Category: 262368-30-9

262368-30-9, N-(4-Aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Method 1A suspension of methyl-3-[methoxy(phenyl)methylene]-2-oxoindoline-6- carboxylate (10,0 g; 0,032 mol) and N-(4-aminophenyl)-N-methyl-2-(4- methylpiperazin-1-yl)acetamide (8,6 g; 0,032 mol) in a mixture of methanol (72 ml) and N,N-dimethylformamide (18 ml) is heated to reflux. After 7 h of refluxing the suspension is cooled down to 0 C and stirring is maintained for additional 2 h. The solid is filtered, washed with methanol (40 ml) and dried to afford 15,4 g (88,1 %) of the “anilino” compound as yellow crystals. 1H-NMR (500 MHz, DMSO-de) delta: 11 ,00 (s, 1 H, 23-H); 12,23 (s, 19-H); 7,61 (t; J = 7,1 Hz, 1 H, 33-H); 7,57 (t, J = 7,5 Hz, 2 H, 32-H + 34-H); 7,50 (d, J = 7,7 Hz, 2 H, 31 -H + 35-H); 7,43 (d, J = 1 ,6 Hz, 1 H, 29-H); 7,20 (dd, J = 8,3; 1 ,6 Hz, 1 H, 27-H); 7,13 (d, J = 8,3 Hz, 2 H, 14-H + 18-H); 6,89 (d, 8,3 Hz, 2 H, 15-H + 17-H); 5,84 (d, J = 8,3 Hz, 1 H, 26-H); 3,77 (s, 3 H, 40-H3); 3,06 (m, 3 H, 12-H3); 2,70 (m, 2 H, 8-H2); 2,19 (m, 8 H, 2-H2, 3-H2, 5-H2, 6-H2); 2,11 (s, 3 H, 7-H3). 13C-NMR (126 MHz, DMSO-d6) delta: 54,5 (C-2 + C-6); 52,2 (C-3 + C-5); 45,6 (C-7); 59,1 (C- 8); 168,5 (C-9); 36,6 (C-12); 140,1 (C-13); 127,6 (C-14 + C-18); 123,8 (C-17 + C-15); 137,0 (C-16); 158,3 (C-20); 97,5 (C-21 ); 170,1 (C-22); 136,2 (C-24); 128,9 (C-25); 117,2 (C-26); 121 ,4 (C-27); 124,0(C-28); 109,4 (C-29); 131 ,9 (C- 30); 128,4 (C-31 + C-35); 129,4 (C-32 + C-34); 130,4 (C-33); 166,3 (C-37); 51 ,7 (C-40). MS (m/z): 540 (M + H)+. Anal, calcd. for C3iH33N5O4: C, 69.00; H, 6.16; N, 12.98. Found: C, 68.05; H, 6.21 ; N, 12.81., 262368-30-9

As the paragraph descriping shows that 262368-30-9 is playing an increasingly important role.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WO2009/71524; (2009); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

262368-30-9, N-(4-Aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step-2: To a solution of (E)-methyl 1-acetyl-3-(ethoxy(phenyl)methylene)-2-oxo-2,3-dihydro-1H-pyrrolo[3,2-c]pyridine-6-carboxylate (40 mg, 0.109 mmol) in DMF (0.2 mL) was added N-(4-aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide (28 mg, 0.109 mmol) at room temperature, and the reaction mixture was stirred at 110 C. for 2 h. The reaction mixture was cooled to RT, piperidine (0.2 mL) was added and stirred for 10 minutes at room temperature. The solvent was evaporated and the resulting residue was purified by silica gel column chromatography using 5% CH3OH in dichloromethane as eluent to afford (Z)-methyl 3-(((4-(N-methyl-2-(4-methylpiperazin-1-yl)acetamido)phenyl)amino)(phenyl)methylene)-2-oxo-2,3-dihydro-1H-pyrrolo[3,2-c]pyridine-6-carboxylate as yellow solid. MS (ES+): m/z 541.3 (MH+)., 262368-30-9

262368-30-9 N-(4-Aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide 21927707, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; ANGION BIOMEDICA CORP.; PANICKER, Bijoy; MISHRA, Rama K.; LIM, Dong Sung; OEHLEN, Lambertus J.W.M.; JUNG, Dawoon; US2015/306078; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

262368-30-9, N-(4-Aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Into a 500 mL reaction flask, 200 mL of methanol was added to 25.0 g of methyl (3-chloro-3-phenylmethylene)-2-oxoindoline-6-formate oil which was obtained by rotary evaporation from the previous reaction step, stirred until fully dissolved, 20.9 g of compound VI and 15.5 g of diisopropylethylamine were added, heated to 50-60 C. and reacted for 10 hours until TLC showed the disappearance of the raw materials. The reaction solution was evaporated to dryness and replaced with 200 mL of ethyl acetate, washed with water (100 mL*3 times), and then 6.6 g of anhydrous magnesium sulfate was added for drying and 6.6 g of activated carbon was added for decolorization successively. The obtained solution was evaporated to dryness and replaced with methanol/n-heptane, crystallized to obtain 37.1 g of nintedanib, yield 86.1%. 1H NMR (400 MHz, DMSO-d6): 12.17 (s, 1H), 11.03 (s, 1H), 7.64-7.59 (t, J=7.6 Hz, 2H), 7.56-7.52 (t, J=7.6 Hz, 2H), 7.50-7.45 (d, J=7.6 Hz, 1H), 7.43-7.40 (d, J=1.6 Hz, 1H), 7.21-7.17 (d, J=8.3 Hz, 1H), 7.15-7.07 (m, 2H), 6.82-6.77 (m, 2H), 5.85-5.83 (d, J=8.3 Hz, 1H), 3.79 (s, 3H), 3.11-3.04 (m, 3H), 2.75-2.66 (m, 2H), 2.27-2.19 (m, 5H), 2.16-2.11 (m, 3H), 2.10 (s, 3H). Mass: 540.2 [M+H+]., 262368-30-9

The synthetic route of 262368-30-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Zhejiang Huahai Pharmaceutical Co., Ltd.; Shanghai Syncores Technologies, Inc.; Li, Zeng; Cheng, Xiaosong; He, Xianliang; Zhang, Jicheng; Huang, Luning; Tao, Anping; Gu, Hong; (14 pag.)US2020/48225; (2020); 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.262368-30-9,N-(4-Aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide,as a common compound, the synthetic route is as follows.

Add to the reaction flask(E) -4 – [(2-methoxybenzylidene)Benzyl acetate-2-yl]3-nitrobenzoate (III) (4.47 g, 10 mmol),N- (4-aminophenyl) -N-methyl-2- (4-methylpiperazin-1-yl)Acetamide (IV)(2.88 g, 11 mmol) and 50 mL of dioxane, the temperature was raised to 80-85 C and the reaction was stirred for 2.5 hours.Cooled to room temperature, acid-added acid lithium carbonate (1.1 g) was added, and the mixture was stirred at room temperature for 3 hours.The reaction solution was poured into 150 mL of water to precipitate a solid.The crude product was recrystallized from methanol to give a pale yellow solid (Z) -4 – {[2- (N-methyl-2- (4-methylpiperazin-1-yl)Acetamidanilide) benzylidene]Benzyl acetate-2-yl}3-nitrobenzoate(V) 4.93 g, yield 73.9%.

262368-30-9, As the paragraph descriping shows that 262368-30-9 is playing an increasingly important role.

Reference£º
Patent; Suzhou Mirac Pharma Technology Co.,Ltd; Xu, Xuenong; (7 pag.)CN104262232; (2016); B;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

262368-30-9, N-(4-Aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a suspension of methyl (Z)-1-acetyl-3-(ethoxy(phenyl)methylene)-2-oxoindoline-6-carboxylate (6) (500 mg,1.368 mmol) in DMF (3.5 mL) was added N-(4-aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide (14) (395 mg,1.505 mmol, 1.1 equiv.) at RT. After heating the reaction mixture at 80 C for 1 h, it was allowed to cool to RT. Piperidine (297 lL,3.010 mmol, 2.2 equiv.) was then added and stirred for 2 h. Volatiles were removed in vacuo and water was added to the obtained residue and stirred for 15 min. The precipitate was then filtered under suction and cake was washed with water, then with minimum amount of cold methanol, and then ether. The obtained product was purified by column chromatography (neutral Al2O3,0-10% methanol in CH2Cl2) to afford 532 mg (72%) of target molecule 15. Major conformer 1H NMR (400 MHz, DMSO-d6): d 12.22 (s,1H), 10.98 (s, 1H), 7.66-7.47 (m, 5H), 7.42 (s, 1H), 7.24-7.09 (m,3H), 6.89 (d, J = 8.0 Hz, 2H), 5.83 (d, J = 8.0 Hz, 1H), 3.77 (s, 3H),3.06 (s, 3H), 2.69 (s, 2H), 2.34-2.06 (brs, 8H), 2.10 (s, 3H). HRMSm/z found 540.2606, calcd for C31H34N5O4 [M+H]+ 540.2605.

262368-30-9, As the paragraph descriping shows that 262368-30-9 is playing an increasingly important role.

Reference£º
Article; Edupuganti, Ramakrishna; Taliaferro, Juliana M.; Wang, Qiantao; Xie, Xuemei; Cho, Eun Jeong; Vidhu, Fnu; Ren, Pengyu; Anslyn, Eric V.; Bartholomeusz, Chandra; Dalby, Kevin N.; Bioorganic and Medicinal Chemistry; vol. 25; 9; (2017); p. 2609 – 2616;,
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.262368-30-9,N-(4-Aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide,as a common compound, the synthetic route is as follows.

Thus, in a first step and in accordance with what is described in WO 01/27081, 3-Z-[1-(4-(N-((4-methyl-piperazin-1-yl)-methylcarbonyl)-N-methyl-amino)-anilino)-1-phenyl-methylene]-6-methoxycarbonyl-2-indolinone is prepared as follows. 10.5 g (30.0 mmol) 1-acetyl-3-(1-ethoxy-1-phenylmethylene)-6-methoxycarbonyl-2-indolinone (prepared as described in WO 01/27081) and 8.60 g (33.0 mmol) N-[(4-methyl-piperazin-1-yl)-methylcarbonyl]-N-methyl-p-phenylendiamine (prepared as described in WO 01/27081) are dissolved in 80 ml dimethylformamide and mixed for 1 hour at 80C. After cooling, 6.50 ml piperidine is added and the whole is further mixed for 2 hours at room temperature. Water is added, the liquid over the resulting precipitate is sucked up, and the precipitate is washed again with a low quantity of water. The residue is suspended in 200 ml methanol, the liquid is sucked up, and the remaining residue washed with cold water and diethylether. The resulting product is vacuum dried at 110 C. [] Recovered product:12.4 g (77% of theoretical value)IR-spectroscopy:1610, 1655, 1711 cm-1 Tsmp. =253CMolecular formula: C31H33N5O4 Electrospray-mass spectrometry: m/z = 540 [M+H]+ [] Element analysis: calculatedC 68.99H 6.16N 12.98foundC 68.32H 6.29, 262368-30-9

262368-30-9 N-(4-Aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide 21927707, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Boehringer Ingelheim Pharma GmbH & Co.KG; EP1473043; (2004); 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.262368-30-9,N-(4-Aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide,as a common compound, the synthetic route is as follows.

Step-2: To a stirred solution of product from step-1 (0.18 g) in DMF (4 ml) was added N-(4-aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide (0.180 g, 0.6861 mmol) at RT and the reaction mixture was heated at 110 C. for 1 h. The reaction mixture was cooled to RT and stirred with triethyl amine (1 ml) for half an hour. The reaction mixture was evaporated and the crude product was purified by column chromatography using 0 to 10% methanol in dichloromethane as eluent to afford (Z)-methyl 1-acetyl-3-((4-(N-methyl-2-(4-methylpiperazin-1-yl) acetamido)phenylamino)(phenyl)methylene)-2-oxo-2,3-dihydro-1H-pyrrolo[3,2-b]pyridine-6-carboxylate as yellow solid. MS (ES+): m/z 583.4 (MH+)., 262368-30-9

The synthetic route of 262368-30-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ANGION BIOMEDICA CORP.; PANICKER, Bijoy; MISHRA, Rama K.; LIM, Dong Sung; OEHLEN, Lambertus J.W.M.; JUNG, Dawoon; US2015/306078; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics