 2.5 Hz, 1H), 6.43 (dd, / = 8.8, 2.5 Hz, 1H), 3.82 (s, 3H), 3.59 (q, / = 6.8 Hz, 2H), 3.18 (d, / = 6.8 Hz, 3H from methanol), 3.10-3.04 (m, 4H), 2.46-2.41 (m, 4H), 2.20 (s, 3H). HPLC-MS (ESI+): m/z 523.2 [25%, (M35C135C137C1+H)+], 521.2 [25%, (M35C135C135C1+H)+], 262.2 [100%, (M35C135C137C1+2H)2+], 261.2 [95%, (M35C135C135C1+2H) 2+]. LC-MS (ESI+): 521.2 [100%, (M35C135C135C1+H)+]. HRMS (ESI+): m/z calcd for C24H27Cl3N60 (M+H)+ 521.1385, found 521.1390.

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

Reference£º
Patent; H. LEE MOFFITT CANCER CENTER & RESEARCH INSTITUTE; MAHAJAN, Nupam P.; MAHAJAN, Kiran N.; LAWRENCE, Nicholas J.; LAWRENCE, Hirshani R.; (85 pag.)WO2017/23899; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 122833-04-9

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

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

A solution of the product of EXAMPLE SE (300 mg, 1.4 mmol), 2-methoxy-4-(4-methylpiperazin- 1 -yl) aniline (338 mg, 1.53 mmol) andtriethylamine (421 mg, 4.17 mmol) in 1,4-dioxane (30 mL) was stirred at 105 C. under nitrogen for 12 hours. The solvent was removed under vacuum and the residue was washed with sodium bicarbonate solution and ethanol. The crude product was recrystallized from 1 ,4-dioxane to give the title compound.10318] ?H NMR (DMSO-d5) oe ppm 12.66 (s, 1H), 11.35 (s, 1H), 8.31 (d, J=9.0 Hz, 1H), 8.25 (s, 1H), 6.68 (d, J=1.2 Hz, 1H), 6.54 (dd, J=1.2, 9.0 Hz, 1H), 3.89 (s, 3H), 3.21-3.10 (m, 4H), 2.50-2.44 (m, 4H), 2.25 (s, 3H)., 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; ABBVIE INC.; Vasudevan, Anil; Penning, Thomas Dale; Chen, Huanming; Liang, Bo; Wang, Shaohui; Zhao, Zhongqiang; Chai, Dikun; Yang, Leifu; Gao, Yingxiang; Pliushchev, Marina; US2014/171429; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics