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

The compound (1-2) obtained in the step 2) (355 mg, 1.537 mmol)Add to sec-butanol (15ml),Then, the compound (1-4) obtained in the step 4) (320 mg, 1.537 mmol) was added.To the above mixed system was added trifluoroacetic acid (0.17 mL, 2.3055 mmol).React at 100 C for 24 hours.The organic layer was washed with brine (10 mL¡Á4)Column chromatography (dichloromethane:methanol = 20:1) gave Compound 1 (yellow yellow solid, 211.0 mg, yield: 30.0%);, 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; Yang Cheng; (23 pag.)CN110117275; (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.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 Int-14 (100 mg, 0.335 mmol) and 2-methoxy-4-(4-methylpiperazin-l-yl)aniline (82 mg, 0.369 mmol) in 2- methoxyethanol (2 mL) was added 4 M HC1 in dioxane (0.086 mL, 0.343 mmol). The solution was stirred and heated at 110 C for 14 h. Then, additional 2-methoxy-4-(4-methylpiperazin-l- yl)aniline (40 mg, 0.180 mmol) and 1 drop of 4 M HC1 (aq) were added and the mixture was further irradiated under microwave conditions for 15 minutes at 160 C. Work up in the same way as Ex-20 provided the title compound as a light brown foam (97 mg, 60%). HPLC: 99% [tR = 8.7 min, 45% MeOH, 55% water (with 0.1% TFA), 20 min. NMR (400 MHz, DMSO-ifc): delta 7.83 (d, J = 8.8 Hz, 1H), 7.82 (s, 1H), 7.42 (s, 1H, disappeared on D20 shake), 7.18 (ddd, J = 8.2, 7.4, 1.7 Hz, 1H), 7.14 (t, / = 6.3 Hz, 1H, reduced by 50% on D20 shake), 7.07 (dd, / = 7.4, 1.7 Hz, 1H), 6.94 (dd, / = 8.2, 0.9 Hz, 1H), 6.85 (td, / = 7.4, 0.9 Hz, 1H), 6.60 (d, / = 2.5 Hz, 1H), 6.34 (dd, / = 8.8, 2.5 Hz, 1H), 3.79 (s, 3H), 3.76 (s, 3H), 3.50 (q, / = 6.3 Hz, 2H), 3.10- 3.03 (m, 4H), 2.82 (t, / = 6.3 Hz, 2H), 2.47-2.41 (m, 4H), 2.21 (s, 3H). HPLC-MS (ESI+): m/z 483.3 [50%, (M35C1+H)+], 242.2 [100%, (M35C1+2H)2+]. LC-MS (ESI+): 483.2 [100%, (M35C1+H)+]. HRMS (ESI+): m/z calcd for C25H31CI2N6O2 (M+H)+ 483.2270, found 483.2272., 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; 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

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

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

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: 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

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

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

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

tert-butyl 4-(3-benzyl-7-(methylsulfonyl)-2-oxo-3,4-dihydropyrimido[4,5-d]pyrimidin-1(2H)-yl)piperidine-1-carboxylate (7) (1g, 2mmol) was added sec-butyl alcohol containing 10mL sealed vial, was added successively 2-methoxy-4-(4-methylpiperazin-1-yl)aniline ( 531mg, 2.4mmol) and TFA (180muL, 2.4mmol).It was heated to 110C, stirred for 18 hours. Cooled to room temperature, poured into 10% NaHCO3Aqueous solution, extracted with methylene chloride twice, combined organic phase was washed with water twice and saturated brine, dried over anhydrous Na2SO4Dried, filtered and spin dry, column chromatography solid 0.684g (53.3%).

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; Guangzhou Institute of biomedicine and health, Chinese Academy of Sciences; Ding, Ke; Xu, Shilin; Xu, Tianfeng; Zhang, Lianwen; Ding, Fang; Tu, Zhengchao; Lu, Xiaoyun; Ding, Jian; Geng, MeiYu; (82 pag.)CN104418860; (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.122833-04-9,2-Methoxy-4-(4-methylpiperazin-1-yl)aniline,as a common compound, the synthetic route is as follows.

6-chloro-4-(3-nitTophenoxy)- l -(tetrahydro-2H-pyran-2-yl)-l H-pyrazolo[3,4-d]pyrimidine (4, 0.15 g, 0.4 mmol), 2-methoxy-4-(4-methylpiperazin-l-yl) aniline (5, 88 mg, 0.4 mmol), Pd(OAc)2 (5 mg, 0.02 mmol), X-phos (23 mg, 0.04 mmol) and Cs2C03 (390 mg, 1.2 mmol) were taken up in tetrahydrofuran (THF) (2 mL) to form a mixture and the mixture was placed under microwave irradiation at 85 C for 45 min. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was concentrated, and water was added. The resulting mixture was then extracted with ethyl acetate and the organic extract was dried over anhydrous sodium sulfate and evaporated to dryness to form a crud product. The crude product was purified by column chromatography using 3 % MeOH-DCM to afford N-(2-methoxy-4-(4-methyl piperazin-l -yl) phenyl)-4-(3-nitrophenoxy) -l -(tetrahydro-2H-pyran-2-yl)-l H-pyrazolo [3,4- d]pyrimidin-6-amine (6, 49 mg, 22 %). NMR (400 MHz, CDC13): delta 8.30-8.22 (m, 2H), 7.95 (s, 1H), 7.68-7.60 (m, 3H), 7.40 (s, 1 H), 6.55 (s, 1 H), 5.90-5.85 (d, 1 H), 4.19-4.10 (d, 1 H), 3.85 (s, 3H), 3.80-3.79 (m, 1 H), 3.18 (bs, 4H), 2.65-2.60 (m, 5H), 2.36 (s, 3H), 2.19-2.18 (m, 1 H), 1.95- 1 .90 (d, 1 H), 1.80- 1.78 (m, 2H), 1 .65- 1.60 (d, 1 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; 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,122833-04-9

5-chloro-N-(2-methoxy-4-(4-methyIpiperazin-l-yl)phenyl)-4-(3-nitrophenoxy)pyrimidin- 2-amine A flask was charged with 2,5-dichloro-4-(3-nitrophenoxy)pyrimidine (1.56 g, 5.45 mmol), 2-methoxy-4-(4-methylpiperazin-l-yl)benzenamine (1.21 g, 5.45 mmol), TFA ( 0.42 mL, 5.45 mmol uL), 2-BuOH (30 mL). The slurry was heated to 1000C for 2h. The reaction mixture was allowed to cool to room temperature and, was neutralized with a saturated aqueous sodium bicarbonate solution. The aqueous mixture was then extracted with ethyl acetate (50 mL) three times. The crude product was purified using flash chromatography with 30: 1 :0.3 (v/v/v) dichloromethane-methanol-triethylamine to afford 2.07 g brown solid (81%). 1H NMR 600 MHz (DMSO d6) delta 8.38 (s, IH), 8.28 (s, IH), 8.16 (m, 2H), 7.76 (m, 2H), 7.08 (s, I H), 6.46 (m, IH), 6.14 (m, I H), 3.72 (s, 3H), 3.33 (m, 4H), 3.05 (m, 4H), 2.28 (s, 3H); MS m/z: 471.91 (M+1).

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; GRAY, Nathanael, S.; JANNE, Pasi; ECK, Michael, J.; ZHOU, Wenjun; WO2010/129053; (2010); A2;,
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.

2-chloro-7-(3-nitrophenyl)thieno[3,2-d]pyrimidine (6, 0.5 g, 1.7 mmol) and 2-methoxy-4-(4- methylpiperazin- l -yl)aniline (7, 0.34 g, 1.5 mmol) were taken up in 2,2,2 trifluoroethanol (5 mL) along with p-toluenesulfonic acid (p-TSA) (0.980 g, 5.1 mmol) to form a mixture. The mixture was heated at 150 C for 45 min in a microwave. The production of product 8 in the reaction mixture was monitored using LCMS. The reaction mixture was then basified with 0.5M NaOH (in CH3OH) and concentrated. Water was added to the resultant concentrate and the mixture was extracted in ethyl acetate, dried over Na2S04 and concentrated. The resultant concentrate was purified by column chromatography (Silica gel 10%CH3OH in DCM) to obtain a yellow solid of N-(2-methoxy-4-(4- methylpiperazin- l -yl)phenyl)-7-(3-nitrophenyl)thieno[3,2-d]pyrimidin-2-amine (8, 0.265 g, 32%). ‘HNMR (CDC13): 8.58-8.55 (d, 2H), 8.43-8.35 (dd, 2H), 8.30-8.25 (d, I H), 8.10 (s, I H), 7.70-7.63 (m, 2H), 6.58 (s, I H), 6.58 (s, I H), 3.90 (s, 3H), 3.24-3.18 (m, 4H), 2.72-2.65 (m, 4H), 2.40 (s, 3H), 122833-04-9

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

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

2-(methylsulfonyl)-4-(3-nitrophenoxy)pyrazolo[l ,5-a][ l ,3,5]triazine (7, 0.25 g, 0.74 mmol), 2-methoxy-4-(4-methylpiperazin- l -yl)aniline (8, 0.164 g, 0.74 mmol), Cul (14 mg, 0.074 mmol), L- proline (17 mg, 0.14 mmol) and K3P04 (0.474 g, 2.2 mmol) in DMF (5 mL) was stirred at 80 C for overnight. Reaction was monitored by TLC and LCMS. After completion of the reaction, water was added and extracted with ethyl acetate. Organic layer was washed with brine, dried over anhydrous sodium sulfate and evaporated under reduced pressure. Crude product was purified by column chromatography using 3% MeOH-DCM to afford N-(2-methoxy-4-(4-methyIpiperazin- l -yl)phenyl)- 4-(3-nitrophenoxy) pyrazolo[ l ,5-a][ l ,3,5]triazin-2-amine (9, 0.15 g, 42%). NMR (400 MHz, CDjOD): delta 8.20-8.18 (m, 2H), 8.10 (s, 1 H), 7.70-7.45 (m, 3H), 6.65 (s, 1 H), 6.40-6.30 (d, 1 H), 6.25 (s, 1 H), 3.95 (s, 3H), 3.30-3.20 (t, 4H), 2.70-2.60 (t, 4H), 2.32 (s, 3H).

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; GATEKEEPER PHARMACEUTICAL, INC.; GRAY, Nathanael, S.; ZHOU, Wenjun; WO2011/79231; (2011); 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 n-butanol (2 mL) was added compound 4A-3 (30 mg, 0.135 mmol) and compound 5A-2 (47 mg, 0.135 mmol), and then p-toluenesulfonic acid (23.3 mg, 0.135mmol) was added under stirring. The mixture was heated to 100C and stirred for 5 hours. After TLC indicated the reaction was completed, the reaction mixture was concentrated under reduced pressure to give a crude product, which was further purified and isolated by column chromatography to obtain an off-white solid proudct, compound I-5 (59 mg, yield 81.8%). 1H NMR (400 MHz, cd3od) delta 9.09 (d, J=8.2 Hz, 1H), 8.33 (dd, J=4.3, 1.2 Hz, 1H), 8.09 (s, 1H), 7.54 (d, J=8.7 Hz, 1H), 7.48 (dd, J=8.7, 4.3 Hz, 1H), 6.67 (d, J=2.2 Hz, 1H), 6.54 (dd, J=8.7, 2.4 Hz, 1H), 3.89-3.73 (m, 4H), 3.27 (dd, J=9.3, 4.9 Hz, 4H), 2.89-2.73 (m, 4H), 2.49 (s, 3H), 1.30 (d, J=6.9 Hz, 6H). LCMS: t=0.662 min, 532.3 (M), 534.3 (M+1)., 122833-04-9

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

Reference£º
Patent; Humanwell Healthcare (Group) Co., Ltd.; WANG, Xuehai; XU, Yong; SHENG, Xijun; ZHANG, Xiaolin; XIA, Hangui; YANG, Zhongwen; YUE, Yang; HUANG, Lu; XIAO, Qiang; (80 pag.)EP3372594; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics