Category: 109-07-9

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

Example 2 A reaction was performed as described for Example 1, except that the amount of benzyl chlorocarbonate used was changed from 8.45 g to 9.25 g (= 0.0533 mole, 1.07 molar times). As a result, the reaction yield of 1-benzyloxycarbonyl-3-methylpiperazine was 91.7% (based on the amount of 2-methylpiperazine) after lapse of 2 hours at 0 to 5C. Furthermore, the reaction solution was stirred at room temperature for further 12 hours and analyzed. As a result, the reaction yield was 94.5%. From the obtained reaction solution, 1-butanol was distilled away, and 30 g of water was added to the concentrate. The pH was adjusted to 11.2 using 48% sodium hydroxide. To the solution, 40 g of toluene was added, and the lower layer was removed. Subsequently, the upper layer was concentrated under reduced pressure to distill away toluene, for obtaining 11.1 g of a recovered solution. The obtained recovered solution was analyzed, and as a result, the intended 1-bunzyloxycarbonyl-3-methylpiperazine occupied 87.2 area %, and as for impurities, benzyl alcohol occupied 0.52 area %, 1-benzyl-4-benzyloxycarbonyl-2-methylpiperazine, 0.01 area %, 1-benzyl-2-methylpiperazine, 0.10 area %, and 1,4-dibenzyloxycarbonyl-2-methylpiperazine, 11.9 area % (solvent toluene, 1.9 area %). Therefore, the total of impurities was 6 liquid chromatography area %. Example 12 The reaction solution obtained by the same operation as in Example 2 was concentrated and 31 g of 1-butanol was distilled away under reduced pressure, being followed by addition of 30 g of water. Subsequently 35% hydrochloric acid water was used for adjusting the pH to 0.8. Then, 22 g of toluene was added, and stirring was carried out for 30 minutes. The upper layer was then removed, and the same amount of toluene was added again. The same operation was repeated for carrying out washing operation. Subsequently 48% sodium hydroxide aqueous solution was used to keep the pH of the reaction solution at 11.5. In this case, white turbidity occurred due to liberated 1-benzyloxycarbonyl-3-methylpiperazine. To the white turbid solution, 40 g of toluene was added, and stirring was carried out for 30 minutes. The lower layer was then removed, and the upper layer was concentrated under reduced pressure at 60 to 70C in temperature. Then, toluene was distilled away to obtain 10.13 g of 1-benzyloxycarbonyl-3-methylpiperazine. The obtained compound was analyzed. As a result, the intended 1-benzyloxycarbonyl-3-methylpiperazine accounted for 98.0 liquid chromatography area %. The impurities showed 0.40 liquid chromatography area % for benzyl alcohol, 0.04 liquid chromatography area % for 1-benzyl-4-benzyloxycarbonyl-2-methylpiperazine, 0.10 liquid chromatography area % for 1-benzyl-2-methylpiperazine and no detection for 1,4-dibenzyloxycarbonyl-2-methylpiperazine (1.46 liquid chromatography area % for solvent toluene). Therefore, the total of impurities was 0.55 liquid chromatography area %.Example 13 The reaction solution obtained by the same operation as in Example 2 was concentrated and 28 g of 1-butanol was distilled away under reduced pressure, being followed by addition of 30 g of water. Subsequently 35% hydrochloric acid water was used for adjusting the pH to 0.7. Then, 22 g of toluene was added, and stirring was carried out for 30 minutes. The upper layer was then removed, and the same amount of toluene was added again. The same operation was repeated for carrying out washing operation. Subsequently 48% sodium hydroxide aqueous solution was used to keep the pH of the reaction solution at 11.8. In this case, white turbidity occurred due to liberated 1-benzyloxycarbonyl-3-methylpiperazine. To the white turbid solution, 40 g of toluene was added, and stirring was carried out for 30 minutes. The lower layer was then removed, and the upper layer was concentrated under reduced pressure at 60 to 70C in temperature. Then, toluene was distilled away. Ten point three two grams of the obtained 1-benzyloxycarbonyl-3-methylpiperazine was placed in a 10 ml heart flask and distilled in vacuum. When the oil bath reached 145C, the removal by distillation started, and the temperature was raised finally up to 170C. The internal pressure ranged from 40 to 53 Pa, and the temperature at the column top ranged from 131 to 140C. The obtained compound was analyzed. As a result, the intended 1-benzyloxycarbonyl-3-methylpiperazine accounted for 99.7 liquid chromatography area %. The impurities showed 0.03 liquid chromatography area % for benzyl alcohol, 0.18 liquid chromatography area % for 1-benzyl-4-benzyloxycarbonyl-2-methylpiperazine, 0.04 liquid chromatography area % for 1-benzyl-2-methylpiperazine and no detection for 1,4-dibenzyloxycarbonyl-2-methylpiperazine (for solvent toluene either). Therefore, the total of impurities was 0.25 liquid chromatography area %.

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.

109-07-9, Stage-2 : Preparation of 1-CYCLOPROPYL-7- 3-METHYLPIPERAZIN-1-YL)- 6-fluoro-8-methoxy-4-oxo-1, 4-DIHYDRO-3-QUINOLINE carboxylic acid boron difluoride chelate 100 g of Boron difluoride chelate derivative prepared as above in stage-1 is suspended in acetonitrile (800 ml), to that 2-methyl piperazine (44.0 g, 1. 5 mole EQUIV.) IS added and mixed for 15 min to obtain a clear solution. The reaction mass is maintained at 30C – 35C for 12 hrs followed by cooling TO-10C TO-5C. The reaction mass is maintained AT-10C TO-5C for 1 hr. The product is filtered and dried at 45C-50C to constant weight. Dry weight of the product : 116. 0 g (Yield : 93. 9 %).; Stage-2: Preparation of Gatifloxacin (Crude) The boron difluoride chelate derivative (100 g) prepared as above in stage-1 is suspended in acetonitrile (800 ml), 2-methyl piperazine (44 g, 1.5 mole equiv. ) is added and mixed for 15 min to obtain a clear solution. The reaction mass is maintained at 30C- 35C for 12 hrs. Removed the solvent by vacuum distillation. 20% Aq. ethanol (1000 ml) is added, raised the temperature and maintained at 75C to 80C for 2 hrs. The reaction mass is cooled, filtered to remove insolubles. The filtrate is distilled under vacuum to remove solvent completely. Fresh ethanol (250 ml) is added and distilled under vacuum at temperature below 50C. Fresh Ethanol (250 ml) is added to the residue and gradually cooled TO-10C TO-5C. The reaction mass is maintained AT-10C to-5C for 1 hr and filtered. The wet cake is washed with ethanol (30 ML) and dried at 45C-50C to constant weight. The dry weight of the Gatifloxacin is 73.5 g (Yield: 65.4 %)

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

Reference£º
Patent; MATRIX LABORATORIES LTD; WO2005/9970; (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 9 In a 100 ml four-neck flask, 5.06 g (= 0.0505 mole) of racemic 2-methylpiperazine was placed, and 50.00 g of 1-butanol (water content 0.05 wt%) was added for dissolution. After cooling down to 0C, 10.91 g (= 0.0500 mole, 0.99 molar time) of di-tert-butyl dicarbonate was added dropwise with the liquid temperature kept in a range from 5 to 15C. Then, stirring was carried out at 5 to 10C for 2 hours. The reaction solution was analyzed, and as a result, the conversion of 2-methylpiperazine was 94.7%, while the selectivity of 1-tert-butoxycarbonyl-3-methylpiperazine was 89.3% (reaction yield 84.6%).Example 10 An experiment was carried out as described for Example 9, except that the amount of di-tert-butyl dicarbonate used was changed to 11.97 g (= 0.0548 mole, 1.10 molar times). As a result, the conversion of 2-methylpiperazine was 100.0%, and the selectivity of 1-tert-butoxycarbonyl-3-methylpiperazine was 81.5% (reaction yield 81.5%)., 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

Method 1 1-(t-Butoxycarbonyl)-3-methylpiperazine To a cold (-5¡ã 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¡ã 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, 43percent) 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

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

Reference£º
Patent; Fabre-Kramer Pharmaceuticals, Inc.; US2009/281114; (2009); 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,109-07-9

Reference Example 10 Benzyl 3-methylpiperazine-1-carboxylate A 4 g portion of 2-methylpiperazine was dissolved in 40 ml of dichloromethane, and 1.71 g of benzyl chloroformate was added dropwise thereto at -78C. After 1 hour of stirring, the mixture was washed by adding water and dried and then the solvent was evaporated to obtain 2.0 g of the title compound.

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

Reference£º
Patent; YAMANOUCHI PHARMACEUTICAL CO. LTD.; EP1122242; (2001); 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

[2-CHLOROPYRIMIDINE] (1.14 g, 10.0 mmol), 2-methylpiperazine (1.20 g, 12.0 mmol), and triethylamine (1.52 g, 15 mmol) were dissolved in 10 mL of chloroform and the resulting mixture was stirred at room temperature, about [25C,] for 4 hours. The reaction was quenched with water and the resulting mixture was extracted with chloroform. The organic layer was dried, concentrated, and purified using a silica gel column eluted with gradient elution from ethyl acetate to 2/1 ethyl acetate/methanol to provide Compound O as a yellow oil (95% yield). [A] solution of Compound O (178 mg, [1.] 0 mmol), Compound F (219 mg, 1.5 [MMOL),] HOBt (203mg, 1.5 mmol), and DIC (189 mg. [1.] 5 mmol) in 4.5 [ML] dichloromethane (“DCM”) was stirred at room temperature, about [25C,] for 4 hours. After evaporation, the product was purified using a silica gel column eluted with gradient elution from hexane to 1/1 hexane/ethyl acetate to provide 153 mg of Compound AFX [(IIB)] as a slight yellowish solid (50% yield). The structure of Compound AFX [(IIB)] was confirmed [BY’H NMR] and mass spectral [(MS)] analysis. Compound AFX [(IIB)] [:’H] NMR [(CDC13)] 8 8.35 (d, J = 4.7 Hz, 2H), 7.61 (m, 2H), 7.40 [(M,] 3H), 6. [55] (dd, J = 4.7, 4.7 Hz, [1H),] 4.91 [(M,] [0. 6H),] 4. 78 (m, 2H), 4.63 (dt, J = 1.8, 11. [6 HZ,] 0.4H), 4.52 (d, [J = 13. 3 HZ,] 0.4H), 4.33 (d, [J = 13. 3 HZ,] 0.6H), 3.59 [(M,] 0.6H), 3.20 (m, 2.4H), 1.36 (d, J = 6.8 Hz, 1.2H), 1.25 (d, [J =] 6.8 Hz, 1.8H) ; MS [(EL)] : m/z 329 [(M+NA+).]

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

Reference£º
Patent; Euro-Celtique, S.A.; WO2004/29044; (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

Step 1: 2-Methylpiperazine (5.03 g) was dissolved in dichloromethane (200 mL) and a solution of di-tert-butyl-dicarbonate (10.96 g) in dichloromethane (100 mL) was added over 2.5 hours. The reaction was stirred at room temperature for 24 hours and concentrated to dryness giving 1-BOC-3-methylpiperazine. Yield=100%, 109-07-9

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

Reference£º
Patent; Millennium Pharmaceuticals, Inc.; US2003/153556; (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.109-07-9,2-Methylpiperazine,as a common compound, the synthetic route is as follows.

Step 1: 2-Methylpiperazine (5.03 g) was dissolved in dichloromethane (200 mL) and a solution of di-tert-butyl-dicarbonate (10.96 g) in dichloromethane (100 mL) was added over 2.5 hours. The reaction was stirred at room temperature for 24 hours and concentrated to dryness giving 1-BOC-3-methylpiperazine. Yield=100percent, 109-07-9

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

Reference£º
Patent; Millennium Pharmaceuticals, Inc.; US2003/153556; (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.109-07-9,2-Methylpiperazine,as a common compound, the synthetic route is as follows.

4- (4-Amino-2-fluorophenyl)-1, 2-dimethylpiperazine; 4- (2-Fluoro-4-nitrophenyl)-2-methylpiperazine; To rac-2-methylpiperazine (2.64 g, 23.1 mmol) in acetonitrile (50 mL) was added triethylamine (1.95 g, 2.7 mL, 19.2 mmol) followed by 3,4-difluoronitrobenzene (1 g, 7.7 mmol) dropwise over 5 min under a nitrogen atmosphere. The resulting yellow solution was allowed to stir at room temperature for 3 days. Excess acetonitrile was removed by evaporation under reduced pressure and the residue reconstituted in DCM (50mL), washed with water (2x50mL), dried (MgS04) and concentrated to afford the title compound as a yellow solid. LC-MS (UV 215nm) : 100%; m/z 240. 19; 0.91 min. IH NMR (CDC13) : 1.13 (3H, d, J6. 4), 2.56 (1H, dd, J 10.2 11.7), 2.91-2. 99 (1H, m), 3.00-3. 13 (3H, m), 3.52-3. 59 (2H, m), 6.91 (1H, t, J 8.8), 7.85-8. 01 (2H, m)., 109-07-9

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

Reference£º
Patent; AMGEN INC.; WO2005/42518; (2005); A2;,
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 126Atert-Butyl 3-methylpiperazine- 1 -carboxylate[00770] To a solution of 2-methyl-piperazine (2.0 g, 0.02 mol) and triethylamine (6 mL) in methylene chloride (15 mL) at 0 C was added (Boc O (4.14 g, 0.019 mol) dropwise. The mixture was stirred at room temperature for 1 hour, and then the solvent was removed by rotary evaporation. The residue was dissolved in methylene chloride, washed with saturated sodium bicarbonate and brine, dried over Na2S04, and purified by column chromatography on silica gel (DCM: MeOH:Et3N = 75 : 1 : 0.2) to give an white solid (1.65 g, 42%). LC-MS (ESI) m/z: 201 (M+l)+., 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; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHU, Daniel; WO2011/130661; (2011); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics