Tag: M.W:100-200

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.13754-38-6,1-Benzoylpiperazine,as a common compound, the synthetic route is as follows.

General procedure: To a mixture of 1-benzoylpiperazine (1.0 eq) and potassium carbonate (2.0 eq) in dimethylformamide was added dropwise a solution of the corresponding substituted 9-bromo-9H-fluorene (1.0 eq) in dimethylformamide (The synthesis of 9-bromo-9H-fluorene derivatives is reported in supporting information). After stirring for 24 h at room temperature, solvent was removed and the crude residue was dissolved in diethyl ether, washed with brine, dried over magnesium sulfate,filtered and concentrated under vacuum. The residue was purified by flash chromatography as indicated in each case to afford the title compound. Reagents: 1-Benzoylpiperazine (0.16 mmol, 30 mg), potassium carbonate (0.31 mmol, 43 mg) and 9-bromo-2-octyl-9H-fluorene (0.16 mmol, 55 mg). The crude product was purified by flash chromatography (gradient, 100% petroleum ether to 100% ethyl acetate in 15 min) to afford a yellow oil (38 mg, 53%). TLC Rf: 0.10 (petroleum ether/ethyl acetate 90/10). IR (cm-1): 697, 708, 740, 765, 828, 1001, 1015, 1141, 1154, 1255, 1277, 1302, 1425, 1455, 1634, 1715, 2853, 2923. HPLC: method 2, rt = 7.63 min, purity 97%. 1H NMR (300 MHz, CDCl3) delta (ppm): 0.82-1.01 (m, 3H); 1.23-1.47 (m, 10H); 1.59-1.78 (m, 2H); 2.43 (s, 2H); 2.72 (t, J = 7.8 Hz, 2H); 2.92 (s, 2H); 3.38 (s, 2H); 3.85 (s, 2H); 4.88 (s, 1H); 7.23 (d, J = 7.8 Hz, 1H); 7.30 (td, J = 1.5 Hz, 7.5 Hz, 1H); 7.34-7.43 (m, 6H); 7.47 (s, 1H); 7.61 (d, J = 7.5 Hz, 1H); 7.63 (d, J = 7.5 Hz, 1H); 7.67 (d, J = 7.1 Hz, 1H). 13C NMR (75 MHz, CDCl3) delta (ppm): 14.2 (CH3); 22.7 (CH2); 29.3 (CH2); 29.4 (CH2); 29.5 (CH2); 31.8 (CH2); 31.9 (CH2); 36.2 (CH2); 43.0 (CH2); 48.4 (CH2); 48.5 (CH2); 49.7 (CH2); 69.9 (CH); 119.5 (CH); 119.6 (CH); 125.8 (CH); 125.9 (CH); 126.7 (CH); 127.1 (2 * CH); 128.3 (CH); 128.4 (2 * CH); 128.5 (CH); 129.6 (CH); 135.9 (C); 138.7 (C); 141.2 (C); 142.4 (C); 143.3 (C); 143.6 (C); 170.3 (C). MS (DCI/CH4) m/z: 467.31 [M+H+], 277.20 [M-189]. HRMS (DCI/CH4): for C32H39N2O [M+H+]: calcd: 467.3062; found: 467.3063.

13754-38-6, 13754-38-6 1-Benzoylpiperazine 762654, apiperazines compound, is more and more widely used in various fields.

Reference：
Article; Chollet, Aurelien; Mori, Giorgia; Menendez, Christophe; Rodriguez, Frederic; Fabing, Isabelle; Pasca, Maria Rosalia; Madacki, Jan; Kordulakova, Jana; Constant, Patricia; Quemard, Annaik; Bernardes-Genisson, Vania; Lherbet, Christian; Baltas, Michel; European Journal of Medicinal Chemistry; vol. 101; (2015); p. 218 – 235;,
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.5271-27-2,1-Methyl-3-phenylpiperazine,as a common compound, the synthetic route is as follows.,5271-27-2

1-Methyl-3-phenylpiperazine (1.8 g; 0.01 mol) was dissolved in 50 dichloromethane. Triethylamine (1 ml; 0.07 mol) was added. Trifluoroacetic anhydride (2 ml) was added neat. The mixture was quenched with 10percent sodium carbonate. The organic layer was washed again with carbonate, dried and evaporated to an oil (2.5 g; 92 percent). TLC very pure. Chiral GC: 5.9/6.2 min.

As the paragraph descriping shows that 5271-27-2 is playing an increasingly important role.

Reference：
Patent; N.V. ORGANON; WO2007/144409; (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.5317-33-9,3-(4-Methylpiperazin-1-yl)propan-1-ol,as a common compound, the synthetic route is as follows.

5317-33-9, To a stirred suspension of the 4-(2-fluoro-4- nitrophenoxy)-6-methoxyquinolin-7-ol (Example 72, step D, 0.15 g, 0.454 mmol) in CH2Cl2 (4 mL) at room temperature under nitrogen was added the 3-(4-methylpiperazin-l-yl)propan-l-ol (0.086 g, 0.545 mmol) followed by PPh3 (0.191 g, 0.727 mmol) and (E)-diethyl diazene-1,2- dicarboxylate (0.127 g, 0.727 mmol). After 17 hours stirring, the reaction was concentrated to a residue under reduced pressure. The crude was purified by silica gel flash column chromatography (10% MeOH in CH2Cl2) to afford 0.185 mg (87%) of the desired product. LRMS (ESI pos) m/e 471 (M+l).

The synthetic route of 5317-33-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; WO2007/146824; (2007); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

57260-71-6, tert-Butyl piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

57260-71-6, Potassium carbonate was added to an NMP solution of 4-fluorobenzaldehyde and 1-(t-butoxycarbonyl)piperazine, and the whole was stirred under heating. Then, post-treatment and purification were carried out in a usual way to obtain an objective compound.

As the paragraph descriping shows that 57260-71-6 is playing an increasingly important role.

Reference：
Patent; YAMANOUCHI PHARMACEUTICAL CO. LTD.; EP1396487; (2004); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5308-25-8,5308-25-8, 1-Ethylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A solution of compound 2 (0.55 mmol), 1-substituted piperazine (0.83 mmol) and pyridine (0.8 mmol) in 10 mL THF (tetrahydrofuran) was stirred at room temperature overnight. When the reaction was completed, the solvent was evaporated under reduced pressure. The residues were dissolved in ethyl acetate and washed with water and saturated sodium chloride solution. After drying over anhydrous Na2SO4, the solvent was removed under reduced pressure to get crude product. The pure products were obtained by recrystallizing from ethanol.

The synthetic route of 5308-25-8 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Wu, Zhilin; Ding, Na; Tang, Yuting; Ye, Jiao; Peng, Junmei; Hu, Aixi; Research on Chemical Intermediates; vol. 43; 8; (2017); p. 4833 – 4850;,
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.13889-98-0,1-Acetylpiperazine,as a common compound, the synthetic route is as follows.

In a three neck flask, under inert atmosphere (N2), is added 7.19g (27.2mmol) ofD in 150ml of DCM. The mixture is cooled to 0C. Then 5.75g (30mmol) of EDCI, 4.05g (30mmol) of HOBt and 3.85g (30mmol) of acetylpiperazine are added in this order. The temperature of 0C is maintained for 1 hour and the mixture is allowed to warm to 20C over 18 hours. Then 50ml of water are added and a solution of HCl 1M is added to obtain an acidic aqueous phase. The solution is extracted with DCM. The crude product is purified by column chromatography (Eluant: 90/10 DCM/MeOH) to give 9.04g (yield=89%) of the title compound, Example 115, as a white solid. NMR 1H (DMSO d6) : delta 2.04 (s, 3H), 3.62-3.40 (m, 8H), 4.10-3.85 (m, 2H), 4.12 (d, 1H), 4.30 (d, 1H), 6.62 (t, 1HAr), 6.95 (d, 1HAr), 7.26 (d, 1HAr), 7.48 (t, 1HAr), 7.70 (m, 2HAr), 7.77 (s, 1HAr)., 13889-98-0

As the paragraph descriping shows that 13889-98-0 is playing an increasingly important role.

Reference：
Patent; CEPHALON, INC.; CEPHALON FRANCE; EP1586559; (2005); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

21043-40-3, 1-Cyclopentylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: (1) Reaction. To a half-dram vial, in which reagent amine or its hydrochloride (0.050 mmol)was pre-weighed, were added 0.65 mL of a 0.1 M solution of 1-acryloyl-N,N-dimethylindoline-2-carboxamide (rac)-3 in 3.75% dry Et3Neanhydrous THF and 0.25 mL of 3.75% dry Et3N/dry dimethylacetamide and the resulting mixture was shaken at 60 C for 16 h. After cooling to room temperature, the reaction mixture was loaded onto an Oasis MCX cartridge (1 g/6 mL) preconditioned 8 mL of MeOH. The solid-phase matrix was washed with 10 mL of MeOH and then eluted with 5 mL of 1 M ammonia/MeOH. The elute was concentrated to dryness by vacuum centrifuge, providing crude product. In case it is needed, the crude material was purified with preparative LS/MS to give the desired product as salt-free form or formic acid salt dependent on the purification condition. (2) HPLC/LCeMS method. (i) Analytical condition: equipment, Waters 2795; column: Waters XTerra C18, 5 mm, 4.6 50 mm; column temperature, 40 C; detector, photodiodearray (210e400 nm); flow, 1.0 mL/min; solvent (a) as acidic condition, A: 0.1% HCO2H; B: MeOH, gradient, solvent (b) as basic condition, A: 0.1% aqueous ammonia; B: MeOH, gradient; MS condition (ionization method), ESI (positive). (ii) Preparativeconditions: equipment, Waters prep LC/MS system; column, Waters XTerra C18, 5 mm, 20 50 mm; column temperature, ambient temperature; flow, 20.0 mL/min; solvent (a) as acidic condition, A: 0.1% HCO2H; B: MeOH, gradient, solvent (b) as basic condition, A: 0.1% aqueous ammonia; B: MeOH, gradient., 21043-40-3

The synthetic route of 21043-40-3 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Hayashi, Shigeo; Ohashi, Katsuyo; Nakata, Eriko; Emoto, Chie; European Journal of Medicinal Chemistry; vol. 55; (2012); p. 228 – 242;,
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.17766-28-8,1-Cyclohexylpiperazine,as a common compound, the synthetic route is as follows.

Dissolving Intermediate 5 in DMSO, then adding triethylamine and 1-cyclohexyl piperazine into the solution at temperature about 50-70 C. Adding MTBE and MeOH solution. Isolation and washing of the wet cake with MTBE and MeOH followed by filtering provided Intermediate 6 as a solid

17766-28-8, The synthetic route of 17766-28-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; VM Oncology LLC; Wu, Jay Jie-Qiang; US2015/218132; (2015); 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.21655-48-1,cis-2,6-Dimethylpiperazine,as a common compound, the synthetic route is as follows.

To a solution of czs-2,6-dimethylpiperazine (1.00 g, 8.70 mmol) in CHC13 (20 mL) was added Boc anhydride (1.90 g, 8.70 mmol) drop-wise at 0 C, and the reaction mixture was stirred at room temperature for 16 h. The reaction mixture was diluted with DCM (30 mL) and washed with H20 (30 mL). The organic layer was separated, washed with brine (10 mL), dried over anhydrous Na2S04 and concentrated in vacuo to afford tert-butyl cz5-3,5-dimethylpiperazine-l- carboxylate (1.82 g crude) as an off-white solid. This compound was used as such for the next reaction without further purification. LC/MS (ESI) m/e [M+H]+/RT (min)/%: (0321) 215.00/2.52/83.4%. 1H NMR (400 MHz, DMSO-d6) delta 1.05 (d, J = 6.1 Hz, 6H), 1.20 (d, J = 6.7 Hz, 1H), 1.46 (s, 9H), 2.32-2.40 (m, 2H), 2.72-2.82 (m, 2H), 3.80-4.02 (m, 2H)., 21655-48-1

21655-48-1 cis-2,6-Dimethylpiperazine 6950261, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; NEUROPORE THERAPIES, INC.; WRASIDLO, Wolfgang; STOCKING, Emily, M.; HALL, Adrian; MACCOSS, Malcolm; (139 pag.)WO2017/20010; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5625-67-2, Piperazin-2-one is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,5625-67-2

To a stirred solution of W-1 (20.0 g, 0.200 mol) in DCM, is added Boc anhydride (43.6 g, 0.200 mol), and TEA (40.4 g, 0.400 mol). The mixture is stirred at about 25 C. for about 18 hours. The mixture is concentrated and the residue dissolved in EtOAc then extracted with water. The organic layer is concentrated and the residue is purified by silica gel chromatography to give W-2.

The synthetic route of 5625-67-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Boehringer Ingelheim International GmbH; BYLOCK, Lars Anders; US2013/236468; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics