Category: 55121-99-8

55121-99-8, (4-Aminophenyl)(4-methylpiperazin-1-yl)methanone is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,55121-99-8

Example 164 N-[4-(4-Methylpiperazin-1-ylcarbonyl)phenyl]-(2-chloro-5-nitrophenyl)carboxamide The title compound (0.54 g, yield 89%) was obtained according to the procedure described in Example 2 using 4-(4-methylpiperazin-1-ylcarbonyl)aniline (0.33 g, 1.50 mmol), DMA (5 ml) and 2-chloro-5-nitrobenzoyl chloride (0.40 g, 1.80 mmol). 1H-NMR (400 MHz, DMSO-d6, TMS): delta(ppm) 2.32 (4H, m), 3.34-3.59 (4H, m), 7.42 (2H, d, J=8.6 Hz), 7.77 (2H, d, J=8.6 Hz), 7.91 (1H, d, J=8.8 Hz), 8.35 (1H, dd, J=2.7, 8.8 Hz), 8.49 (1H, d, J=2.7 Hz), 10.89 (1H, s); MS(FAB) m/z: 403 (M+H)+.

The synthetic route of 55121-99-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; SANKYO COMPANY, LIMITED; US2003/134859; (2003); 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.55121-99-8,(4-Aminophenyl)(4-methylpiperazin-1-yl)methanone,as a common compound, the synthetic route is as follows.

55121-99-8, 2-Methanesulfmyl-7-(2-methoxy-phenyl)-pyrrolo[2, 1 -f] [ 1 ,2,4]triazine (125.0 mg, 0.0004350 mol), N,N-Diisopropylethylamine (0.114 niL, 0.000652 mol) and (4-Amino- phenyl)-(4-methyl-piperazin-l-yl)-methanone (0.191 g, 0.000870 mol) were dissolved in l-Methoxy-2-propanol (1.2 rnL, 0.013 mol) and the reaction was irradiated at 300 watts, 1800C for 40 minutes or until HPLC showed consumption of starting material. The reaction mixture was then reduced en vacuo and the product was isolated and purified by Gilson prep HPLC to afford 73.56 mg of {4-[7-(2-Methoxy-phenyl)-pyrrolo[2,l- f][l,2,4]triazin-2-ylamino]-phenyl}-(4-methyl-piperazin-l-yl)-methanone as a lyophilized powder. (M+H) = 443.8. 1H NMR (400 MHz, DMSO, d6) delta 9.74 (s, IH), 9.00 (s, IH), 7.76 (m, 3H), 7.48 (m, IH), 7.33 (d, 2H, J = 8.64 Hz), 7.23 (d, IH, J = 8.28 Hz), 7.13 (t, IH, J = 7.48 Hz), 6.97 (m, 2H), 3.81 (s, 3H), 3.06 (m, 4H), 3.26 (m, 2H), 3.07 (m, 2H), 2.83 (s, 3H).

55121-99-8 (4-Aminophenyl)(4-methylpiperazin-1-yl)methanone 231408, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; CEPHALON, INC.; BRESLIN, Henry J.; CHATTERJEE, Sankar; DIEBOLD, James L.; DORSEY, Bruce D.; DUNN, Derek; GINGRICH, Diane E.; HOSTETLER, Greg A.; HUDKINS, Robert L.; HUNTER, Rachael; JOSEF, Kurt; LISKO, Joseph; MESAROS, Eugen F.; MILKIEWICZ, Karen L.; OTT, Gregory R.; SUNDAR, Babu G.; THEROFF, Jay P.; THIEU, Tho; TRIPATHY, Rabindranath; UNDERINER, Theodore L.; WEINBERG, Linda; WELLS, Gregory J.; ZIFICSAK, Craig A.; WO2010/71885; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

55121-99-8,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.55121-99-8,(4-Aminophenyl)(4-methylpiperazin-1-yl)methanone,as a common compound, the synthetic route is as follows.

3,5-Dibromopyridine (249 mg, 1.05 mmol), [l-(tert-butoxycarbonyl)-H-indol-2- yl]boronic acid (302 mg, 1.16 mmol), Pd(PPh3J4 (61 mg, 0.05 mmol) and Na- HCO3 (309 mg, 3.68 mmol) in DME/water (3.5: 1, 4.5 mL) was irradiated with microwaves at 120 0C for 5 minutes, followed by 180 0C for 12 minutes. The reaction mixture was extracted with DCM (2×10 mL) and water (10 mL). The organic layers were combined, dried (Na2SO4), filtered and concentrated. The residue was purified by preparative HPLC (YMC ODS-AQ, 0.1% TFA-MeCN) to give 2-(5-bromopyridin-3-yl)-lH-indole. 2-(5-bromopyridin-3-yl)-lH-indole (10 mg, 0.04 mmol), {4-[(4-methylpiperazin-l-yl)carbonyl]phenyl}amine (12 mg, 0.06 mmol), Pd(OAc)2 (2 mg, 0.01 mmol), NaOtBu (12 mg, 0.13 mmol) and Xantphos (9 mg, 0.018 mmol) in toluene /tBuOH (5: 1, ImL) was irradiated with micro waves at 160 0C for 20 minutes. Additional Pd(OAphi (5 mg, 0.02 mmol) was added and the resulting mixture was irradiated with micro waves for a further 20 min at 160 0C. The crude mixture was extracted with EtOAc and 1 M aq NaOH and the product precipitated and was filtered off. The crude product was purified by preparative HPLC (ACE C8, 0.1% TFA, MeCN) followed by (XTerra C 18, 5OmM NH4HCO3 pH 10, MeCN). This gave the title compound as a white solid (0.7 mg). MS (ESI+) for C25H25N5O m/z 412 (M+H)+. HPLC 100%(System A), 96%(System B).

The synthetic route of 55121-99-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; BIOVITRUM AB (PUBL); WO2007/147874; (2007); 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.55121-99-8,(4-Aminophenyl)(4-methylpiperazin-1-yl)methanone,as a common compound, the synthetic route is as follows.,55121-99-8

Step 3: l-(4-Bromo-phenyl)-3-[4-(4-methyl-piperazine-l-carbonyl)-phenyl]-urea rTo a solution of (4-amino-phenyl)-(4-methyl-piperazine-l-yl)-methanone (10.0 g, 0.0456 mol) and TEA (4.7 g, 0.0456 mol) in DCM (150 mL) was added 4-bromophenyl isocyanate (10.9 g, 0.0547 mol). The reaction mixture was stirred at room temperature for 12 h. The white solid was obtained and was filtered and dried to afford the title compound [15.0 g, 79%]; LC-MS (ESI): Calculated mass: 416.1; Observed mass: 417.1 [M+H]+ (RT: 0.23 min).

As the paragraph descriping shows that 55121-99-8 is playing an increasingly important role.

Reference：
Patent; ENDO PHARMACEUTICALS INC.; SMITH, Roger, Astbury; THOMPSON, Scott, Kevin; HOSAHALLI, Subramanya; BEJUGAM, Mallesham; NANDURI, Srinivas; PANIGRAHI, Sunil, Kumar; MAHALINGAM, Natarajan; WO2012/58671; (2012); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

55121-99-8, (4-Aminophenyl)(4-methylpiperazin-1-yl)methanone is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,55121-99-8

mCPBA (<77% pure) (77 mg, assumed 0.342 mmol) in DCM (0.5 mL) was added to a stirred solution of 6- (2,6- dichlorophenyl ) -2 - (methylthio) pyrido [4 , 3 -d] pyrimidin-5 ( 6H) one (100 mg, 0.296 mmol) in toluene (3.0 mL) at RT under nitrogen. After 30 min, DIPEA (0.155 mL, 0.887 mmol) and (4 -aminophenyl ) (4 -methylpiperazin- 1 -yl ) methanone (64.8 mg, 0.296 mmol) [commercially available] were added,successively and the temperature was increased to 60 C. After 16 h, the reaction mixture was cooled and loaded directly onto a KP-NH column and purified by flash chromatography (0-100%, EtOAc in cyclohexane) . The resultant material required re-purification by flash chromatography on a KP-Sil column (0-10%, MeOH in EtOAc) . The resultant material required re-purification by preparative HPLC . The pure fractions were concentrated and the resultant material was freeze-dried to give the title compound (10.2 mg, 7%) as a white solid. LCMS (Method A): RT = 0.79 min, m/z = 509, 511 [M+H]+. 1U NMR (500 MHz, methanol -d4 ) : delta 9.28 (s, 1H) , 7.98 (d, 2H) , 7.66-7.62 (m, 2H) , 7.56-7.51 (m, 2H) , 7.48-7.43 (m, 2H) , 6.69 (d, 1H) , 3.68 (br s, 4H) , 2.49 (br s, 4H) , 2.34 (s, 3H) . 55121-99-8 (4-Aminophenyl)(4-methylpiperazin-1-yl)methanone 231408, apiperazines compound, is more and more widely used in various fields. Reference£º
Patent; ALMAC DISCOVERY LIMITED; O’DOWD, Colin Roderick; ROUNTREE, James Samuel Shane; BURKAMP, Frank; WILKINSON, Andrew John; WO2014/167347; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

55121-99-8, (4-Aminophenyl)(4-methylpiperazin-1-yl)methanone is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,55121-99-8

KOtBu (2.81 g, 25.08 mmol) was dissolved in 20 ml DMSO in a round bottom flask. (4-aminophenyl)(4-methylpiperazin-1-yl)methanone (5.0 g, 22.80 mmol) in 30 ml DMSO was added and the resulting mixture was stirred for 15 minutes at r.t. The mixture was cooled in an iced bath for 5 minutes. 5-bromo-2- fluorobenzonitrile (4.6 g, 23.00 mmol) in 20 ml DMSO was added. The ice bath was removed and the mixture stirred for 5 hours while warming to room temperature. Additional KOtBu (2g, 17.82 mmol) was added and the mixture stirred at room temperature overnight. The mixture was diluted with dichloromethane, extracted twice with water, once with brine, then dried over MgSO4, filtered and concentrated. 8.8 g crude brown oil were isolated. The crude product was recrystallized from dichloromethane + ethyl acetate + hexanes. 5.012 g pale yellow crystals were collected by filtration. The mother liquor was concentrated and purified by chromatography on silica, using a gradient from 100% Solvent A to 50% Solvent A+50% Solvent B. Solvent A: 99% dichloromethane + 1% Triethylamine, Solvent B: 99% Ethylacetate + 1% Triethylamine. Evaporation of product containing fractions gave additional 1.8 g product of -70% purity. MS (ESI) m/z 399/401(M+H). 1H NMR (CDCl3) delta ppm 7.63 (s, 1 H), 7.48 (d, 1H, J= 9.2), 7.42 (d, 2 H, J= 7.9), 7.18- 7.14 (m, 3H), 6.41 (s, 1 H), 3.80-3.40 (bm, 4 H), 2.42 (bs, 4H), 2.32 (s, 3H).

The synthetic route of 55121-99-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; PURANDARE, Ashok, Vinayak; BATT, Douglas, G.; LIU, Qingjie; JOHNSON, Walter, L.; MASTALERZ, Harold; ZHANG, Guifen; ZIMMERMANN, Kurt; WO2010/80474; (2010); 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.55121-99-8,(4-Aminophenyl)(4-methylpiperazin-1-yl)methanone,as a common compound, the synthetic route is as follows.

55121-99-8, Step 2.2: {4-[7-(3,5-Difluoro-4-morpholin-4-ylmethyl-phenyl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino]-phenyl}-(4-methyl-piperazin-1-yl)-methanone (2) In a sealed tube, 2-chloro-7-(3,5-difluoro-4-morpholin-4-ylmethyl-phenyl)-7H-pyrrolo[2,3-d]pyrimidine (50.0 mg, 0.130 mmol), (4-Amino-phenyl)-(4-methyl-piperazin-1-yl)-methanone (42.1 mg, 0.182 mmol), KOtBu (21.1 mg, 0.182 mmol) and SK-CC02-A (12.5 mg, 0.020 mmol, Pd catalyst 2-(Dimethylaminomethyl)-ferrocen-1-yl-palladium(II)-chlorid Dinorbornylphosphin Complex, Fluka No. 44696) are suspended in THF (2 ml) under Ar. The reaction mixture is stirred at 80 C. for 1.5 h, cooled to rt, and then filtered through a Celite plug. The filtrate is concentrated under reduce pressure. The residue is purified by reverse phase prep-HPLC (Waters) to afford the title compound (2) as a white solid. HPLC: tR=0.89 min (Method A); MS-ES: (M+H)+=548.

As the paragraph descriping shows that 55121-99-8 is playing an increasingly important role.

Reference£º
Patent; NOVARTIS AG; US2009/203688; (2009); 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.55121-99-8,(4-Aminophenyl)(4-methylpiperazin-1-yl)methanone,as a common compound, the synthetic route is as follows.

General procedure: To a solution of9(0.16g,0.58mmol) ini-PrOH(5mL),substituted phenylamine(0.64mmol)wasadded. The reaction mixture was stirred at reflux for4h under N2atmosphere. After the reaction was completed, the mixture wasnaturally cooled to room temperature.Themixture was filtered and the solid was collectedto giveintermediate12or15. 1.2.1 (4-((6-Bromoquinazolin-4-yl)amino)phenyl)(4-methylpiperazin-1-yl)methanone (12a)Yellow solid; yield:73 %.MS (ESI)m/z: [M+H]+=426.1/428.1.

55121-99-8, The synthetic route of 55121-99-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Xin, Minhang; Hei, Yuan-Yuan; Zhang, Hao; Shen, Ying; Zhang, San-Qi; Bioorganic and Medicinal Chemistry Letters; vol. 27; 9; (2017); p. 1972 – 1977;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

55121-99-8, (4-Aminophenyl)(4-methylpiperazin-1-yl)methanone is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

An oven dried 1000 mL 3-necked flask was equipped with a mechanical stirrer, nitrogen in- and outlet and cooled to room temperature under a nitrogen flow. Amine 3 (38.1 g, 173 mmol) was put in the flask and dissolved in dry N-methylpyrollidin-2-one (NMP) (503 g). The solution was cooled for 20 minutes in an ice-water bath after which solid terephthaloyl dichloride flakes (17.53 g, 86.3 mmol, 0.50 eq) were added to the flask in a single portion while stirring at 500 rpm. The addition funnel was rinsed with NMP (40 g) and the suspension was stirred for 1 h at 0 C. followed and 0.5 h at room temperature. Concentrated aqueous ammonium hydroxide (94 g, 30 w %) was slowly added to the reaction mixture which was subsequently poored into demineralized water (3.5 L). The pH of the solution was adjusted to 10 by addition of more ammonium hydroxide solution (130 g, 30 w %). The fine, white precipitate was allowed to settle for about 0.5 hour after which the clear top layer was decanted. The precipitate was suspended, filtered over a Millipore filter (Durapore GV, 0.22 mum pore size) while applying vacuum and washed with demineralized water (3¡Á250 mL). The crude product was further purified by repetitive (4¡Á) suspension of the product in warm, high-purity MilliQ water (1.0 L, T=65 C.) for about 1 hour, cooling to approximately 36-38 C., filtration over a Millipore filter, washing with MilliQ water (2¡Á250 mL) and drying to the air under suction for 5-15 minutes. The wet product was dried overnight under vacuum at 50 C. to give the desired compound as an off-white, fine powder (46.4 g, 95%).

55121-99-8, As the paragraph descriping shows that 55121-99-8 is playing an increasingly important role.

Reference£º
Patent; TEIJIN ARAMID B.V.; VAN DEN HEUVEL, Christiaan J.M.; VELD, Martijn Arnoldus Johannes; QUAIJTAAL, Joannes H.M.; VERHOEF, Rene P.; DE JONG, Jorrit; NIJENHUIS, Wido; (12 pag.)US2018/223077; (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.55121-99-8,(4-Aminophenyl)(4-methylpiperazin-1-yl)methanone,as a common compound, the synthetic route is as follows.

[00307] In a microwaver vial containing 2,6-dichioro-nicotinamide (150.00 mg; 0.79 mmol;1.00 eq.) and (4-amino-phenyl)- (4-methyl-piperazin- 1 -yl)-methanone (206.64 mg; 0.94 mmol;1.20 eq.) was added THF (10.00 ml; 123.43 mmol; 157.18 eq.) and sodiumbis(trimethylsilyl)amide (2.30 ml; 2.36 mmol; 3.00 eq.) at -78C. The reaction was stuffed at rt for 1 .5h before it was quenched with lmL sat. NH4C1 solution and extracted with EtOAc (5mL X 3). The combined organic layers were combined, concentrated and carried to the next step. MS:mlz = 374 [M+H]+

55121-99-8, As the paragraph descriping shows that 55121-99-8 is playing an increasingly important role.

Reference£º
Patent; MERCK PATENT GMBH; QIU, Hui; CALDWELL, Richard D.; NEAGU, Constantin; MOCHALKIN, Igor; LIU-BUJALSKI, Lesley; JONES, Reinaldo; TATE, Devon; JOHNSON, Theresa L.; GARDBERG, Anna; WO2015/61247; (2015); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics