Category: 109384-27-2

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.,109384-27-2

EXAMPLE 21b (4-methyl-3-oxopiperazin-1-yl)acetic acid The compound can be prepared in the following way: A solution of 0.61 g of 2-bromoacetic acid, 10 ml of water, 0.74 g of 1-methyl-piperazin-2-one hydrochloride (commercially available product) and 0.61 g of potassium carbonate is kept stirred at a temperature in the vicinity of 20 C. for 18 hours. 0.31 g of potassium carbonate is then added and stirring is maintained for one hour. The reaction medium is acidified (pH~1) by addition of an aqueous hydrochloric acid solution (1N) and then concentrated by evaporation under reduced pressure. The residue obtained is taken up in 2 times 30 ml of toluene and then concentrated. The yellow solid obtained is taken up in 5 ml of ethanol, filtered off on a sintered glass funnel and washed with 2 times 5 ml of ethanol. The filtrate is concentrated by evaporation under reduced pressure and 1.03 g of (4-methyl-3-oxopiperazin-1-yl)acetic acid hydrochloride are thus obtained in the form of a yellow foam. MS: method A; [M+H]+: m/z=173; [M-H]-: m/z=171; Tr=0.11 min.

The synthetic route of 109384-27-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; sanofi-aventis; US2011/263593; (2011); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

109384-27-2, 1-Methylpiperazin-2-one hydrochloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[Example 62] 1- [5- (1-Methyl-1H-pyrrol-3-yl) -1- (pyridin-3-yl) – 1H-pyrazole-3-carbonyl]-4-methyl-3-oxopiperazine [Show Image] [Show Image] 1-Hydroxybenzotriazole (0.132 g), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.378 g), triethylamine (0.630 mL), and 1-methylpiperazin-2-one hydrochloride (0.200 g) obtained from Referential Example 15 were added at room temperature to a solution of 5-(1-methylpyrrol-3-yl)-1-(pyridin-3-yl)-1H-pyrazole-3-carboxylic acid (0.242 g) obtained from Referential Example 38 in N,N-dimethylformamide (5.0 mL), and the mixture was stirred for 3 days. The reaction mixture was partitioned between water and ethyl acetate, and the aqueous layer was further extracted with ethyl acetate. The organic layers were combined, and the combined organic layer was washed with saturated brine, followed by drying over sodium sulfate anhydrate. After a filtration step, the solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (chloroform – methanol), to thereby give the title compound (0.243 g, 74%) as an amorphous product. 1H-NMR(400MHz,CDCl3)delta:3.01(3H,s), 3.46(2H,br), 3.61(3H,s), 4.03(1H+1H×1/3,m), 4.42(1H+1H×2/3,m), 4.80(1H,br), 5.86(1H,br), 6.46-6.56(2H,m), 6.82(1H×2/3,br), 6.86(1H×1/3,br), 7.37-7.46(1H,m), 7.76-7.95(1H,m), 8.61-8.78(2H,m). ESI-MS m/z:365(M+H.)+., 109384-27-2

The synthetic route of 109384-27-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1762568; (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.109384-27-2,1-Methylpiperazin-2-one hydrochloride,as a common compound, the synthetic route is as follows.

General procedure: To a 10 ml microwave vial with stir bar was added amine (0.270 g, 1.5 equiv) and DABAL-Me3 (0.540 mg, 1.2 equiv). Reagents were suspended in THF (4 ml) and run in microwave reactor at 130 C for 20 min. The reaction mixture was cooled to room temperature and to it was added the appropriate Intermediate (0.500g. 1 equiv). The reaction mixture was irradiated in microwave reactor at 130 C for 20 min. After allowing to cool down to room temperature the reaction mixture was quenched by the addition of 2M HCl. The reaction mixture was extracted with ethyl acetate. The combined organic layer was washed with water (20 ml) and brine solution then dried over anhydrous sodium sulfate and evaporated under reduced pressure. The crude residue was purified by column chromatography using petroleum ether-ethyl acetate as eluents to get the pure amide.

109384-27-2, 109384-27-2 1-Methylpiperazin-2-one hydrochloride 17060766, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK PATENT GMBH; SHERER, Brian; BRUGGER, Nadia; WO2015/130905; (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.109384-27-2,1-Methylpiperazin-2-one hydrochloride,as a common compound, the synthetic route is as follows.

(rac)-6-chloro-3-(1 -(4,6-difluoro-1 -isopropyl-1 H-indazol-5-yl)ethyl)imidazo[1 ,2-b]pyridazine (Intermediate U, 56.4 mg, 0.15 mmol), KF (43.6 mg, 0.75 mmol) and 1-methylperazine-2- one hydrochloride (51.4 mg, 0.45 mmol) were suspended in NMP (0.4 ml_). The RM was stirred at 180 0C for 4 h. The mixture was diluted with EtOAc and washed with NaHCO3 10% (2 x) and water (4 x). The combined organic layers were dried over Na2SO4, filtered and concentrated. The residue was purified by flash chromatography and afforded the title compound as a light brown foam (tR 4.06 min (conditions 5), MH+ = 454.3, 1H-NMR in DMS0-d6: 8.09 (s, 1 H); 7.81 (d, 1 H); 7.53 (s, 1 H); 7.43 (d, 1H); 7.05 (d, 1 H), 4.86 (m, 2H); 4.03 (d, 1H); 3.81 (d, 1H); 3.64 (m, 2H); 3.24 (m, 2H); 2.80 (s, 3H); 1.79 (d, 3H), 1.41 (m, 6H)).

109384-27-2, The synthetic route of 109384-27-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NOVARTIS AG; FURET, Pascal; McCARTHY, Clive; SCHOEPFER, Joseph; STUTZ, Stefan; WO2011/15652; (2011); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

109384-27-2, 1-Methylpiperazin-2-one hydrochloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

HATU (0.207 g, 0.544 mmol) was added to a solution of 3-chloro-6-(1 H- pyrazol-4-yl)-8-(trifluoromethyl)imidazo[1 ,2-a]pyridine-2-carboxylic acid (0.150 g, 0.454 mmol), 1-methyl-2-piperazinone hydrochloride (0.068 g, 0.454 mmol) and DIPEA (0. 74 mL, 0.998 mmol) in DMF (1.5 mL). The mixture was stirred at room temperature overnight. The reaction mixture was diluted with ethyl acetate and washed with water. The organic layer was dried over sodium sulfate and the solvent was evaporated. The residue was purified by reverse phase HPLC (acetonitrile/water with 0.1 % formic acid) to afford 0.020 g (9%) of the title compound as a white solid. 1H NMR (400 MHz, DMSO-c/6) delta ppm 8.74 (s, 1 H) 8.18 – 8.49 (m, 2 H) 7.94 – 8.18 (m, 1 H) 4.10 – 4.63 (m, 2 H) 3.81 – 4.10 (m, 2 H) 3.39 (t, J=5.40 Hz, 2 H) 2.86 (s, 3 H). ES-LCMS m/z: 427 (M+1 ).

109384-27-2, The synthetic route of 109384-27-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXOSMITHKLINE LLC; BANKA, Anna; CATALANO, John, G.; CHONG, Pek, Yoke; FANG, Jing; GARRIDO, Dulce, Maria; PEAT, Andrew, James; PRICE, Daniel, J.; SHOTWELL, John, Brad; TAI, Vincent; ZHANG, Huichang; WO2011/41713; (2011); 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.109384-27-2,1-Methylpiperazin-2-one hydrochloride,as a common compound, the synthetic route is as follows.

Preparation of ethyl 2-(4-methyl-3-oxopiperazin-1-yl)-2-phenylacetate (I50) DIPEA (0.52 ml, 2.96 mmol) and 1-methylpiperazin-2-one hydrochloride (0.22 g, 1.48 mmol) were sequentially added to a solution of ethyl 2-bromo-2-phenylacetate (0.22 ml, 1.23 mmol) in acetonitrile (4 ml). The reaction was stirred at room temperature for 1.5 hours. DIPEA (0.13 ml, 0.74 mmol) was added again and the reaction was stirred at room temperature overnight. The solvent was evaporated and the crude was purified by flash chromatography (DCM/Acetone=9/1) to obtain ethyl 2-(4-methyl-3-oxopiperazin-1-yl)-2-phenylacetate (256 mg, 75% yield) as a yellow oil. 1H NMR (300 MHz, DMSO-d6) ppm 6.91-7.66 (m, 5H), 4.28 (s, 1H), 3.99-4.22 (m, 2H), 3.23 (t, 2H), 3.00 (s, 2H), 2.80 (s, 3H), 2.61-2.71 (m, 2H), 1.14 (t, 3H).

109384-27-2, The synthetic route of 109384-27-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Chiesi Farmaceutici S.p.A.; AMARI, Gabriele; Pesenti, Cristina; Bossolo, Stefano; US2013/172302; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

109384-27-2, 1-Methylpiperazin-2-one hydrochloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6-[(S)-1 -(6-chloro-imidazo[1 ,2-b]pyridazin-3-yl)-ethyl]-5,7-difluoro-quinoline (Intermediate B, 3.0 g, 8.58 mmol), KF (2.52 g, 42.9 mmol), 1-methylpiperazine-2-one hydrochloride (3.88 g, 25.7 mmol), N-ethyldiisopropylamine (5.99 ml_, 35 mmol) were suspended in NMP (60 mL). The RM was stirred at 180 0C for 8.5 h. The mixture was diluted with EtOAc and washed with 1M Na2CO3 (1 x) and water (2 x). The aqueous was further extracted with EtOAc (2 x). The combined organic layers were dried over Na2SO4, filtered and concentrated. The residue was purified by flash chromatography and then crystallized in EtOAc to afford the title compound as a white solid (tR 3.19 min (conditions 1), (tR 8.84 min (conditions 2), MH+ = 423.2, 1H-NMR in DMSO-d6: 8.94 (d, 1H); 8.45 (d, 1 H); 7.84 (d, 1 H); 7.63 (s, 1H); 7.59 (m, 2H); 7.08 (d, 1H); 4.98 (m, 1H); 4.02 (d, 1 H); 3.73 (d, 1H); 3.60 (m, 2H); 3.31 (m, 1H); 3.25 (m, 1H); 2.80 (s, 3H); 1.88 (d, 3H))., 109384-27-2

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

Reference£º
Patent; NOVARTIS AG; FURET, Pascal; McCARTHY, Clive; SCHOEPFER, Joseph; STUTZ, Stefan; WO2011/15652; (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.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;,
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.109384-27-2,1-Methylpiperazin-2-one hydrochloride,as a common compound, the synthetic route is as follows.

109384-27-2, HATU (0.138 g, 0.363 mmol) was added to a mixture of 3-chloro-6-(3- furanyl)-8-(trifluoromethyl)imidazo[1 ,2-a]pyridine-2-carboxylic acid (0.1 00 g, 0.302 mmol), 1 -methyl-2-piperazinone hydrochloride (0.045 g, 0.302 mmol) and DIPEA (0.1 1 mL, 0.605 mmol) in DMF (1.5 mL). The mixture was stirred at room temperature overnight, The reaction mixture was diluted with ethyl acetate and washed with water. The organic layer was dried over sodium sulfate and the solvent was evaporated. The residue was purified by reverse phase HPLC (acetonitrile:water with 0.1 % formic acid) to afford 0.055 g of the title compound as a white solid. 1H NMR (400 MHz, DMSO-G(6) delta ppm 8.83 (d, J=6.96 Hz, 1 H) 8.58 (s, 1 H) 8.23 (s, 1 H ) 7.85 (s, 1 H) 7.34 (s, 1 H ) 4.46 (s, 1 H) 4.23 (s, 1 H) 4.05 (br. s., 1 H) 3.93 (br. s., 1 H ) 3.43 (m, 2 H) 2.91 (s, 3 H). ES-LCMS m/z: 426 (M+).

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

Reference£º
Patent; GLAXOSMITHKLINE LLC; BANKA, Anna; CATALANO, John, G.; CHONG, Pek, Yoke; FANG, Jing; GARRIDO, Dulce, Maria; PEAT, Andrew, James; PRICE, Daniel, J.; SHOTWELL, John, Brad; TAI, Vincent; ZHANG, Huichang; WO2011/41713; (2011); 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.109384-27-2,1-Methylpiperazin-2-one hydrochloride,as a common compound, the synthetic route is as follows.

Step AF.1 : 4-[3-(4-Chloro-5-iodo-pyrrolo[2,3-d]pyrimidin-7-yl)-cyclobutylmethy.]-1-methyl- piperazin-2-oneMethylpiperazin-2-one HCI salt (290 mg, 1.2832 mmol), 3-(4-Chloro-5-iodo-pyrrolo[2,3- d]pyrimidin-7-yl)-cyclobutanecarbaldehyde (Step AF.2, 265 mg, 0.733 mmol), and DIPEA (1.306 mL, 7.33 mmol) were dissolved in 1,2-dichloroethane (32 mL) and stirred at RT for 45 min. After adding NaBH(OAc)3 (409 mg, 1.832 mmol) the reaction mixture was stirred for 35 min at RT. Then, concentrated NaHC03 solution (50 mL) was added and the reaction mixture was extracted with DCM ( 40 mL, 4 x). The combined organic phases were washed with brine (10 mL), dried (Na2S04), and the solvent was evaporated, the resulting residue was purified by means of a Sepacore Control chromatographer (Buchi, Flawil, Switzerland) using RediSept silica gel column (12 g) (30 mL min; DCM: 10 min, DCM -> DCM/MeOH/NH3(99.45:0.5 :05) in 30 min) yielding the title compound as white solid. HPLC (Method B) tRel = 1.724 min. HPLC/MS tR = 0.52 min, M+H = 441.1. 1H NMR (600 MHz, DMSO-d6) delta ppm 8.16 (s, 1H), 7.74 (s, 1H), 6.15 (s/b, 2H), 5.00 (quintet, 1H), 3.26 (t, 2H), 2.95 (s, 2H), 2.78 (s, 3H), 2.65 (t, 2H), 2.56 (t, 2H), 2.50/2.15 (m/m, 2H/2H), 2.29 (m, 1H).

109384-27-2, 109384-27-2 1-Methylpiperazin-2-one hydrochloride 17060766, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; NOVARTIS AG; IRM LLC, a Delaware Limited Liability Company; CHEN, Bei; FAIRHURST, Robin, Alec; FLOERSHEIMER, Andreas; FURET, Pascal; JIANG, Songchun; LU, Wenshuo; MARSILJE, Thomas, H.; VAUPEL, Andrea; WO2011/64211; (2011); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics