Category: 115619-01-7

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.115619-01-7,4-(4-Ethylpiperazin-1-yl)phenylamine,as a common compound, the synthetic route is as follows.

To a 0.342 g of 4-(4-ethyl-piperazin-1-yl)phenylamine (4d;0.00167 mol) in a dry round bottom flask was added 10 mL of 98%ethanol. Then 0.314 g of methyl 2,4-dioxo-6-phenylcyclohexanecarboxylate(E201; previously synthesized in our lab)22 was added.The reaction was refluxed for about 6 h and a total of 3 mL of additionalethanol was added. The reaction was monitored by thin layer chromatography(dichloromethane: methanol 85/15). After 6 h, the heatwas turned off and reaction continued to stir overnight. After reactionwas completed, the reaction was adsorbed on a silica gel and purifiedby automated flash chromatography (dichloromethane: methanol 75/25) to yield a dark orange solid (0.189 g, 33%). 1H NMR (300 MHz, d-CDCl3): delta (ppm)1.133-1.258 (t, 3H), 2.523-2.571 (q, 2H), 2.617-2.684(t, 4H), 3.219-3.469 (t, 4H), 3.252-3.550 (s, 3H), 5.476 (s, 1H),6.872-6.902 (d, 2H), 7.050-7.080 (2d, H), 7.263-7.328 (m, 5H). HRMS(ESI): m/z, Calcd. for C26H31N3O3 [M+H]+: 434.2433, found434.2435.

115619-01-7, The synthetic route of 115619-01-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Ghoneim, Ola M.; Bill, Ashley; Dhuguru, Jyothi; Szollosi, Doreen E.; Edafiogho, Ivan O.; Bioorganic and Medicinal Chemistry; vol. 26; 14; (2018); p. 3890 – 3898;,
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.115619-01-7,4-(4-Ethylpiperazin-1-yl)phenylamine,as a common compound, the synthetic route is as follows.

115619-01-7, A mixture of propylphosphonic anhydride (50% in DMF, 0.41 ml_, 0.70 mmol, 2 equiv), 5- (2,6-dichloro-3,5-dimethoxy-phenyl)-quinoline-8-carboxylic acid (Step 159.1 ) (132 mg, 0.35 mmol), 4-(4-ethylpiperazin-1-yl)-aniline (Step 1.9) (79 mg, 0.39 mmol, 1.1 equiv), DMAP (3 mg), and Et3N (0.49 ml_, 3.5 mmol, 10 equiv) in DMF (3 ml_), was stirred for 16 h at rt, under an argon atmosphere. The reaction mixture was diluted with EtOAc and H2O. The aqueous layer was separated and extracted with EtOAc. The combined organic phase was washed with brine, dried (Na2SO4), filtered and concentrated. The residue was purified by trituration in EtOAc to afford the title compound as a yellow solid: ES-MS: 564.9 / 566.9 [M+H]+; tR= 4.45 min (System 1 ).

As the paragraph descriping shows that 115619-01-7 is playing an increasingly important role.

Reference£º
Patent; NOVARTIS AG; WO2009/141386; (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.115619-01-7,4-(4-Ethylpiperazin-1-yl)phenylamine,as a common compound, the synthetic route is as follows.

[00236] To a 15 mL pressure tube was added 8-ethyl-4-methyl-2-(methylsulfonyl)pyrido[2,3-d]pyrimidin-7(8H)-one (70.0 mg, 0.202 mmol), 1 mL dimethylsulfoxide (dmso), and 4-morpholinoaniline (Aldrich, 72.9 mg, 0.409 mmol, 2 eq,) was added. The reaction mixture was heated to 1000C for 16 h. The reaction was diluted with EtOAc, washed with sat. aqueous NaHCO3, dried over Na2SO4, filtered, and concentrated. The crude material was purified by preparative hplc using 20 – 90% ACN in H2O with 0.05% THF. The desired product containing fractions were combined, diluted with EtOAc, and washed with saturated NaHCO3, H2O, and brine. The organic layer was dried over Na2SO4 and solvent was removed on a rotary evaporator to a colorless film. The film was dissolved in 2 mL ACN and 2 mL H2O, frozen and lyophilized overnight, yielding 8.7 mg (10% yield) of 6-Bromo-8-ethyl-4-methyl-2-[(4-morpholin-4-ylphenyl)amino]pyrido[2,3- EPO phiyrimidin-7(8H)-one as a colorless powder: 1H NMR (400 MHz, CDCl3): delta 8.13 (s, IH),7.56 (d, J= 8.8 Hz5 2H), 7.22 (s, IH)5 6.94 (d, J= 9.2 Hz5 2H), 4.50 (q, J= 7.2 Hz5 2H), 3.88(t, J= 4.4 Hz, 4H)5 3.15 (t, J= 5.2 Hz5 4H)5 1.58 (s, 3H)5 1.35 (t, J= 6.8 Hz, 3H)5 MS (EI) forC20H22BrN5O2: 444.3 (MH+)

115619-01-7, The synthetic route of 115619-01-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; EXELIXIS, INC.; WO2007/44698; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

115619-01-7, 4-(4-Ethylpiperazin-1-yl)phenylamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,115619-01-7

In a RB flask fitted with rubber septum and Argon baloon, 2-chloro-4-(2-(3-nitrophenyl)- 5,6-dihydro-4H-cyclopenta[b]thiophen-3-yl)pyrimidine (0.140 mmol), p-TSA (0.279 mmol) and 4-(4-ethylpiperazin- 1 -yl)aniline (0.168 mmol) were taken in NMP. The reaction mixture was heated at 110 C for 12-14 h. The reaction mixture was cooled, diluted with saturated aqueous NaHC03 and extracted with ethyl acetate. The combined organic layers were washed with water, dried over anhydrous Na2S04 and concentrated. The crude reaction mixture was purified by silica gel column chromatography. Yield = 87% (0779) XH NMR (CDC13, 300 MHz) delta: 8.33 (s, 1H), 8.30 (d, / =4.8Hz, 1H), 8.11 (d, / =7.8Hz, 1H), 7.61 (d, =7.5Hz, 1H), 7.43 (t, J =7.8, 8.1Hz, 1H), 7.25 (d, =8.7Hz, 2H), 6.96 (s, 1H), 6.82 (d, =8.4Hz, 1H), 6.56 (d, =5.1Hz, 1H), 3.17 (m, 2H), 3.03 (m, 2H), 2.92 (m, 2H), 2.65 (m, 4H), 2.52 (m, 4H), 1.27 (s, 2H), 1.16 (t, = 6.9, 7.2Hz, 3H). Mass: 527 (M+l)

The synthetic route of 115619-01-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PIRAMAL ENTERPRISES LIMITED; ROYCHOWDHURY, Abhijit; SHARMA, Rajiv; GADEKAR, Pradip, Keshavrao; URUNKAR, Ganesh, Devidas; SEELABOYINA, Balapadmasree; DEKA, Nabajyoti; DAWANGE, Mahesh, Balasaheb; B-RAO, Chandrika; KHANNA, Smriti; WO2015/128698; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

115619-01-7, 4-(4-Ethylpiperazin-1-yl)phenylamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a stirred solution of compound 7, 8, or 9 (1 equiv) in 1-butanol was added compounds 12(1.1 equiv) and p-toluenesulfonic acid (1 equiv). The mixture was placed in a pressure flask, and heated to 100C for 15h. The reaction mixture was quenched by saturated Na2CO3 aqueous solution, and then was extracted with DCM and the organic phase was washed with water, dried over anhydrous Na2SO4. The combined organic layer was concentrated under reduced pressure and was further purified by flash column chromatography using dichloromethane/methanol as eluent to afford product H1-H14, Y1-Y14, or L1-L14 as a pale yellow solid., 115619-01-7

The synthetic route of 115619-01-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Hou, Yunlei; Zhu, Liangyu; Li, Zhiwei; Shen, Qi; Xu, Qiaoling; Li, Wei; Liu, Yajing; Gong, Ping; European Journal of Medicinal Chemistry; vol. 163; (2019); p. 690 – 709;,
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.115619-01-7,4-(4-Ethylpiperazin-1-yl)phenylamine,as a common compound, the synthetic route is as follows.

Step 2: A mixture of above intermediate (125 mg, 0.61 mmol), 4-(4-Ethylpiperazine-l- yl))aniline (200 mg, 0.61 mmol), and DIPEA (0.27 ml, 1.52 mmol) in DMSO (3.0 ml) was stiired at 100 C for 2 h, then at room temperature forovernight. TLC was checked and the reaction was completed. The mixture was added to water/sat. NH4C1 (50 ml/50ml) and stirred at room temperature for 30 min. The pH odf the mixture was adjusted to ~ 6 using 2N HC1. Cooled at 4 C and the solids were collected by filtration, washed by water to give the sticky fine crude product. The crude product was dissolved into DCM/MeOH(2ml/2ml), dried over sodium sulfate and concentrated. The crude product was purified on column (0-10% MeOH in DCM) to give the desired product as yellow solids (103 mg, 34% yield). 1H NMR (400 MHz, DMSO-de) delta 11.32 (br, 1H), 10.49 (br, 1H), 8.93 (s, 1H), 8.12 (s, 1H), 7.36 (d, J = 8.8 Hz, 2H), 7.10 (d, J = 8.8 Etazeta,IotaEta), 7.00 (d, J = 9.2 Hz, 2H), 6.86 (t, J = 7.6 Hz, 1H), 6.21 (s, 1H), 3.80 (br, 2H), 3.55 (br, 2H), 3.10 (m, 6H), 2.39 (s, 3H), 1.28 (t, J=7.2Hz, 3H); ESI-MS: calcd for (C26H27F3N60) 496, found 497 (MH+)., 115619-01-7

As the paragraph descriping shows that 115619-01-7 is playing an increasingly important role.

Reference£º
Patent; NANTBIOSCIENCE, INC.; TAO, Chunlin; POLAT,, Tulay; WEINGARTEN, Paul; NALLAN, Laxman; ARP, Forrest; WANG, Qinwei; HO, David; (129 pag.)WO2016/138527; (2016); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

115619-01-7, 4-(4-Ethylpiperazin-1-yl)phenylamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

After dissolving 1-(6-chloropyrimidin-4-yl)-N-(2, 6-dichloro-3,5-dimethoxyphenyl)- 1 H-benz[d]imidazol-2- amine (20 mg, 0.044 mmol) and 4-(4-ethylpiperazin-1-yl) aniline (13.6 mg, 0.066 mmol) in a mixture of 1,4-dioxane(0.1 mE) and dimethyl sulfoxide (0.1 mE) and cooling to 0 C., trifluoroacetic acid (10.2 pL, 0.133 mmol) was slowly added dropwise. Then, after heating to 120 C., the reaction mixture was stirred for 20 hours. Afier the reaction was terminated, the reaction mixture was cooled to room temperature. Afier extracting several times using ethyl acetate, the obtained organic layer was washed with water and a saturated sodium chloride solution, dried using sodium sulfate and then concentrated. The obtained residue was purified by colunm chromatography (dichloromethane/methanol, 20:1) to obtain a target compound (16 mg, 59% yield) as a yellow solid. ?H NMR (400 MHz, CDC13) oe 9.91 (brs, 1H), 8.62 (s, 1H), 7.49 (d, J=7.6 Hz, 1H), 7.28 H (m, 2H), 7.15 (t, J=7.6 Hz, 2H), 7.02 (t, J=8.0 Hz, 1H), 7.00 (d, J=8.8 Hz, 2H), 6.51 (s, 1H), 3.93 (s, 6H), 3.26 (t, J=4.6 Hz, 4H), 2.64 (t, J=4.4 Hz, 4H), 2.36 (q, J=7.2 Hz, 2H), 1.15 (t, J=7.2 Hz, 3H). ?3C NMR (400 MHz, CDC13) oe 163.49, 158.07, 156.36, 154.72, 150.63, 149.39, 142.67,135.44,131.39,129.12,124.81,123.28,120.86,117.78, 116.76, 112.85,110.17,95.25,92.88,56.47,52.64,52.30,49.03, 11.85. MSmIz: 620 [M+1].

115619-01-7, 115619-01-7 4-(4-Ethylpiperazin-1-yl)phenylamine 936738, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; KOREA INSTITUTE OF SCIENCE AND TECHNOLOGY; SIM, Tae Bo; YOON, Ho Jong; YOON, Ji Hye; HUR, Woo Young; ROH, Eun Joo; KWAK, Yeon Ui; (19 pag.)US2016/145240; (2016); 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.115619-01-7,4-(4-Ethylpiperazin-1-yl)phenylamine,as a common compound, the synthetic route is as follows.

General procedure: To a stirred solution of compound 7, 8, or 9 (1 equiv) in 1-butanol was added compounds 12(1.1 equiv) and p-toluenesulfonic acid (1 equiv). The mixture was placed in a pressure flask, and heated to 100C for 15h. The reaction mixture was quenched by saturated Na2CO3 aqueous solution, and then was extracted with DCM and the organic phase was washed with water, dried over anhydrous Na2SO4. The combined organic layer was concentrated under reduced pressure and was further purified by flash column chromatography using dichloromethane/methanol as eluent to afford product H1-H14, Y1-Y14, or L1-L14 as a pale yellow solid., 115619-01-7

As the paragraph descriping shows that 115619-01-7 is playing an increasingly important role.

Reference£º
Article; Hou, Yunlei; Zhu, Liangyu; Li, Zhiwei; Shen, Qi; Xu, Qiaoling; Li, Wei; Liu, Yajing; Gong, Ping; European Journal of Medicinal Chemistry; vol. 163; (2019); p. 690 – 709;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

115619-01-7, 4-(4-Ethylpiperazin-1-yl)phenylamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 5 (0.16g, 0.77mmol), H2O (0.4ml) and AcOH (1.6ml) was mixed with the 84 (0.22g, 1.00mmol) and then refluxed for overnight. The reaction was quenched by saturated NaHCO3 (aq.) and the mixture was extracted by ethyl acetate (30ml x 3). The residue was purified by flash column over silica gel (dichloromethane: methanol = 9: 1, Rf = 0.35) to afford 88 (0.22g, 73.54%) as a pale yellow solid. 1H-NMR (500MHz, CDCl3): 5 1.16 (t, J= 7.5 Hz, 3H), 2.52 (q, J= 7.5 Hz, 2H), 2.66 (t, J= 5.0 Hz, 4H), 2.88 (d, J= 5.0 Hz, 3H), 3.25 (t, J= 5.0 Hz, 4H), 4.84 (s, 1H), 5.51 (s, 1H), 6.51 (s, 1H), 6.95 (d, J= 8.5 Hz, 2H), 7.23 (d, J= 8.5 Hz, 2H), 7.42-7.43 (m, 3H), 8.31-8.33 (m, 2H).

115619-01-7, As the paragraph descriping shows that 115619-01-7 is playing an increasingly important role.

Reference£º
Patent; TAIPEI MEDICAL UNIVERSITY; YEN, Yun; LIOU, Jing-Ping; CHEN, Chun-Han; (70 pag.)WO2017/15400; (2017); 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.115619-01-7,4-(4-Ethylpiperazin-1-yl)phenylamine,as a common compound, the synthetic route is as follows.

To a flask containing a solution of 1 (0.25g, 1 mmol), 4-(4-ethylpiperazin-l- yl)aniline (0.23g, 1.1 mmol), cesium carbonate (0.5g, 1.5 mmol), racemic-2,2′- bis(diphenylphosphino)-l,l’-binaphthyl (95mg, 0.15 mmol) in N,N-dimethylacetamide (5mL) purged with N2 was added tris(dibenzylideneacetone)dipalladium(0) (0.14g, 0.15 mmol). This reaction was heated to 90 0C for 16 h under N2. At this time the reaction was concentrated and the residue was purified via silica gel column chromatography. The column was eluted with ethyl acetate to remove the impurities and then with 85:10:5 (ethyl acetate/methanol/7M ammonia in methanol) to elute the desired product. The solid obtained was sonicated first in acetone (5mL) and then in ether (1OmL) to yield intermediate 2 (0,23g, 48% yield) as a yellow solid. LCMS: m/z 417 (MH+). To a flask containing 2 (0.23g, 0.45 mmol) was added 4N HCl in dioxane (5mL) and the solution was heated at 50 0C for 4 h. To the cooled solution was added a 2N aqueous solution of sodium hydroxide (1OmL) and the resulting precipitate was filtered and dried to yield 3 (0.2g, 99% yield) as a yellow solid. LCMS: m/z 375 (M+H)+. To a flask with 3 (0.3g, 0.8 mmol), phenylacetic acid (0.125mL, 1 mmol), triethylamine (0.97mL, 7 mmol), and DMF (5mL) was added O-(7-azabenzotriazole- l-yO-N.iV.JV’.N’-tetramethyluronium hexafluorophosphate (HATU) (0.46g, 1.2 mmol). The reaction mixture was stirred at ambient temperature for 1 h then diluted with 5% aqueous solution of lithium chloride (10OmL) and extracted with ethyl acetate (3 x 5OmL). The combined organic layers were washed with an aqueous 5% sodium bicarbonate solution, a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate, filtered and concentrated. The residue obtained was purified by silica gel column chromatography (98:2 ethylacetate/methanol) to provide Compound 329 (0.25g, 63% yield) as an off-white solid., 115619-01-7

The synthetic route of 115619-01-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; EXELIXIS, INC.; WO2007/89768; (2007); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics