Category: piperazines

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.16154-72-6,3-Chloro-4-(4-methylpiperazin-1-yl)benzenamine,as a common compound, the synthetic route is as follows.

General procedure: A mixture of compound 10b (137mg, 0.4mmol) and 3-chloro-4-fluoroaniline (70mg, 0.48mmol) in isopropanol (6mL) was stirred for 12h. After cooled to room temperature, the mixture was filtered and washed with chill isopropanol (3mL) and the residue was treated with aqueous NaHCO3 (10mL) and extracted with EtOAc/MeOH (20:1, 20mL). The organic layer was washed with brine, dried over Na2SO4, and concentrated under reduced pressure. Purified by silica-gel column chromatography (DCM/MeOH, 100/1), Rf=0.23. Drying gave 154mg (yield, 85.6%) of the title compound as white solid;, 16154-72-6

16154-72-6 3-Chloro-4-(4-methylpiperazin-1-yl)benzenamine 820343, apiperazines compound, is more and more widely used in various fields.

Reference£º
Article; Yin, Siyuan; Tang, Chunming; Wang, Bin; Zhang, Ying; Zhou, Liliang; Xue, Lingjing; Zhang, Can; European Journal of Medicinal Chemistry; vol. 120; (2016); p. 26 – 36;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.234108-58-8,tert-Butyl 4-(2-aminoethyl)-3-oxopiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

B. 4-(tert-Butyloxycarbonyl)-1-[2-(2,3 5,6-tetrachloropyridin-4-ylamino)-ethyl]-piperazin-2-one. 4-(tert-Butyloxycarbonyl)-1-(2-aminoethyl)-piperazin-2-one (4.0 g, 16 mmol) is dissolved in methylene chloride (150 ML) and treated with 4-nitro-2,3,5,6-tetrachloro-pyridine (4.8 g, 18 mmol) and N-methylmorpholine (4.0 ML, 36 mmol).The reaction mixture is stirred for 5 h, concentrated and the residue is purified by chromatography (50% ethyl acetate/hexane) to give the title compound (4.8 g, 10.5 mmol).Fab MS m/z: 457, 469, 461, [M+1]+; 1H NMR (CDCl3, 300 MHz) delta6.00 (t, 1H), 4.10 (s, 2H), 3.97 (m, 2H), 3.66 (m, 2H), 3.38 (m, 2H)., 234108-58-8

The synthetic route of 234108-58-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AVENTIS PHARMACEUTICALS INC.; US2004/102450; (2004); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.109384-27-2,1-Methylpiperazin-2-one hydrochloride,as a common compound, the synthetic route is as follows.

292To a solution of 1-137 (0.21 mmol, 0.10 g) in DCM (2 mL) is added l-methyl-piperazin-2-one hydrochloride (0.030 g , 0.26 mmol) followed by NaBH(OAc)3 (0.47 mmol, 0.10 g) and acetic acid (0.60 mmol, 0.035 mL). The mixture is stirred at room temperature for 6 days then concentrated under reduced pressure. The residue is purified by C18 reverse phase flash chromatography to provide 1-152 (0.044 g , 36%) as a clear film. To a suspension of 1-152 (0.076 mmol, 0.044g) in a 1 : 1 mixture of methanol : water (10 mL) is added LiOH (1.2 mmol, 0.050 g). The mixture is stirred at room temperature for 3 days during which time all of the solids went into solution. The pH of the mixture is then adjusted to approximately pH 5 by the addition of a 2N solution of hydrochloric acid and the mixture is concentrated under reduced pressure. The residue is purified by flash C18 reverse phase chromatography to provide the title compound (0.007 g, 16%) as a white powder., 109384-27-2

As the paragraph descriping shows that 109384-27-2 is playing an increasingly important role.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BERRY, Angela; BOSANAC, Todd; GINN, John David; HOPKINS, Tamara Denise; SCHLYER, Sabine; SOLEYMANZADEH, Fariba; WESTBROOK, John; YU, Maolin; ZHANG, Zhonghua; WO2013/25425; (2013); A1;,
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103-76-4, N-(2-Hydroxyethyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

0.5 mol of N-hydroxyethylpiperazine, 0.565 mol of sodium 2-hydroxyethanesulfonate and 500 mL of methanol were charged into a 1000 mL four-necked flask equipped with a reflux tube and subjected to a condensation reaction with sufficient stirring;First reacted at 50 for 2.5 hours, then gradually heated to reflux and continued to react for 3.0 hours;And then cooled to obtain a reaction mother liquor containing 4-hydroxyethylpiperazineethanesulfonate.The yield of sodium 4-hydroxyethylpiperazineethanesulfonate was calculated to be 93.6% by high performance liquid chromatography. 20 L of 4-hydroxyethylpiperazineethanesulfonate,Mass concentration of 15wt% raffinate, in the stirring effect,Diluted with deionized water to a concentration of 5 wt% by dialysis dialysis to remove sodium chloride,And finally concentrated by evaporation, cooling crystallization, filtration to get pure HEPES products,And finally washed once with anhydrous methanol, and dried by vacuum to obtain purified HEPES. The purified HEPES sample was formulated as a solution and then tested for purity:The purified HEPES sample was prepared as a solution and then tested for purity, 99.9%, yield 85.6%, pH = 6.46, Cl- concentration 6.8 mug / g., 103-76-4

The synthetic route of 103-76-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Shandong Lianchuang Careful Chemicals Co., Ltd.; Wu Shaozu; (6 pag.)CN106905262; (2017); A;,
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21655-48-1, cis-2,6-Dimethylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred suspension of 1?fluoro?4?nitrobenzene (562 mg, 3.98 mmol) and potassium carbonate (688 mg, 4.98 mmol) in anhydrous DMSO (2 mL) was added (2S,6R)?2,6? dimethylpiperazine (500 mg, 4.38 mmol) and the mixture heated at 100 ¡ãC for 16 h. After cooling the mixture wassuspended in water (40 mL) and filtered under vacuum to afford the title compound (889 mg, 95percent) . ?H NMR (500 MHz, DMSO?d6) : 3 8.03 (d, 2H) , 7.03 (d, 2H) , 3.88 (dd, 2H) 2.75?2.79 (m, 2H), 2.37?2.42 (m, 2H), 2.28 (br s, 1H),1.03 (d, 6H) . LCMS (Method C) : = 0.51 mi m/z = 236[M+H]., 21655-48-1

As the paragraph descriping shows that 21655-48-1 is playing an increasingly important role.

Reference£º
Patent; ALMAC DISCOVERY LIMITED; HARRISON, Timothy; TREVITT, Graham; HEWITT, Peter Robin; O’DOWD, Colin Roderick; BURKAMP, Frank; WILKINSON, Andrew John; SHEPHERD, Steven D.; MIEL, Hugues; WO2015/92431; (2015); A1;,
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118753-66-5, tert-Butyl 4-aminopiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

118753-66-5, To Compound 33 prepared as in Intermediate Example 1 (8.29 g, 41.2 mmol) and pyridine (6.0 mL, 74.2 mmol) in MeCN (120 mL) was added dropwise ethyl chloroformate (5.9 mL, 61.9 mmol). The resulting mixture was stirred at room temperature for 3 h, then partitioned between EtOAc and saturated aqueous NaHCO3, dried with Na2SO4, and concentrated in vacuo to yield a residue, which was used in the next step without further purification. MS 274 (M+1)+

118753-66-5 tert-Butyl 4-aminopiperazine-1-carboxylate 22029174, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; MACIELAG, Mark J.; Tennakoon, Manomi; US2009/275594; (2009); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.129799-15-1,Methyl 1-Boc-piperazine-2-carboxylate,as a common compound, the synthetic route is as follows.

The compound N-1- t-butoxycarbonyl-2-piperazine-carboxylate (0.2g, 0.82mmol) and triethylamine (1.2mL,8.2mmol) was dissolved None Water tetrahydrofuran (5mL), at room temperature, to this solution was addeddropwise trimethylsilyl isocyanate (1.1mL, 8.2mmol), stirred at room temperature 8H, ice water (10 mL),tetrahydrofuran spin, the aqueous phase with ethyl acetate (10mL ¡Á 3). The organic phase was dried overanhydrous Na 2 SO 4 Drying, the solvent was removed, and concentrated to give 0.2g white solid: 2-methoxycarbonyl-4-carbamoyl-piperazine-1-carboxylate, yield: 90%.

129799-15-1, 129799-15-1 Methyl 1-Boc-piperazine-2-carboxylate 2756818, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Guangdong East Sunshine Pharmaceutical Co., Ltd; Zhang, Ying jun; Liu, Bing; Yu, Tian Zhu; Zhang, Xiang Yu; (348 pag.)CN105399698; (2016); A;,
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109-01-3, 1-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate 9: 3-(4-Methylpiperazin-1-yl)-propan-1-ol 1-Methylpiperazine (6.99 mL, 63 mol) was dissolved in toluene (30 mL). 3-Bromopropanol (2.62 mL, 30 mmol) was slowly and the mixture was stirred overnight at r.t. After heating to 80 C. for 2 h and cooling to r.t., the mixture was filtered and the filter cake was thoroughly washed with toluene. After removal of the solvent, the residue was subjected to distillation (b.p., 180 C./2 mbar) to obtain a colourless oil (4.08 g, 25.8 mmol, 86%). 1H NNR (CDCl3): delta=1.70 (Psi-quint, J?5.8 Hz, 2 H), 2.26 (s, 3 H), 2.35-2.6 (m, 8 H), 2.60 (Psi-t, J=5.8 Hz, 2 H), 3.77 (Psi-t, J=5.3 Hz, 2 H), 4.09 (s, br., 1 H)., 109-01-3

As the paragraph descriping shows that 109-01-3 is playing an increasingly important role.

Reference£º
Patent; 4SC AG; US2006/142570; (2006); A1;,
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Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.54699-92-2,4-Methyl-1-piperazineacetic acid,as a common compound, the synthetic route is as follows.

A solution of (1R,2R)-2-[[trans-2-[(1E,3E)-4-(4-cyano-2-fluorophenyl)-1,3-butadienyl]-1,3-dioxan-5-yl]thio]-1-(2,4-difluorophenyl)-1-[(1H-1,2,4-triazol-1-yl)methyl]propyl 2-(hydroxymethyl)benzoate (1.104 g, 1.63 mmol) obtained from Example 17-(4) in dichloromethane (25 ml) was cooled to 0C, and then 4-(N,N-dimethylamino)pyridine (299.1 mg, 2.45 mmol), 2-(4-methyl-1-piperazinyl)acetic acid (described in J. Med. Chem., 43, 1493 (2000); 387.3 mg, 2.45 mmol), and 1-ethyl-3-[3-(N,N-dimethylamino)propyl]carbodiimide (625.5 mg, 3.26 mmol) were added thereto. The reaction solution was stirred at room temperature for 4 hours, diluted with dichloromethane, and then the organic layer was washed successively with water and a saturated aqueous solution of sodium chloride. The solvent was evaporated under reduced pressure, and the residue was subjected to chromatography on a silica gel (40 g) column (eluent; ethyl acetate : methanol = 4 : 1) to give a mixture of the title target compound and 4-(N,N-dimethylamino)pyridine. The mixture was purified by recycle preparative HPLC [LC-908; Japan Analytical Industry Co., Ltd.; GPC column JAIGEL-1H (20 mm i.d. x 600 mm) and JAIGEL-2H (20 mm i.d. x 600 mm) connected in series for use; solvent, chloroform] to afford the title target compound (865.2 mg, 65% yield) as a colorless amorphous solid. NMR spectrum (400 MHz, CDCl3) delta ppm: 1.46 (3H, dd, J=7, 2 Hz), 2.29 (3H, s), 2.4-2.5 (4H, br s), 2.6-2.7 (4H, br s), 3.05 (1H, tt, J=12, 5 Hz), 3.31 (2H, s), 3.50 (1H, t, J=12 Hz), 3.53 (1H, t, J=12 Hz), 4.01 (1H, q, J=7 Hz), 4.12-4.21 (2H, m), 4 99 (1H, d, J=4 Hz), 5.45-5.55 (4H, m), 5.84 (1H, dd, J=15, 4 Hz), 6.57 (1H, dd, J=15, 10 Hz), 6.73 (1H, d, J=16 Hz), 6.93 (1H, dd, J=16, 10 Hz), 6.88-7.00 (2H, m), 7.34 (1H, dd, J=11, 1 Hz), 7.27-7.46 (3H, m), 7.53-7.60 (3H, m), 7.79 (1H, dd, J=8, 1 Hz), 7.90 (1H, s), 7.95 (1H, s) IR spectrum nu max KBr cm-1: 2230, 1726, 1503, 1275, 1257, 1051, 1140, 973 Mass spectrum m/z (FAB): 817 (M++1) Specific rotation [alpha]D25 +0.4 (c=0.99, CHCl3). A solution of (1R,2R)-2-[[trans-2-[(1E,3E)-4-(4-cyano-2-fluorophenyl)-1,3-butadienyl]-1,3-dioxan-5-yl]thio]-1-(2,4-difluorophenyl)-1-[(1H-1,2,4-triazol-1-yl)methyl]propyl 2-[[2-(4-methylpiperazin-1-yl)acetoxy]methyl]benzoate (280 mg, 0.343 mmol) obtained above in ethyl acetate (5 ml) was cooled to 0C, and hydrogen chloride (4N ethyl acetate solution; 95 mul, 0.38 mmol) was added thereto, and the mixture was stirred at 0C for 5 minutes. The solvent was evaporated under reduced pressure, and the residue was dried in vacuo to afford the mono hydrochloric acid salt of the title compound (298 mg, quantitative yield) as a pale yellow amorphous solid. NMR spectrum (400 MHz, CD3OD) delta ppm: 1.43 (3H, dd, J=7, 1 Hz), 2.87 (3H, s), 2.8-3.4 (8H, br), 3.04 (1H, tt, J=11, 5 Hz), 3.48 (1H, t, J=11 Hz), 3.53 (2H, s), 3.54 (1H, t, J=11 Hz), 4.06 (1H, q, J=7 Hz), 4.04-4.08 (2H, m), 4.17 (1H, ddd, J=11, 5, 2 Hz), 5.20 (1H, d, J=4 Hz), 5.46 (1H, d, J=14 Hz), 5.53 (1H, d, J=14 Hz), 5.58 (2H, s), 5.85 (1H, dd, J=15, 4 Hz), 6.57 (1H, dd, J=15, 10 Hz), 6.79 (1H, d, J=16 Hz), 7.01-7.11 (2H, m), 7.09 (1H, dd, J=16, 10 Hz), 7.46 (1H, td, J=8, 1 Hz), 7.50-7.61 (3H, m), 7.63 (1H, qd, J=7, 1 Hz), 7.78 (1H, t, J=8 Hz), 7.86 (1H, dd, J=7, 1 Hz), 7.95 (1H, s), 8.34 (1H, s) IR spectrum nu max KBr cm-1: 2230, 1726, 1503, 1274, 1257, 1140, 1050, 973 Mass spectrum m/z (FAB): 817 [M+(free base)+1] Specific rotation [alpha]D25 -1.9 (c=0.97, CHCl3). A solution of (1R,2R)-2-[[trans-2-[(1E,3E)-4-(4-cyano-2-fluorophenyl)-1,3-butadienyl]-1,3-dioxan-5-yl]thio]-1-(2,4-difluorophenyl)-1-[(1H-1,2,4-triazol-1-yl)methyl]propyl 2-[[2-(4-methylpiperazin-1-yl)acetoxy]methyl]benzoate (338.5 mg, 0.41 mmol) obtained above in ethyl acetate (5 ml) was cooled to 0C, and hydrogen chloride (4N ethyl acetate solution; 207 mul, 0.83 mmol) was added thereto, and the mixture was stirred at 0C for 5 minutes. The solvent was evaporated under reduced pressure, and the residue was dried in vacuo to afford the bis hydrochloric acid salt of the title compound (354 mg, quantitative yield) as a pale yellow amorphous solid. NMR spectrum (400 MHz, DMSO-d6) delta ppm: 1.35 (3H, dd, J=7, 2 Hz), 2.76 (3H, s), 2.82-2.92 (2H, br), 2.99 (1H, tt, J=11, 5 Hz), 3.06-3.16 (4H, br), 3.41 (2H, br d, J=15 Hz), 3.46 (1H, t, J=11 Hz), 3.47 (1H, t, J=11 Hz), 3.65 -3.75 (2H, br), 3.79 (1H, q, J=7 Hz), 3.96 (1H, ddd, J=11, 5, 2 Hz), 4.07 (1H, ddd, J=11, 5, 2 Hz), 5.05 (1H, d, J=5 Hz), 5.39 (1H, d, J=13 Hz), 5.40 (1H, d, J=14 Hz), 5.49 (1H, d, J=13 Hz), 5.56 (1H, d, J=14 Hz), 5.88 (1H, dd, J=15, 5 Hz), 6.56 (1H, dd, J=15, 11 Hz), 6.82 (1H, d, J=16 Hz), 7.16-7.20 (1H, m), 7.19 (1H, dd, J=16, 11 Hz), 7.31-7.37 (1H, m), 7.49-7.55 (1H, m), 7.55 (1H, td, J=9, 6 Hz), 7.60 (1H, d, J=7 Hz), 7.67-7.71 (2H, m), 7.84-7.89 (3H, m), 7.96 (1H, s), 8.44 (1H, s) Mass spectrum m/z (FAB): 817 [M+(free base)+1] Specific rotation [alpha]D25 -3.1 (c=1.87, CHCl3), 54699-92-2

The synthetic route of 54699-92-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Sankyo Company, Limited; EP1362856; (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.889958-14-9,1-Boc-2-oxopiperazine,as a common compound, the synthetic route is as follows.

EXAMPLE 25 t-Butyl 3-oxo-2-benzylidenyl-1-piperazinecarboxylate (25) To a solution of diisopropylamine (0.31 ml, 2.2 mmole) and dry THF (2 ml) at 0 C. under argon is added dropwise a hexane solution of n-butyllithium (0.90 ml, 2.2 mmole). After 1/2 hour, a solution of 2 (0.200 g, 1.00 mmole) in dry THF is added dropwise and stirred at 0 C. for 3 hours, and benzaldehyde (0.11 ml, 1.1 mmole) added dropwise. The reaction is stirred for 1 hour, the cooling bath is removed and the reaction stirred for an additional 2 hours. Acetyl chloride (0.078 ml, 1.1 mmole) was added and the mixture stirred overnight, quenched into ether/water, and purified as described in Example 23. Chromatography on silica gel with 10% methanol/chloroform yields colorless solid 25. M.p. 191-193 C.

889958-14-9, As the paragraph descriping shows that 889958-14-9 is playing an increasingly important role.

Reference£º
Patent; Richardson-Merrell Inc.; US4341698; (1982); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics