Month: February 2021

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.54699-92-2,4-Methyl-1-piperazineacetic acid,as a common compound, the synthetic route is as follows.

54699-92-2, Example 13; General Method For The Preparation Of Active Esters Of N-Substituted Piperazine Acetic Acid From Trifluoroacetate Esters; A solution of the trifluoroacetate in THF (0.58 M, 1.2 equiv) was added to a solid sample of N-methyl piperazine acetic acid and mixed in a vortex or shaker until a homogeneous solution was obtained. The reaction of the carboxylic acid with the trifluoroacetate ester was generally complete within 30 min for all cases except N-hydroypyrrolidinone (NHP, 18 h). The progress of conversion to the active ester was monitored by ES-MS. The amount of product and any starting material (N-MPA) could be determined by direct infusion of a sample of the reaction (in ethanol) into the ES-MS. In some cases the active ester product was precipitated as dihydrochloride salt by the addition of a solution by addition of HCl solution in dioxane (4 M, 50% volume of the reaction) followed by washing with THF, ethyl acetate and hexanes. In other cases the product was isolated from the reaction as the mono TFA salt. Addition of TFA could be performed if the bis-TFA salt was desired. Dhbt ester, Calculated MH+ = 304.14 Found = 304.20 NHP ester, Calculated MH+ = 242.15 Found = 242.20 4-NP ester, Calculated MH+ = 280.13 Found = 280.20 1H NMR (400 MHz, CDCl3) d 8.20 (d, 2H, J=9.2 Hz, aromatic protons), 7.25 (d, 2H, J=9.2 Hz, aromatic protons), 3.69-3.40 (broad, 2H, ring protons), 3.57 (s, 2H, -CH-CO-), 3.15-2.90 (broad, 6H, ring protons), 2.78 (s, 3H, -CH3). Pfp ester, Calculated MH+ = 325.10 Found = 325.10 Pcp ester, Calculated MH+ = 404.95 Found = 405.90 3-NP ester, Calculated MH+ = 280.13 Found = 280.20 NHS ester, Calculated MH+ = 256.13 Found = 256.10

54699-92-2 4-Methyl-1-piperazineacetic acid 2762732, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Applera Corporation.; US2005/148773; (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.314741-40-7,(S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

314741-40-7, A mixture of 3-methyl-4-(oxiran-2-yl) thiophene-2-carbonitrile (1.3 g, 7.9 mmol) and tert-butyl (3S)-3-(hydroxymethyl)piperazine-1-carboxylate (2.0 g, 9.5 mmol) in 5 mL of EtOH was heated in a microwave apparatus at140 C for 90 minutes and then cooled down. The reaction mixture was concentrated, and the residue was purifiedby column chromatography (DCM : MeOH = 10 :1) to afford the title compound.

The synthetic route of 314741-40-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Merck Sharp & Dohme Corp.; PASTERNAK, Alexander; BLIZZARD, Timothy; CHOBANIAN, Harry; DE JESUS, Reynalda; DING, Fa-Xiang; DONG, Shuzhi; GUDE, Candido; KIM, Dooseop; TANG, Haifeng; WALSH, Shawn; PIO, Barbara; JIANG, Jinlong; (128 pag.)EP2744499; (2016); 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.262368-30-9,N-(4-Aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide,as a common compound, the synthetic route is as follows.

A solution of methyl (Z)-3-(chloro(3-methoxyphenyl)methylene)-2-oxoindoline-5-carboxylate (150 mg, 0.44 mmol), N-(4-aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide (132 mg, 0.50 mmol) and TEA (0.12 mL, 0.87 mmol) in EtOH (1.2 mL) was stirred under refluxed for overnight. The reaction solvent was evaporated under reduced pressure, and the residue was purified by column chromatography with dichloromethane/ethanol (50/1, v/v) to obtain the final compound 97 as a yellow solid (172 mg, 69% yield): 1H NMR (500 MHz, DMSO-d6) _ 11.98 (s, 1H), 11.12 (s, 1H), 7.59 (d, J = 8.3 Hz, 1H), 7.49 (t, J = 8.0 Hz, 1H), 7.19- 7.14 (m, 3H), 7.10 (s, 1H), 7.05 (d, J = 7.6 Hz, 1H), 6.93 (t, J = 8.4 Hz, 3H), 6.65 (s, 1H), 3.74 (s, 3H), 3.66 (s, 3H), 3.06 (bs, 2H), 2.70 (bs, 2H), 2.19 (bs, 2H), 2.10 (s, 3H); 13C NMR (125 MHz, DMSO-d6) _ 170.4, 168.6, 166.4, 160.0, 156.7, 140.4, 139.9, 133.3, 130.8, 127.7, 125.5, 123.8, 123.5, 121.3, 120.5, 119.7, 115.9, 114.0, 108.8, 97.3, 59.1, 55.5, 54.6, 52.4, 51,5, 45.8; HRMS (ESI-TOF) m/z calcd for C32H35N5O5 [M + H+] 570.2711, found 570.2714.

262368-30-9, The synthetic route of 262368-30-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOARD OF REGENTS, THE UNIVERSITY OF TEXAS SYSTEM; DALBY, Kevin N.; EDUPUGANTI, Ramakrishna; TALIAFERRO, Juliana; LEE, Juhyeon; (0 pag.)WO2018/160967; (2018); 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.55112-42-0,4-Methyl-1-piperazinecarbonyl Chloride Hydrochloride,as a common compound, the synthetic route is as follows.,55112-42-0

EXAMPLE 3 Preparation of Zopiclone Charged 1.0 Kg (3.81 moles) of 6-(5-chloropyridyl-2-yl)-5-hydroxy-7-oxo-5,6-dihydro-pyrrolo[3,4b] pyrazine in 10.0 L. of methylene chloride and cooled the reaction mixture to 5-10 C. 1.0 Kg of 1-chlorocarbonyl-4-methylpiperazine hydrochloride was added at the same temperature. 1.22 Kg (12 moles) of triethyl amine was added to the reaction mixture followed by addition of N,N-dimethylamino pyridine (0.035Kg) at temperature 5-10 C. in two lots. Reaction mixture was heated to reflux and maintained for 2 hrs. Reaction mixture was cooled to room temperature and 4.5 L. of water was added at 25 C. The organic layer was separated and aqueous phase was extracted with methylene dichloride (2.0 L). The combined organic phase was washed with water (2.0 L), the organic phase was separated and concentrated at atmospheric pressure to obtain crude zopiclone. The crude zopiclone was recrystallized from ethyl acetate and further purified from isopropanol (Yield: 1.2 Kg). EXAMPLE 5; Recycling of (R)-zopiclone and its Conversion to Eszopiclone; (R)-Zopiclone (50 g) was dissolved in 10% HCl (500 ml) and heated up to 70 C. for 3 hrs. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mass was cooled to room temperature, further cooled to 0 C. to 5 C. and filtered to obtain 6-(5-chloropyrid-2-yl)-5-hydroxy-7-oxo-5,6-dihydro-pyrrolo-[3,4-b] pyrazine.(22.4 g). Charged 22.4 g of 6-(5-chloropyridyl-2-yl)-5-hydroxy-7-oxo-5,6-dihydro-5H-pyrrolo [3,4-b] pyrazine in 250ml of methylene chloride and cooled the reaction mixture to 5-10 C. 22.4 g of 1-chlorocarbonyl-4-methylpiperazine hydrochloride was added at the same temperature. 27.32 g of triethyl amine was added to the reaction mixture followed by addition of N,N-dimethylamino pyridine (0.8 gms) at temperature 5-10 C. in two lots. Reaction mixture was heated to reflux and maintained for 2 hrs. Reaction mixture was cooled to room temperature and 100 ml. of water was added at 25 C. The organic layer was separated and aqueous phase was extracted with methylene chloride (50 ml). The combined organic phase was washed with water (50 ml), the organic phase was separated and concentrated at atmospheric pressure to obtain crude zopiclone. The crude zopiclone was recrystallised from ethyl acetate and further purified from isopropanol (Yield: 26.8 gms). The racemic zopiclone thus obtained was resolved using the method given in example 4 to obtain eszopiclone.

The synthetic route of 55112-42-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Sawant, Shrikant Dattatraya; Naik, Anil Mahadev; Kavishwar, Girish Arvind; Kavishwar, Smita Girish; US2008/146800; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

883554-88-9,883554-88-9, 4-Carbamoyl-piperazine-1-carboxylic acid tert-butyl ester is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 108b. Piperazine-1-carboxamide trifluoroacetate saltA solution of the product of Example 108a (1.5 g, 6.5 mmol) in trifluoroacetic acid (5 ml_) and dichloromethane (15 ml_) was stirred at rt for 3h. The mixture was concentrated. The residue was triturated with ethyl acetate (5 ml_ x 2) and diethyl ether (5 mL x 2), dried under vaccum to give the title compound as colorless syrup (1.5 g, yield: 95%). 1H NMR (400 MHz, DMSO-de) delta 9.11 (s, 2H)1 7.04 – 5.66 (br, s, 2H), 3.57 – 3.45 (m, 4H), 3.06 (s, 4H).

The synthetic route of 883554-88-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BIKAM PHARMACEUTICALS, INC.; GARVEY, David, S.; LAROSA, Gregory, J.; GREENWOOD, Jeremy, Robert; BREWER, Mark, L.; QUACH, Tan; COTE, Jamie, B.; BERMAN, Judd; WO2010/147653; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

928025-56-3, (S)-tert-Butyl 3-ethylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate 4 (2.33 mmol) and fert-butyl (35)-3-ethylpiperazine-l-carboxylate (0.5 g, 2.33 mmol) in DMF (10 mL) were heated at 80C with DIPEA (3.5 mmol) for 6 h. After cooling, the reaction mixture was stirred at room temperature for 2 days, then concentrated in vacuo. The residue was partitioned between EtOAc and brine, then the organic layers were dried over sodium sulfate and concentrated in vacuo. The resulting crude material was purified by column chromatography (silica gel: 100-200 mesh, 100% EtOAc) to give the title compound (200 mg, 23.5%) as a white foam. LCMS (ES+) 365(M+H)+, RT 1.02 minutes (method 3)., 928025-56-3

The synthetic route of 928025-56-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; UCB PHARMA S.A.; KATHOLIEKE UNIVERSITEIT LEUVEN, K.U.LEUVEN R&D; BROOKINGS, Daniel Christopher; FORD, Daniel James; FRANKLIN, Richard Jeremy; GHAWALKAR, Anant Ramrao; KULISA, Claire Louise; NEUSS, Judi Charlotte; REUBERSON, James Thomas; WO2013/68458; (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.163765-44-4,(R)-1-Boc-3-Methylpiperazine,as a common compound, the synthetic route is as follows.

Under argon protection,Add to 250mL three-neck bottleLithium tetrahydrogen aluminum (1.36g, 36mmol)Cool down to about 0 C, add THF (100 mL), drop,Then a solution of (R)-3-methylpiperazine-1-carboxylic acid tert-butyl ester (3.60 g, 18 mmol) in THF (10 mL).The temperature was controlled at -5 to 0 C, and the mixture was heated to 60 C for 2 h. TLC monitors the reaction.The reaction of the raw materials was complete, and the temperature was lowered to about 0 C, and water (1.37 mL) was slowly added dropwise.The aqueous sodium hydroxide solution (2N, 1.37 mL) was quenched with water (2.74 mL).Stir for 5min,Filtration, the filter cake was rinsed with 15 mL of methanol, and the filtrate was concentrated under reduced pressure at 40 C to give 2 g of colorless oil. The crude product was purified by column chromatography, using neutral alumina as an adsorbent, eluting with DCM/MeOH=20/1.The product was collected and concentrated to give 1.3 g of a colorless oil, yield: 65%.

163765-44-4, The synthetic route of 163765-44-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Beijing Purunao Bio-technology Co., Ltd.; Zhang Peilong; Shi Hepeng; Lan Wenli; Song Zhitao; (250 pag.)CN108707139; (2018); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

120737-59-9, tert-Butyl 3-methylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1-(t-Butoxycarbonyl)-4-(5-methoxy-4-pyrimidyl)-3-methylpiperazine A mixture of 1-(t-butoxycarbonyl)-3-methylpiperazine (2.0 g, 0.01 mole), 4-chloro-5-methoxypyrimidine (1.5 g, 0.01 mole) and diisopropylethylamine (2.6 mL, 0.015 mole) in 25 mL of dry acetonitrile was heated to reflux under Ar for 60 h. The resulting solution was diluted with ether and then washed (H2 O, brine), dried (Na2 SO4) and evaporated to give a gum. This gum was triturated with hexane (*3) and the supernatant was evaporated to give a gum. Flash chromatography (SiO2 /ethyl acetate-hexane=1:1, then ethyl acetate) of this material gave first 4-chloro-5-methoxypyrimidine (0.4 g, 27percent) and then the desired product (1.2 g, 30percent) as a light pink solid: m.p. 70¡ã-72¡ã C.; IR (KBr) 1690, 1575 cm-1; 1 H nmr (200 MHz, CDCl3) delta8.33 (s, 1H), 7.90 (s, 1H), 4.79 (br s, 1H), 4.4-3.8 (m, 3H), 3.86 (s, 3H), 3.35-2.90 (m,3H), 1.48 (s, 9H), 1.21 (d, J=6.7 Hz, 3H)., 120737-59-9

Big data shows that 120737-59-9 is playing an increasingly important role.

Reference£º
Patent; Bristol-Myers Squibb Company; US5300506; (1994); A;,
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.78818-15-2,Benzyl 3-oxopiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Preparation No.13: 5-Methoxy-3,6-dihydro-2H-pyrazine-l-carboxylic acid benzyl ester; A solution of benzyl 3-oxopiperazine-l-carboxylate (2.50g, 10.67 mmol) in CH2Cl2 (100 ml) was cooled to 0 0C and treated with Na2CO3 (23.0 g, 217 mmol) for 10 minutes. Neat trimethyloxonium tetrafluoroborate (5.50 g, 37.2 mmol) was added in one portion, then the reaction is allowed to warm to room temperature for 6 hours. The reaction was poured into water (100ml), and the layers were separated. The aqueous layer was re-extracted aqueous with 50ml CH2Cl2 and the combined organic layers were washed with brine (100ml). The organic layer was dried over sodium sulfate, filtered and concentrated to yield 5-methoxy-3,6- dihydro-2H-pyrazine-l -carboxylic acid benzyl ester (2.51g, 95%) as an oil. LCMS (Table 1, Method a) R1 = 3.00 min, m/z 249.24 (M+H)+”; 1H NMR (400 MHz, DMSO-d6) delta 7.36 (m, 5H), 5.16 (s, 2H), 3.96 (s, 2H), 3.68 (s, 3H), 3.54 (s, 2H), 3.47 (m, 2H)

78818-15-2, The synthetic route of 78818-15-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ABBOTT LABORATORIES; WO2008/76356; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

25057-77-6, 1,2-Dimethylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Palladium(II) acetate (0.112 g, 0.50 mmol) was added to a mixture of ethyl 5-bromothiophene-2-carboxylate (0.571 g, 5 mmol), 1,2-dimethyl-piperazine (1.175 g, 5 mmol), rac-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (0.311 g, 0.50 mmol) and cesium carbonate (2.281 g, 7.00 mmol) in toluene (50.0 ml) at 20 C. under nitrogen. The resulting suspension was stirred at 110 C. for 23 h. The crude product was purified by ion exchange chromatography, using a SCX2 column. The crude material was dissolved in methanol and then applied to the column. The desired product was eluted from the column using 2M NH3 in methanol and pure fractions were evaporated to dryness to afford the crude product as a brown oil. This material was further purified by silica column chromatography, eluting with a gradient of 1 to 5% MeOH in DCM. Pure fractions were evaporated to dryness to afford ethyl 5-(3,4-dimethylpiperazin-1-yl)thiophene-2-carboxylate (0.640 g, 47.7%) as a light brown solid. 1H NMR (399.9 MHz, CDCl3) delta 1.11-1.13 (3H, m), 1.33 (3H, t), 2.24-2.29 (1H, m), 2.33 (3H, s), 2.37-2.44 (1H, m), 2.73 (1H, d), 2.82-2.87 (1H, m), 3.08-3.14 (1H, m), 3.36-3.40 (1H, m), 3.43-3.48 (1H, m), 4.28 (2H, q), 6.01 (1H, d), 7.54 (1H, d) MS: m/z 269 (MH+), 25057-77-6

As the paragraph descriping shows that 25057-77-6 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; US2008/153812; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics