Tag: M.W:100-200

5464-12-0,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5464-12-0,1-(2-Hydroxyethyl)-4-methylpiperazine,as a common compound, the synthetic route is as follows.

A 250 ml three-necked flask equipped with a thermometer, a condenser, a bubble counter and a dropping funnel, and with magnetic stirring, is charged with 60 ml of THF and 7.9 g (50.94 mmol) of 2-(4-methylpiperazin-1 -yl)ethanol. The solution obtained is cooled to zero degrees and 2.04 g (50.94 mmol) of sodium hydride are gently added at this temperature. Stirring is continued at zero degrees for 1 hour. A solution of 7.9 g (42.45 mmol) of 1 -fluoro-2,4-dinitrobenzene and of 70 ml of THF, cooled beforehand to zero degrees, is then added dropwise to the previous medium. The reaction is monitored by TLC, elution being carried out with MeOH/CH2CI2. After stirring overnight at ambient temperature, the solvent is eliminated by evaporation under vacuum until a brown-yellow solid is obtained which, via purification by silica column flash chromatography (CH2Cl2/MeOH) gives, after evaporation of the solvent, a brown solid with a mass of 8.39 g (63.7percent yield) corresponding to the expected compound.

The synthetic route of 5464-12-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; L’OREAL; FADLI, Aziz; WO2014/26952; (2014); 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.4318-42-7,1-Isopropylpiperazine,as a common compound, the synthetic route is as follows.

A mixture 2,3-dichloro-pyrazine (5.0 g, 34 mmol), 1-isopropylpiperazine (6.5 g, 51 mmol) and potassium carbonate (7.0 g, 51 mmol) in acetonitrile (100 mL) was stirred at ambient temperature for 2 h. Addition of hexane, followed by filtration and concentration of the filtrate gave 9.5 g of crude material as an orange liquid. Purification by filtration through silica using heptane/EtOAc (3: 1), followed by EtOAc/acetone (1: 1), provided 6.5 g (79percent) of the title compound as a yellow oil which solidified upon cooling. HPLC purity: 98percent. MS m/z 241 (M+H) +. HRMS m/z calcd for C11H17ClN4 (M) + 240.1142, found 240.1138.

4318-42-7, 4318-42-7 1-Isopropylpiperazine 78013, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; BIOVITRUM AB; WO2004/9586; (2004); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

109-01-3, 1-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

109-01-3, The 1-(3-hydroxypropy)-4-methylpiperazine used as a stating material was prepared as follows: [00740] A mixture of 3-bromopropanol (20 ml), N-methylpiperzine (29 ml), potassium carbonate (83 g) and ethanol (200 ml) was stirred and heated to reflux for 20 hours. The mixture was cooled to ambient temperature and filtered. The filtrate was evaporated and the residue was triturated under diethyl ether. The resultant mixture was filtered and the filtrate was evaporated. The residue was purified by distillation to give the required starting material as an oil; NMR Spectrum: (CDCl3) 1.72 (m, 2H), 2.3 (s, 3H), 2.2-2.8 (m, 8H), 2.6 (t, 2H), 3.8 (t, 2H), 5.3 (br s, 1H).

The synthetic route of 109-01-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; AstraZeneca UK Limited; US6806274; (2004); B1;,
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.109-01-3,1-Methylpiperazine,as a common compound, the synthetic route is as follows.

Example 1 Preparation of 4-[(4-methyl-1-piperazinyl)methyl]benzoic acid (formula (2)) 350 ml of ethanol was added to 155 g (1.547 mol) of N-methylpiperazine. At room temperature (25 ± 3C), 60 g (0.351 mol) of 4-chloromethylbenzoic acid was added thereto and stirred for 6-7 hours. The reaction was analyzed by HPLC, and then the reaction solution was distilled under reduced pressure to remove ethanol, and 60 ml of 1-butanol was added thereto. The mixture was azeotropically distilled at 70 ± 2C and concentrated to produce a solid. 600 ml of 2-propanol was added thereto and the mixture was stirred at room temperature (25 ± 3C) for 30 minutes, stirred under reflux for 15 minutes, and then stirred at room temperature (25 ± 3C) for 12 hours with slow cooling. The produced precipitate was cooled to 19 ± 3C, stirred for 1 hour and then filtered. The filtrate was washed with 50 ml of cooled 2-propanol and dried in an oven at 60C, thereby obtaining a white compound of formula (2) (60 g, yield: 72%, purity: 95% or higher). HPLC purity: 99.123% (desmethyl impurity: 0.042%, starting material 0.42%).

109-01-3, The synthetic route of 109-01-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Bcworld Pharm. Co. Ltd.; EP2530077; (2012); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

59878-57-8,59878-57-8, 1-(Cyclopropylcarbonyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: 74 (250 mg, 0.71 mmol) was mixed with acetonitrile (5 mL), diisopropylethylamine (3 mL) and KI (250 mg) and 2,2-dimethyl-1-(piperazin-1-yl)propan-1-one (600 mg) and heated at 80 C for 12 h. On cooling, the mixture was poured into a saturated solution of ammonium chloride (40 mL) and extracted with ethyl acetate (3 x 20 mL). The organic phases were combined, washed with brine (40 mL), dried (magnesium sulfate), filtered and concentrated. The crude residue was purified by Flashmaster II (eluting with 0-50 % ethyl acetate in dichloromethane) to give 1-(4-{[2-fluoro-4-(trifluoromethyl)phenyl](pyridin-3-yl)methyl}piperazin-1-yl)-2,2-dimethylpropan-1-one (14) (52 mg, 17 %) as a yellow oil.

59878-57-8 1-(Cyclopropylcarbonyl)piperazine 2064235, apiperazines compound, is more and more widely used in various fields.

Reference：
Article; Keenan, Martine; Alexander, Paul W.; Diao, Hugo; Best, Wayne M.; Khong, Andrea; Kerfoot, Maria; Thompson, R. C. Andrew; White, Karen L.; Shackleford, David M.; Ryan, Eileen; Gregg, Alison D.; Charman, Susan A.; Von Geldern, Thomas W.; Scandale, Ivan; Chatelain, Eric; Bioorganic and Medicinal Chemistry; vol. 21; 7; (2013); p. 1756 – 1763;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

109-01-3, 1-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: 4-Nitrobenzyl bromide (46.3mmol) was dissolved in dichloromethane (100mL). The solution was added to the mixture of relative amine (47.0mmol) and triethylamine (70.3mmol) in dichloromethane (20ml). The reaction mixture was stirred at r. t. for 24 h and was extracted with dichloromethane (100ml×3). After removal of the solvent, the residue was crystallized from ethanol, giving yellow powder. Compounds 1 and 2 were used for further reaction without purification. To a suspension of compounds 1-2 (36.2mmol) in 95% ethanol (100ml), 85% NH2NH2·H2O (362mmol), 95% ethanol (100ml) and iron (III) oxide hydroxide (FeO(OH)/C, 2.0g) were added and heated to reflux. When TLC analysis showed complete conversion of the starting material, the reaction mixture was filtrate through Cellit and the filtrate was concentrated in vacuum. The crude product was purified by silica gel colum chromatography (DCM/MeOH) to yield the title compound (3 and 4) as white solid. The mixture of compound 4 (1eq, 18.5mmol), 4-Nitro-1H-pyrazole-3-acid (1.1equiv, 20.4mmol), EDC (1.2equiv, 22.2mmol), HOBT (1.2equiv, 22.2mmol) in DMF (50ml) was stirred for 24h. The ice water (100ml) was added to the reaction mixture. A large amount of yellow solid precipitation (compound 8) was acquired. Compound 8 was used without further purification. Compounds 8 was reduced by the same process as compound 4, and then the resulting compound 12 was purified by column chromatography on silica gel, eluted with the appropriate solvent.

109-01-3, 109-01-3 1-Methylpiperazine 53167, apiperazines compound, is more and more widely used in various fields.

Reference：
Article; Zhi, Yanle; Li, Baoquan; Yao, Chao; Li, Hongmei; Chen, Puzhou; Bao, Jiyin; Qin, Tianren; Wang, Yue; Lu, Tao; Lu, Shuai; European Journal of Medicinal Chemistry; vol. 155; (2018); p. 303 – 315;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5464-12-0, 1-(2-Hydroxyethyl)-4-methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,5464-12-0

Sodium hydride (60percent in mineral oil; 43.56 g; 1089 mmol) was added to a 3L reaction flask under nitrogen. A mechanical stirrer and thermocouple was attached. Dry diglyme (400 mL) was added. A solution of 2-(4-methylpiperazin-l-yl)ethanol (157 g; 1089 mmol) in diglyme (450 mL) was added slowly with stirring. The mixture was stirred with warming to 40 °C for 1 hour. 4-Chloropyridin-2-amine (70.0 g; 544.5 mmol) was added as a solid. The mixture was heated to 80 °C with stirring until effervescence had ceased. The temperature was increased to 157 °C for 16 hours. The mixture was allowed to cool and diluted with water (500 mL). THF (1000 mL) was added followed by sodium chloride (sufficient to saturate the aqueous phase). The phases were separated and the aqueous phase was further extracted with THF (3 x 800 mL). Additional water was added as required to aid in phase separation. The combined organic phases were dried with sodium sulfate (1000 g) for 16 hours and filtered. The solvent was removed under vacuum to remove the majority of the THF. The solution was filtered through Celite.(R). to remove fine particulates rinsing with diglyme. The diglyme was removed under vacuum (10 mm Hg vacuum, with the bath temperature increased to 60 °C). The residue was placed under high vacuum for 1 hour and then triturated with ether (400 mL). The resulting solids were collected by filtration, washed with ether and dried under vacuum to give the product (100.4 g) as an off white solid.

As the paragraph descriping shows that 5464-12-0 is playing an increasingly important role.

Reference：
Patent; ARRAY BIOPHARMA INC.; BOYS, Mark Laurence; BRADLEY, Michael; DELISLE, Robert Kirk; HENNINGS, D. David; KENNEDY, April L.; MARMSATER, Fredrik P.; MEDINA, Matthew; MUNSON, Mark C.; RAST, Bryson; RIZZI, James P.; RODRIGUEZ, Martha E.; TOPALOV, George T.; ZHAO, Qian; WO2011/79076; (2011); 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.59878-57-8,1-(Cyclopropylcarbonyl)piperazine,as a common compound, the synthetic route is as follows.

59878-57-8, To a solution of the above compound (68mg, 0.27mmol) in anhydrous DMF (2mL) under N2 at 0C were added WSC (61mg, 0.32mmol) and HOBt (43mg, 0.32mmol). The resulting mixture was stirred for 30min, then it was added with DIPEA (141mul, 0.81mmol) and 1-(cyclopropylcarbonyl)piperazine (115mul, 0.81mmol). Stirring was continued at room temperature for 20h. The residue was partitioned between water and ethyl acetate and the phases were separated. The organic layer was washed with brine, dried, filtered and evaporated. Purification by flash chromatography (CH2Cl2:MeOH 95:5) afforded 85mg (80%) of the title compound. 1H NMR (CDCl3) delta 10.88 (1H, br s); 8.18-7.95 (3H, m); 7.47 (1H, d, J=8.4Hz); 7.34-7.18 (2H, m); 6.50 (1H, m); 3.97-3.73 (4H, m); 3.88-3.72 (2H, m); 3.54-3.34 (2H, m); 1.75 (1H, m); 1.09-0.94 (2H, m); 0.90-0.64 (2H, m). Anal. Calcd for C22H21FN4O2: C, 67.33; H, 5.39; N, 14.28. Found: C, 69.86; H, 5.34; N, 13.88.

The synthetic route of 59878-57-8 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Cincinelli, Raffaella; Musso, Loana; Merlini, Lucio; Giannini, Giuseppe; Vesci, Loredana; Milazzo, Ferdinando M.; Carenini, Nives; Perego, Paola; Penco, Sergio; Artali, Roberto; Zunino, Franco; Pisano, Claudio; Dallavalle, Sabrina; Bioorganic and Medicinal Chemistry; vol. 22; 3; (2014); p. 1089 – 1103;,
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.103-76-4,N-(2-Hydroxyethyl)piperazine,as a common compound, the synthetic route is as follows.

1 mol of N-hydroxyethylpiperazine and25% by mass aqueous solution of ammonium vinyl sulfonate (containing 1.10 mol of ammonium vinyl sulfonate)Was added to a 1000 mL four-necked flask equipped with a reflux tube,The addition reaction is carried out with sufficient stirring;The reaction was carried out at 60 C for 1.5 hours,And then gradually warming boiling reflux,And continue to react for 2.5 hours;then,The reaction was quenched to give a reaction mother liquor containing 4-hydroxyethylpiperazine ethanesulfonate.By high performance liquid chromatography,The yield of ammonium 4-hydroxyethylpiperazine ethanesulfonate was calculated to be 89.4%.A reaction mother liquor containing 0.5 mol HEPES-NH4 was placed in a 500 mL beaker,Under stirring,27.5 g of concentrated sulfuric acid (98 wt%) was slowly added dropwise at room temperature,Then stir,And acidified at 0 C for 1 hour.Into the low temperature thermostat bath, cooling to -15 ,Cooling crystallization for 0.5 hours,Remove the sodium sulfate by filtration.The filtrate was placed in a beaker,Constantly stirring,Slowly add 3.0 g of Ba (OH) 2,Reaction for 1 hour,Remove the remaining sulfate.Adding 5 g of activated carbon decolorization and filtering by filtration to obtain the filtrate,By rotary evaporation to anhydrous,To obtain a solid primary purified product.The solid was washed twice with 500 ml of methanol,500ml ethanol once,And then vacuum drying,Get high purity HEPES.

103-76-4, 103-76-4 N-(2-Hydroxyethyl)piperazine 7677, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Shandong University of Technology; Cui Hongyou; Wang Jiangang; Zhu Liwei; Liu Ransheng; Yang Yong; Wang Yang; (8 pag.)CN104803949; (2017); B;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5308-25-8,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5308-25-8,1-Ethylpiperazine,as a common compound, the synthetic route is as follows.

2-chloro-4 (4-fluorophenyl) -5,6,7,8,9,10-hexahydrocycloocta [b] pyridine (7.4 kg)BINAP (95 g), bis (dibenzylideneacetone) palladium(44 g), sodium tert-butoxide (3.7 kg),Toluene (37 L), ethyl piperazine (8.7 kg) was charged to the reactor.The temperature was raised to T = 75 to 80 C. and maintained at T = 80 to 85 C. for 3 hours.(Note: the reaction is exothermic, typically a complete conversion is achieved after 2 hours at 80 C). The mixture was cooled to 60-65 C.,Water (37 L) was added keeping the temperature at T = 60-65 C.The temperature was adjusted to T = 70-75 C. and the layers were separated. I removed the lower aqueous layer.The organic layer was washed with brine solution (36 L). Reduce the temperature below 25 C,The organic layer was filtered through an activated carbon cartridge.The organic layer was treated with water (22 L) and hydrochloric acid (4.5 L).The layers separated and the organic layer was removed. The aqueous layer (including product) was dissolved in toluene(37 L) and sodium hydroxide (5.2 L).The temperature was adjusted to T = 70-75 C. and the layers were separated. I removed the lower aqueous layer.The solvent was removed by vacuum distillation to a small amount. Acetone (22 L) was added,The mixture was heated to reflux. Dissolution occurred and the mixture was cooled to T = 0 to 5 C. The product was isolated by filtration and washed with cold acetone.The product in the wet state is dried under vacuum at T = 48-53 C. to give a purity99.92% A% HPLC (method 2) of blonanserin was obtained(7.8 kg, molar yield 85%). Blonanserin (7.6 kg) obtained in the above procedure was recrystallized from isopropanol (purpose: blank filtering of blonanserin) (6.7 kg; yield 88%; purity 99.94% A% HPLC (method 2)).

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

Reference：
Patent; LUNDBECK PHARMACEUTICALS ITALY SA; HUBER, FLORIAN ANTON MARTIN; FAVERI, CARLA DE; (25 pag.)JP2018/43989; (2018); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics