Category: 109-07-9

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.109-07-9,2-Methylpiperazine,as a common compound, the synthetic route is as follows.

EXAMPLE 24A 3-methyl-1-pyridin-2-ylpiperazine hydrobromide 2-Methylpiperazine (1.0 g, 0.01 mol, racemic mixture) and 2-bromopyridine (10 mL, 0.1 mol) were combined and heated at 120 C. for 16 hours. The reaction mixture was cooled to 23 or and partitioned between ethyl acetate and water. The layers were separated, and the water layer was concentrated under reduced pressure. The residue was triturated with ethyl acetate, dichloromethane, and methanol to afford 460 mg (26% yield) of the title compound as an off-white solid. 1H NMR (300 MHz, DMSO-d6) delta 1.27 (d, J=6.6 Hz, 3H), 2.90 (dd, J=10.5, 14.1 Hz, 1H), 3.10 (m, 2H), 3.40 (m, 2H), 4.32 (m, 2H), 6.77 (dd, J=4.8, 6.9 Hz, 1H), 6.98 (d, J=8.1 Hz, 1H), 7.64 (m, 1H), 8.15 (m, 1H), 8.63 (bs, 1H), 8.92 (bs, 1H); MS (APCI) m/e 178 (M+H)+.

109-07-9, As the paragraph descriping shows that 109-07-9 is playing an increasingly important role.

Reference£º
Patent; Cowart, Marlon D.; Patel, Meena V.; Kolasa, Teodozyi; Brioni, Jorge D.; Rohde, Jeffrey J.; Engstrom, Kenneth M.; Stewart, Andrew O.; Daanen, Jerome F.; Bhatia, Pramila A.; US2004/127504; (2004); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

109-07-9, 2-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Method 1 1-(t-Butoxycarbonyl)-3-methylpiperazine To a cold (-5 C.) solution of 2-methylpiperazine (5.00 g, 0.05 mole) in 200 mL of CH2Cl2 under Ar was added a solution of di-t-butyl dicarbonate (10.9 g, 0.05 mole) in 100 mL of CH2Cl2 over 1 h. The resulting mixture was stirred at -5 C. for 1 h and then at r.t. for 2 h. The solution was then washed (H2O), dried (Na2SO4) and evaporated to give an oil which was chromatographed (SiO2/ethyl acetate then ethyl acetate-MeOH-NH4OH 10:1:0.1) to give the product (4.30 g, 43%) as an oil. This material was used without further purification: 1H nmr (200 MHz, CDCl3) delta4.15-3.75 (br s, 2H), 3.0-2.6 (m, 4H), 2.47-2.35 (m, 1H), 1.48 (s, 9H), 1.08 (d, J=6.7 Hz, 3H)., 109-07-9

The synthetic route of 109-07-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Fabre-Kramer Pharmaceuticals, Inc.; US2009/281114; (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.109-07-9,2-Methylpiperazine,as a common compound, the synthetic route is as follows.,109-07-9

General procedure: 2-Substituted piperazine or 2,6-Disubstitutedpiperazine (5.0 mmol) was dissolved in dry dichloromethane(100 mL) and cooled to 0 C. A solution of the appropriate acylatingagent (5.0 mmol) in dichloromethane (20 mL) was added dropwisein 30 min, and then pyridine (7.5 mmol). The reaction mixture waskept into an ice-water bath with stirring 12 h and left at roomtemperature until TLC showed that all the starting material hadreacted. The reaction mixture was evaporated to dryness to obtainthe corresponding monoacyl derivative. Column chromatographygave the pure compound in high yield.1-tert-Butoxycarbonyl-3-methylpiperazine (16) [21]. Theproduct was obtained as a syrup and purified by column chromatographyusing dichloromethane-methanol (15:1) as eluent(750 mg, 75% yield). MS (CI): m/z 201 (20%) [M+H]+. 1H NMR(500 MHz, DMSO-d6) delta 3.75-3.71 (m, 2H), 2.85-2.82 (m, 1H),2.75-2.69 (m, 1H), 2.60-2.54 (m, 3H), 2.39-2.34 (m, 1H), 1.41 (s,9H), 0.96 (d, J 6.3 Hz, 3H). 13C NMR (125 MHz, DMSO-d6) delta 154.5,79.3, 51.2, 50.5, 45.5, 44.4, 28.6, 19,3. HRMS (m/z): calcd forC10H20N2O2 200.1528 [M]+.; found 200.1525.

The synthetic route of 109-07-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Mazzotta, Sarah; Marrugal-Lorenzo, Jose Antonio; Vega-Holm, Margarita; Serna-Gallego, Ana; Alvarez-Vidal, Jaime; Berastegui-Cabrera, Judith; Perez del Palacio, Jose; Diaz, Caridad; Aiello, Francesca; Pachon, Jeronimo; Iglesias-Guerra, Fernando; Vega-Perez, Jose Manuel; Sanchez-Cespedes, Javier; European Journal of Medicinal Chemistry; vol. 185; (2020);,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

109-07-9, 2-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 24A 3-methyl-1-pyridin-2-ylpiperazine hydrobromide 2-Methylpiperazine (1.0 g, 0.01 mol, racemic mixture) and 2-bromopyridine (10 mL, 0.1 mol) were combined and heated at 120 C. for 16 hours. The reaction mixture was cooled to 23 C. and partitioned between ethyl acetate and water. The layers were separated, and the water layer was concentrated under reduced pressure. The residue was triturated with ethyl acetate, dichloromethane, and methanol to afford 460 mg (26% yield) of the title compound as an off-white solid. 1H NMR (300 MHz, DMSO-d6) delta1.27 (d, J=6.6 Hz, 3H), 2.90 (dd, J=10.5, 14.1 Hz, 1H), 3.10 (m, 2H), 3.40 (m, 2H), 4.32 (m, 2H), 6.77 (dd, J=4.8, 6.9 Hz, 1H), 6.98 (d, J=8.1 Hz, 1H), 7.64 (m, 1H), 8.15 (m, 1H), 8.63 (bs, 1H), 8.92 (bs, 1H); MS (APCI) m/e 178 (M+H)+.

109-07-9, 109-07-9 2-Methylpiperazine 66057, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Cowart, Marlon D.; Bhatia, Pramila A.; Daanen, Jerome F.; Stewart, Andrew O.; Patel, Meena V.; Kolasa, Teodozyj; Brioni, Jorge D.; Rohde, Jeffrey; US2002/169167; (2002); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

109-07-9, 2-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 1 In a 100 ml four-neck flask, 5.00 g (= 0.0499 mole) of racemic 2-methylpiperazine was placed, and 44 g of 1-butanol (water content 0.05 wt%) was added for dissolution. The solution was cooled to 0C, and 8.47 g of benzyl chlorocarbonate (= 0.0489 mole, purity by HPLC determination analysis 98.5 wt%, 0.98 molar time) was added dropwise in a liquid temperature range from 0 to 8C. Then, stirring was carried out at 0 to 5C for 2 hours, and the reaction solution was partially sampled and determined by the internal standard method (internal standard: anisole). As a result, the reaction yield of 1-benzyloxycarbonyl-3-methylpiperazine was 83.9% (based on the amount of 2-methylpiperazine). The reaction solution was further stirred at room temperature for 12 hours and analyzed. As a result, the reaction yield was 85.1%. Example 3 A reaction was performed as described for Example 1, except that the amount of benzyl chlorocarbonate used was changed from 8.47 g to 10.1 g (= 0.0597 mole, 1.17 molar times). As a result, the reaction yield of 1-benzyloxycarbonyl-3-methylpiperazine was 93.8% (based on the amount of 2-methylpiperazine) after lapse of 2 hours at 0 to 5C. Stirring was carried out at room temperature for further 12 hours, being followed by analysis. As a result, the reaction yield was 95.1%.

109-07-9, 109-07-9 2-Methylpiperazine 66057, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Toray Fine Chemicals Co., Ltd.; EP1548010; (2005); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

109-07-9, 2-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example of preparation. Preparing form I gatifloxacin for seeding; 10 g (0.0339 moles, 1 equivalent) of 1- cyclopropyl-6, 7-difluoro-1, 4-dihydrc-8-methoxy-4-oXo-3- quinolinecarboxylic acid (CAS no.: 112811-72-0) is placed in a flask, 30 mL of acetonitryl (3 volumes) is added and the solution is heated to a temperature of 76-80 C. Once reflux has been attained, 3.28 g (0.0203 moles, 0.6 equivalents) of hexamethyldisilazane (HMDS) is added using a compensated addition funnel, maintaining the temperature. Once the addition is completed, the reaction is maintained with stirring for 1 hour at a temperature of 76-80 C. Once this period has elapsed, the reaction mixture is cooled to a temperature between 0 and 15 C, and 5.78 g (0.0407 moles, 1.2 equivalents) of boron trifluoride ethyletherate is added, keeping the temperature below 15 C. Once the addition has finished, the temperature is allowed to rise to 15-25 C and :-t is kept under these conditions for approximately 2 hour : :. The pH of the mixture is then adjusted to an approximate value of 9 with triethylamine (approximately 2 mL). To the resulting suspension : s added a solution of 10.19 g (0.1017 moles, 3 equivalents) of 2-methylpiperazine in 28 mL of acetonitryl, keeping the temperature between 15 and 25 C. The resulting amber solution is kept with stirring under these conditions for approximately 3 hours. Once the reaction has beer : completed, the mixture is distilled at low pressure unti : a stirrable paste is obtained. At this point, 50 mL of methanol is added, the resulting suspension is raised to a temperature of 63-67 C and kept under these conditions for approximately 5 hours. Once the reaction has been completed the mixture is cooled to a temperature of 25-35 C over a water bath and then to a temperature of 0-5 C over a water/ice bath for a further 1 hour. The resulting precipitate is filtered, washed with cold methanol (2 x 10 mL) and dried at 40 C in an oven in vacuo to constant weight. 10.70 g of crude gatifloxacin is obtained, with a water content of 2. 95% by weight. The yield of the process is 81.8%. The crude product obtained is used for the seeding in Example 1. The crude product is crystallised in methanol by dissolving-20 g of crude gatifloxacin in 1 1 of methanol (50 volumes) at a temperature of D3-67 C. Once all the product has been dissolved it is placed to cool to a temperature of 30-40 C, and then to a temperature of 0-5 C over a water/ice bath, maintaining it under these conditions for 1 hour. The resulting suspension is filtered and the solid retained is washed with 20 mL (1 volume) of cold methanol. The solid obtained is dried at 40 C in a vacuum oven to obtain 18.65 g of gatifloxacin with a water content of 2. 36% by weight.

109-07-9, As the paragraph descriping shows that 109-07-9 is playing an increasingly important role.

Reference£º
Patent; QUIMICA SINTETICA, S.A.; WO2005/47262; (2005); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

109-07-9, 2-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 3 5-Amino-1-cyclopropyl-6-fluoro-7-(3-methyl-1-piperazinyl)1,4-dihydro-4-oxoquinoline-3-carboxylic acid: A mixture of 1.0 g of 5-amino-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid, 1.18 g of 2-methylpiperazine and 10 ml of pyridine was heated under reflux for 3 hours. The reaction mixture was concentrated under reduced pressure, and the residue was dissolved in 28% aqueous ammonia. The solution was neutralized with a 10% aqueous solution of acetic acid and cooled with ice. The crystals were collected by filtration, dissolved in a 10% aqueous solution of acetic acid, treated with activated charcoal, adjusted to pH 8-9 with 29% aqueous ammonia, and cooled with ice. The crystals were collected by filtration and washed successively with water and ethanol to give 0.80 g of 5-amino-1-cyclopropyl-6-fluoro-7-(3-methyl-1-piperazinyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid. m.p. 181-183 C., 109-07-9

109-07-9 2-Methylpiperazine 66057, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Dainippon Pharmaceutical Co., Ltd.; US5013841; (1991); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

109-07-9, 2-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General Procedure 1. Chemoselective N-acylation reaction of 2-substitued piperazines (6-9, 43-45). 2-Substituted piperazine (6.0 mmol) was dissolved in dry dichloromethane (80 mL) and cooled to 0 oC. A solution of the appropriate acylating agent in dichloromethane (6.0 mmol, 20 mL) was added dropwise in 30 minutes, and then pyridine (9 mmol). The reaction mixture was kept into an ice-water bath with stirring 12 hours and left at room temperature until TLC showed that all the starting material had reacted. The reaction mixture was evaporated to dryness to obtain the corresponding monoacylderivative. Column chromatography gave the pure compounds in high yields. l-tert-Butoxycarbonyl-3-methylpiperazine (6).37 The product was obtained as a syrup and purified by column chromatography using dichloromethane-methanol (15:1) as eluent (0.90 g, 75% yield). MS (CI): m/z 201 (20%) [M+H]+. 1H NMR (500 MHz, DMSO-d6) 0 3.75-3.7 1 (m, 2H), 2.85-2.82 (m, 1H), 2.75-2.69 (m, 1H), 2.60-2.54 (m, 3H), 2.39-2.34 (m, 1H), 1.41 (s, 9H), 0.96 (d, J = 6.3 Hz, 3H). 13C RMN (125 MHz, DMSO-d6) delta 154.5, 79.3, 51.2, 50.5, 45.5, 44.4, 28.6, 19,3. HRMS (m/z): calcd. for C10H20N2O2 200.1528 [M]+.; found 200.1525.

109-07-9, As the paragraph descriping shows that 109-07-9 is playing an increasingly important role.

Reference£º
Patent; SERVICIO ANDALUZ DE SALUD; UNIVERSIDAD DE SEVILLA; SANCHEZ CESPEDES, Javier; PACHON IBANEZ, Maria Eugenia; PACHON DIAZ, Jeronimo; MARTINEZ AGUADO, Pablo; CEBRERO CANGUEIRO, Tania; VEGA PEREZ, Jose Manuel; IGLESIAS GUERRA, Fernando; VEGA HOLM, Margarita; CANDELA LENA, Jose Ignacio; MAZZOTTA, Sarah; (88 pag.)WO2017/144624; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

109-07-9, 2-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 11 An experiment was carried out as described for Example 9, except that 45.55 g of 1-butanol and 4.61 g of water (water content 9.2 wtpercent) were used instead of 50.00 g of 1-butanol. As a result, the conversion of 2-methylpiperazine was 94.3percent, and the selectivity of 1-tert-butoxycarbonyl-3-methylpiperazine was 85.8percent (reaction yield 80.9percent).Comparative Example 8 An experiment was carried out as described for Example 9, except that 37.56 g of 1-butanol and 12.67 g of water (water content 25.2 wtpercent) were used instead of 50.00 g of 1-butanol. As a result, the conversion of 2-methylpiperazine was 81.6percent, and the selectivity of 1-tert-butoxycarbonyl-3-methylpiperazine was 70.9percent (reaction yield 57.9percent).Comparative Example 9 An experiment was carried out as described for Example 9, except that 25.00 g of 1-butanol and 25.00 g of water (water content 50.0 wtpercent) were used instead of 50.00 g of 1-butanol. As a result, the conversion of 2-methylpiperazine was 81.2percent, and the selectivity of 1-tert-butoxycarbonyl-3-methylpiperazine was 41.8percent (reaction yield 33.9percent)., 109-07-9

The synthetic route of 109-07-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Toray Fine Chemicals Co., Ltd.; EP1548010; (2005); 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.109-07-9,2-Methylpiperazine,as a common compound, the synthetic route is as follows.

Example 5 A reaction was carried out as described for Example 1, except that the solvent was changed from 44.7 g of 1-butanol to a mixed solvent consisting of 5.3 g of water and 40 g of 1-butanol (water content 10.6 wt%). After stirring at 0 to 5C for 2 hours, the reaction solution was analyzed. As a result, the reaction yield of 1-benzyloxycarbonyl-3-methylpiperazine was 82.1% (based on the amount of 2-methylpiperazine). Comparative Example 1 A reaction was carried out as described for Example 1, except that the solvent was changed from 44 g of 1-butanol to a mixed solvent consisting of 9 g of water and 35 g of 1-butanol (water content 20.5 wt%). After stirring at 0 to 5C for 2 hours, the reaction solution was analyzed. As a result, the reaction yield of 1-benzyloxycarbonyl-3-methylpiperazine was 59.6% (based on the amount of 2-methylpiperazine). Comparative Example 2 A reaction was carried out as described for Example 4, except that the solvent was changed from 44 g of 1-butanol to a mixed solvent consisting of 18 g of water and 27 g of 1-butanol (water content 40.0 wt%). After stirring at 0C for 2 hours, the reaction solution was analyzed. As a result, the reaction yield of 1-benzyloxycarbonyl-3-methylpiperazine was 51.6% (based on the amount of 2-methylpiperazine). Comparative Example 3 A reaction was carried out as described for Example 1, except that the solvent was changed from 44 g of 1-butanol to a mixed solvent consisting of 22 g of water and 22 g of 1-butanol (water content 50 wt%). After stirring at 0C for 2 hours, the reaction solution was analyzed. As a result, the reaction yield of 1-benzyloxycarbonyl-3-methylpiperazine was 33.6% (based on the amount of 2-methylpiperazine)., 109-07-9

The synthetic route of 109-07-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Toray Fine Chemicals Co., Ltd.; EP1548010; (2005); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics