Category: 70261-82-4

70261-82-4, 4-(4-Methylpiperazin-1-ylmethyl)phenylamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

70261-82-4, To a mixture of 7- (3-BROMOPHENYL)-5-METHYL-M (3,4, 5- trimethoxyphenyl) imidazo [5, 1-f] [1,2, 4] TRIAZIN-2-AMINE (EXAMPLE 9) (40 mg, 0.085 MMOL), 4- [ (4-METHYLPIPERAZIN-1-YL) METHYL] ANILINE (20.9 mg, 0.102 MMOL), (S)- (-)-2, 2′-Bis (DIPHENYLPHOSPHINO), 1, 1 -BINAPHTHYL ((S)-BINAP) (15.9 mg, 0.026 MMOL), Tris (DIBENZYLIDINEACETONE) DIPALLADIUM (0) (7.8 mg, 0. 008 MMOL) and sodium t-butoxide (11.4 mg, 0.12 MMOL) was added1, 4-dioxane (1.5 ML). In a sealed reaction vessel, the mixture was heated with microwave radiation at 140 C for 60 minutes. After cooling to room temperature, diluted mixture with methanol (5 mL) and ethyl acetate (5 mL) followed by filtration over celite. Removed solvent under reduced pressure and diluted brown residue in DMSO (1.0 mL). Injected (2 x 0.5mL) on an Agilent reverse phase prep LC subjected to a gradient elution using ACETONITRILE (0. 1% Formic acid): water (0. 1% Formic acid) (10: 90 to 90: 10). The appropriate fractions were combined and concentrated under reduced pressure to give 5-methyl-7- [3-({4-[(4-methylpiperazin-1-yl)methyl]phenyl}amino)phenyl]-N- (3,4, 5- trimethoxyphenyl) imidazo [5, 1-4 [1,2, 4] TRIAZIN-2-AMINE (0.021 g) as a yellow SOLID. 1H NMR (CDCI3) : No. 8.78 (s, 1 H), 8.47 (s, 1 H), 8.09 (dd, J= 1.9, 1. 8 Hz, 1H), 8.0-7. 98 (m, 1H), 7.33 (dd, J= 7.9, 7.8 Hz, 1H), 7.19 (ddd, J= 7.9, 2.2, 0.8 Hz, 1H), 7.16-7. 14 (m, 2H), 7.11 (s, 1H), 7.07-7. 05 (m, 2H), 6.94 (m, 2H), 3.82 (s, 9H), 3.53 (s, 2H), 2.90-2. 54 (m, 14H). MS m/z 595 (M+1).

70261-82-4 4-(4-Methylpiperazin-1-ylmethyl)phenylamine 3153996, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; SMITHKLINE BEECHAM CORPORATION; WO2004/87652; (2004); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

70261-82-4, 4-(4-Methylpiperazin-1-ylmethyl)phenylamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 249; 2 ‘-Chloro-5 ‘-(cyclohexanecarbonyl-amino)-biphenyl-4-carboxylic acid [4-(4-methyl- piperazin- 1 -ylmethyl)-phenyl] -amide; A mixture of 2′-Chloro-5’-(cyclohexanecarbonyl-amino)-biphenyl-4-carboxylic acid(103mg), 4-(4-methyl-pirhoerazin-l-ylmethyl)-phenylamine (59mg) and HBTU (148mg) in dry DMF (1 OmI) containing triethylamine (362mul) was stirred at room temp for 18h.Most of the DMF was evaporated and the residue diluted with water. The resulting solid was collected by filtration. This material was then purified by reverse phase Prep HPLC giving the title compound as a yellow solid (51mg) EPO 1H NMR (DMSO, delta) 1.10-1.81 (1OH, m), 2.17 (3H, s), 2.24-2.28 (9H, m), 3.43 (2H, s),7.29 (2H, d), 7.41-7.61 (2H, m), 7.67 (IH, dd), 7.71-7.81 (2H, m), 8.05 (2H5 d,), 8.83(2H, m), 10.13 (IH, s), 10.36 (IH, s).LCMS- ES+ = 544,546., 70261-82-4

70261-82-4 4-(4-Methylpiperazin-1-ylmethyl)phenylamine 3153996, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; ARROW THERAPEUTICS LIMITED; WO2007/31791; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

70261-82-4, 4-(4-Methylpiperazin-1-ylmethyl)phenylamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

70261-82-4, To a mixture of 7- (3-BROMOPHENYL)-5-METHYL-M (3,4, 5- trimethoxyphenyl) imidazo [5, 1-f] [1,2, 4] TRIAZIN-2-AMINE (EXAMPLE 9) (40 mg, 0.085 MMOL), 4- [ (4-METHYLPIPERAZIN-1-YL) METHYL] ANILINE (20.9 mg, 0.102 MMOL), (S)- (-)-2, 2′-Bis (DIPHENYLPHOSPHINO), 1, 1 -BINAPHTHYL ((S)-BINAP) (15.9 mg, 0.026 MMOL), Tris (DIBENZYLIDINEACETONE) DIPALLADIUM (0) (7.8 mg, 0. 008 MMOL) and sodium t-butoxide (11.4 mg, 0.12 MMOL) was added1, 4-dioxane (1.5 ML). In a sealed reaction vessel, the mixture was heated with microwave radiation at 140 C for 60 minutes. After cooling to room temperature, diluted mixture with methanol (5 mL) and ethyl acetate (5 mL) followed by filtration over celite. Removed solvent under reduced pressure and diluted brown residue in DMSO (1.0 mL). Injected (2 x 0.5mL) on an Agilent reverse phase prep LC subjected to a gradient elution using ACETONITRILE (0. 1% Formic acid): water (0. 1% Formic acid) (10: 90 to 90: 10). The appropriate fractions were combined and concentrated under reduced pressure to give 5-methyl-7- [3-({4-[(4-methylpiperazin-1-yl)methyl]phenyl}amino)phenyl]-N- (3,4, 5- trimethoxyphenyl) imidazo [5, 1-4 [1,2, 4] TRIAZIN-2-AMINE (0.021 g) as a yellow SOLID. 1H NMR (CDCI3) : No. 8.78 (s, 1 H), 8.47 (s, 1 H), 8.09 (dd, J= 1.9, 1. 8 Hz, 1H), 8.0-7. 98 (m, 1H), 7.33 (dd, J= 7.9, 7.8 Hz, 1H), 7.19 (ddd, J= 7.9, 2.2, 0.8 Hz, 1H), 7.16-7. 14 (m, 2H), 7.11 (s, 1H), 7.07-7. 05 (m, 2H), 6.94 (m, 2H), 3.82 (s, 9H), 3.53 (s, 2H), 2.90-2. 54 (m, 14H). MS m/z 595 (M+1).

70261-82-4 4-(4-Methylpiperazin-1-ylmethyl)phenylamine 3153996, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; SMITHKLINE BEECHAM CORPORATION; WO2004/87652; (2004); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

70261-82-4, 4-(4-Methylpiperazin-1-ylmethyl)phenylamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(E)-(3-(3-(2-(2-Pyridyl))vinyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole was added to a round bottom flask. 6-yl) thio)propionic acid (50 mg) followed by N,N-dimethylformamide (5 ml), 4-((4-methylpiperazin-1-yl)methyl)aniline (28 mg ),2-(7-oxidized benzotriazole)-N,N,N’,N’-tetramethylureaFluorophosphate (70 mg) and triethylamine (0.05 ml).The reaction system was stirred at room temperature for 14 hours under argon atmosphere.After the reaction is over,The system was evaporated to dryness under reduced pressure.The resultant was diluted with water and extracted with ethyl acetate.Organic phase with water,After washing with saturated brine, it was dried over anhydrous sodium sulfate.The organic phase is filtered,After evaporation under reduced pressure, the crude product was dissolved in anhydrous dichloromethane (5ML),Trifluoroacetic acid (1 mL) was added.The reaction system was stirred at room temperature for 14 hours under argon atmosphere.After the reaction,The system is evaporated to dryness under reduced pressure.The resultant was diluted with water and neutralized to pH > 10 with a saturated sodium hydrogen carbonate solution.The aqueous phase was extracted with ethyl acetate.Organic phase with water,After washing with saturated brine, it was dried over anhydrous sodium sulfate.The organic phase is filtered,After evaporation under reduced pressure, a crude product was obtained.The crude product was purified by column chromatography on silica gel to yield purified compound 134.

70261-82-4, As the paragraph descriping shows that 70261-82-4 is playing an increasingly important role.

Reference：
Patent; Chinese Academy Of Sciences Hefei Matter Sciences Institute; Liu Jing; Liu Qingsong; Liu Xuesong; Wang Beilei; Jiang Zongru; Yu Kailin; Chen Cheng; Zou Fengming; Liu Qingwang; Liu Xiaochuan; Wang Wei; Wang Wenliang; Hu Chen; Wang Wenchao; Wang Junjie; Wang Li; (82 pag.)CN109942544; (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.70261-82-4,4-(4-Methylpiperazin-1-ylmethyl)phenylamine,as a common compound, the synthetic route is as follows.

[0192] A suspension of intermediate 33 (0.10 g, 0.28 mmol), 4-(4-methyl-piperazin-l- ylmethyl)-phenylamine (65 mg, 0.32 mmol), Pd2(dba)3 (20 mg, 0.022 mmol), Xantphos (25 mg, 0.043 mmol) and cesium carbonate (0.18 g, 0.55 mmol) in dioxane/DMF (3/1, 4 mL) was sealed in a microwave reaction tube and irradiated with microwave at 170 C for 15 min. After cooling to room temperature, the cap was removed and the resulting mixture filtered and the filtered solid washed with DCM. The filtrate was concentrated and the residue purified by HPLC. The fractions were combined and poured into saturated NaHCO3 solution (30 mL). The combined aqueous layers were extracted with EtOAc (2 x 30 mL) and the combined organic layers washed with brine, dried over anhydrous Na2SO4 and filtered. The filtrate was concentrated and the residue dissolved in minimum amount of EtOAc and hexanes added until solid precipitated. After filtration, the title compound was obtained as a white solid (53 mg, 36%).[0193] 1H NMR (500 MHz, DMSO-d6): delta 1.12 (s, 9H), 2.13 (s, 3H), 2.15 (s, 3H), 2.20- 2.45 (m, 4H), 3.25-3.40 (m, 6H), 7.08 (d, J= 8.6 Hz, 2H), 7.45-7.52 (m, 2H), 7.56 (s, IH), 7.57 (d, J= 8.6 Hz, 2H), 7.94 (s, IH), 8.09 (s, IH), 8.13-8.16 (m, IH), 8.58 (s, IH), 8.94 (s, IH). MS (ES+): m/z 524 (M+H)+.

70261-82-4, As the paragraph descriping shows that 70261-82-4 is playing an increasingly important role.

Reference£º
Patent; TARGEGEN, INC.; WO2007/53452; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

70261-82-4,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.70261-82-4,4-(4-Methylpiperazin-1-ylmethyl)phenylamine,as a common compound, the synthetic route is as follows.

4-Amino-N-[4-[(4-methylpiperazin-1-yl) methyl] phenyl]-1Hpyrazole-3-carboxamide (5): The mixture of N-methylpiperazine (4.9 mL, 44.2 mmol) and triethylamine (12 mL,86.3 mmol) in dichloromethane (20 mL) was added dropwiseto a stirred solution of Nitro-benzyl bromide 1 (10.0 mg,46.3 mmol) in dichloromethane (100 mL) under the ice-waterbath and was refluxed for 1 h. The reaction mixture was extractedwith chloroform (100 mL¡Á3), washed with water andsaturated sodium chloride each time (100 mL¡Á1). The organicphase was dried with anhydrous magnesium sulfate, filtered,evaporated under vacuum to give pale yellow solid 2. Withoutfurther purification, 2 mixed with FeO(OH)/C (catalyst 2.0 g)and 95% ethanol (100 mL) were kept refluxing and dropwiseadded the mixture of hydrazine hydrate (25 mL) and 95%ethanol (20 mL), then filtrated when the solution was hot. Theresidue was washed with hot ethanol (30 mL¡Á2). The solventwas distilled under vacuum to give white solid 3 (6.7 g), thenmixed with 4-nitro-1H-pyrazole-3-acid (6.3 g, 40.0 mmol),EDCI (8.4 g, 43.8 mmol) and HOBT (6.0 g, 44.4 mmol) in anhydrousDMF (100 mL), stirred for 24 h at room temperature.The reaction mixture was poured into ice water (200 mL).A large amount of yellow solid precipitation was acquired.The pure product 4 was got from recrystallizing with mixedsolvent of methanol and ethyl acetate, then the same processof hydrazine hydrate reduction was done with the catalyst ofFeO(OH)/C. The solvent was distilled under vacuum to give white solid 5 (3.5 g). Yield= 63.9%; mp 199-201C; IR (KBr)cm-1: 3369, 3227 (NH2), 1346 (C= C), 1456 (C= N) pyrazole,646 (ArH); 1H-NMR (300 MHz, DMSO-d6) delta (ppm): 2.1 (3H,s, -CH3), 2.3-2.5 (8H, m, -CH2-), 3.3 (2H, s, -CH2-), 4.7(1H, s, -NH2), 7.1-7.2 (3H, m, ArH), 7.7 (2H, d, J=10.5 Hz,ArH), 9.7 (1H, s, -NHCO-), 12.7 (1H, s, Pyrazole); MS m/z:315.82 (M+); Anal. Calcd for C16H22N6O: C, 61.13; H, 7.05; N,26.73; O, 5.09. Found: C, 61.31; H, 6.84; N, 26.52.

The synthetic route of 70261-82-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Lu, Yi; Ran, Ting; Lin, Guowu; Jin, Qiaomei; Jin, Jianling; Li, Hongmei; Guo, Hao; Lu, Tao; Wang, Yue; Chemical and Pharmaceutical Bulletin; vol. 62; 3; (2014); p. 238 – 246;,
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.70261-82-4,4-(4-Methylpiperazin-1-ylmethyl)phenylamine,as a common compound, the synthetic route is as follows.

A solution of 2.2 mMol 6-(6-chloropyrimidin-4-yloxy)-naphthalene-1-carbonyl chloride (Step19.3) in 15 ml CH2CI2 is added to a stirred solution of 410 mg (2.0 mMol) 4-(4-methyl- piperazin-1-ylmethyl)-phenylamine and 680 mul (4.0 mMol) diisopropylethylamine in 15 mlCH2CI2. After 30 min, the reaction mixture is poured into a mixture of NaHCO3 and CH2CI2.The aq. phase is separated off and extracted with CH2CI2. The combined organic layers are washed with water and brine, dried (Na2SO4) and concentrated to give the crude product which is purified by column chromatography (SiO2; CH2CI2/Et0H/NH395:4.5:0.5) to afford the title compound as a yellow powder., 70261-82-4

70261-82-4 4-(4-Methylpiperazin-1-ylmethyl)phenylamine 3153996, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2007/104538; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

70261-82-4, 4-(4-Methylpiperazin-1-ylmethyl)phenylamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

70261-82-4, A solution [CONTAINING-50%] of propylphosphonic anhydride in N, N-dimethylformamide (Fluka, Buchs, Switzerland; 875 [UL, ~1.] 5 [MMOL)] is added within 20 minutes to a stirred mixture of 4- [METHYL-3- [ [4- (3-PYRIDINYL)-2-PYRIMIDINYL] AMINO]-BENZOIC] acid (306 mg, 1.0 [MMOL),] [4- [ (4-METHYL-] 1-piperazinyl) methyl] benzeneamine (Chem. Abstr. Reg. Number: 70261-82-4; 205 mg, 1.0 [MMOL)] and triethylamine (830 [ZL,] 6.0 [MMOL)] in 8 mL [N, N-DIMETHYLFORMAMIDE.] After stirring for 24 hours at room temperature, the mixture is treated with a saturated aqueous ammonium chloride and extracted three times with ethyl acetate. The solvent is evaporated off under reduced pressure and the residue dried in vacuo. The crude product is crystallised from ethanol-ethyl acetate to give the title compound as a crystalline solid, m. p. [153-155C.]

As the paragraph descriping shows that 70261-82-4 is playing an increasingly important role.

Reference£º
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2004/5281; (2004); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

70261-82-4, 4-(4-Methylpiperazin-1-ylmethyl)phenylamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,70261-82-4

[00456] The title compound was prepared according to synthesis procedure B described above from 2-chloro-4-(3-chloro-4-fluorophenyl)-5-methylpyrimidine and 4-((4- methylpiperazin-l-yl)methyl)aniline in 84% yield (yellow solid) after purification by flash chromatography (CH2C12/CH30H 99: 1 gradually increasing to 95:5). 1H NMR (400 MHz, CDC13): delta 8.30 (s, 1H), 7.70 (m, 1H), 7.56 (d, 2H, J = 8.6 Hz), 7.51 (m, 1H), 7.25 (d, 2H, J: not calculated due to overlapping peaks), 7.05 (s, 1H), 3.46 (s, 2H), 2.46 (bs, 8H), 2.28 (s, 3H), 2.25 (s, 3H); MS (ESI): 426.3 [M+H]+, 213.7 [M+2H]2+.

The synthetic route of 70261-82-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; UNIVERSITY OF UTAH RESEARCH FOUNDATION; BEARSS, David, J.; VANKAYALAPATI, Hariprasad; MOLLARD, Alexis; WARNER, Steven, L.; SHARMA, Sunil; WO2012/135800; (2012); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

70261-82-4, 4-(4-Methylpiperazin-1-ylmethyl)phenylamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

70261-82-4, Preparation Example 6 Under an argon atmosphere, a mixture of 3-chloro-6-ethyl-5-(3-nitrophenoxy)pyrazine-2-carboxamide (50 mg), 4-[(4-methylpiperazin-1-yl)methyl]aniline (48 mg), tris(dibenzylideneacetone)dipalladium (0) (14 mg), dicyclohexyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine (30 mg), cesium carbonate (101 mg), and dioxane (2 mL) was heated and refluxed for 4 hours. The reaction mixture was cooled and then diluted with ethyl acetate, and the organic phase was washed with water and saturated brine. After drying over anhydrous sodium sulfate, the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (eluent; ethyl acetate:methanol:28% aqueous ammonia=95:4.5:0.5-90:9:1, chloroform: methanol=1:0-9:1) to obtain 6-ethyl-3-({4-[(4-methylpiperazin-1-yl)methyl]phenyl}amino)-5-(3-nitrophenoxy)pyrazine-2-carboxamide (14 mg) as a yellow oily substance.

As the paragraph descriping shows that 70261-82-4 is playing an increasingly important role.

Reference£º
Patent; ASTELLAS PHARMA INC.; Matsuya, Takahiro; Kondoh, Yutaka; Shimada, Itsuro; Kikuchi, Shigetoshi; Iida, Maiko; Onda, Kenichi; Fukudome, Hiroki; Takemoto, Yukihiro; Shindou, Nobuaki; Sakagami, Hideki; Hamaguchi, Hisao; US2014/323463; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics