Month: March 2021

5625-67-2, Piperazin-2-one is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Piperazine-2-one (1.0 g, 10 mmol) was suspended in 10 mL DCM and Boc2O was slowly added. After the addition was completed, it was allowed to stand overnight at room temperature.After completion of the reaction, it was washed three times with 0.1 N diluted hydrochloric acid, 20 ml each time, and washed three times with 20 ml of saturated potassium carbonate each time.Finally, the dichloromethane was dried over anhydrous sodium sulfate.The solution was removed under vacuum to give a white solid.

5625-67-2, 5625-67-2 Piperazin-2-one 231360, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Shaoxing University; Hu Chunqi; Li Xin; Shi Yaru; Du Wenting; Tong Jie; Su Wanting; Xia Weiqi; (20 pag.)CN108610332; (2018); 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.59878-57-8,1-(Cyclopropylcarbonyl)piperazine,as a common compound, the synthetic route is as follows.,59878-57-8

3-((4-oxo-3,4-dihydro-phthalazin-1-yl-oxyl) benzoic acid (54 mg, 0.3 mmol) was dissolved in N, N-dimethylformamide, and then 1-(3-dimethylaminopropyl) -3-ethylcarbodiimide hydrochloride (EDCI) (220 mg, 1.2 mmol), triethylamine(150 muL, 1.2 mmol) and 1-hydroxy-7-azabenzotriazole (HOAt)(165 mg, 1.2 mmol) were added successively. The mixture was stirred at room temperature for half an hour, and then N-(cyclopropanecarbonyl) piperazine was added and reacted at room temperature overnight, and then the reaction was quenched with water, extracted with ethyl acetate, and washed with water for three times. The organic phases were combined and washed with saturated saline, dried with anhydrous sodium sulfate, and concentrated for column chromatography isolation (dichloromethane:methanol=20:1) to give Compound 7. A white solid was obtained. 1H NMR (600 MHz, DMSO-d6): delta 11.98 (s, 1H), 8.27 (d, 1H, J = 7.38 Hz), 8.10 (d, 1H, J = 7.74 Hz), 7.99-8.01 (m, 1H), 7.94-7.96 (m, 1H), 7.52 (t, 1H, J= 7.86 Hz), 7.39-7.38 (m, 2H), 7.28 (d, 1H, J = 7.62 Hz), 3.33-3.81 (m, 8H), 1.96 (brs, 1H), 0.69-0.74 (m, 4H); ESI-MSm/z: calculated for 418.16, found 417.89 [M-H]+.

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

Reference£º
Patent; Chengdu Di’ao Pharmaceutical Group Co. Ltd.; JI, Jianxin; GUO, Na; XUE, Ting; KANG, Bingqiang; YE, Xinfa; CHEN, Xin; ZHANG, Tao; EP2799435; (2014); 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 26 6-(3-methylpiperazinyl)-1-triisopropylsilyl-indole (compound 43) From 6-Bromo-1-triisopropylsilyl-indole (400 mg, 1.14 mmol), 2-methylpiperazine (1.36 mg, 13.6 mmol), NaOtBu (0.153 mg, 1.59 mmol), tBu3P (12 mg) and Pd(OAc)2 (3 mg) in xylene (1 ml) under argon.. The reaction mixture was heated to 120 C. (59%).

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

Reference£º
Patent; NPS Allelix Biopharmaceuticals, Inc.; US6716837; (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.24860-46-6,2-(2-Oxopiperazin-1-yl)acetic acid,as a common compound, the synthetic route is as follows.

EXAMPLE C. PREPARATION OF 2-OXO-1,4-PIPERAZINEDIACETIC ACID; LACTAM OF ETHYLENEDIAMINETRIACETIC ACID. Approximately 40.8 g of 2-oxo-l-piperazineacetic acid, prepared by the procedure of Example B, and 70 g of deionized water were added to a beaker and stirred for several hours with a magnetic stirrer bar. The contents were filtered using a medium glass frit funnel and vacuum. The filtrate and 20.0 g of bromoacetic acid were added to a beaker and stirred till all the bromoacetic acid had dissolved. The pH was adjusted to approximately 7 with 25% sodium hydroxide solution. The temperature was maintained at less than 25 C. during the caustic addition by cooling in an ice-water bath. The ice-water bath was removed and the mix allowed to stir for approximately 4-5 hours at approximately 35 C. while maintaining the pH at about 7 by the periodic addition of 25% sodium hydroxide solution. The reaction mix was allowed to stand for several hours and then concentrated (in vacuo) to a weight of approximately 90-100 g and filtered using a medium glass frit funnel and vacuum. Volatiles were removed (in vacuo) from the filtrate at a temperature of 55-60 C. and the material dried in a vacuum oven at 55-60 C. for several hours. The lactam of ethylenediaminetriacetic acid was confirmed by proton and carbon NMR., 24860-46-6

The synthetic route of 24860-46-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; The Dow Chemical Company; US5342604; (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.192330-11-3,(R)-1-Boc-Piperazine-3-carboxylic acid,as a common compound, the synthetic route is as follows.

Prep(167a): (21(at)-4-(tert-butoxycarbonyl)-1-(cyclopentylmethyl)piperazine-2-carboxylic acid In a round bottom flask, (2R)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid (1.50 g, 6.52 mmol) in THF (20 mL) was dissolved, then cyclopentanecarbaldehyde (0.70 mL, 7.62 mmol) with acetic acid (1.20 mL) was added and then stirred for 0.5 hours. Next, NaBH(OAc)3 (2.07 g, 9.77 mmol) was added over 5 minutes and then stirred for 12 hours. The mixture was filtered though a cellose filter. The mother liquid was concentrated and placed on the high vacuum to afford (2R)-4-(tert-butoxycarbonyl)-1- (cyclopentylmethyl)piperazine-2-carboxylic acid as a white solid (1.98 g, 97.4%). 1 H NMR (400 MHz, DMSO-d6) No. ppm: 3.48-3.40 (m, 1 H), 3.36-3.25 (m, 2H), 3.12-3.00 (m, 2H), 2.28-2.24 (m, 1 H), 2.17 (bs, 1H), 2.08-2.08-2.01 (m, 1H), 1.69-1.59 (m, 2H), 1.55-1.44 (m, 4H), 1.38 (s, 9H), 1.35-1.20 (m, 2H), 1.14- 1.06 (m, 1 H). LCMS (ESI) : m/z. 313.2., 192330-11-3

192330-11-3 (R)-1-Boc-Piperazine-3-carboxylic acid 6558430, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; PFIZER INC.; WO2005/108359; (2005); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

74879-18-8, (S)-(+)-2-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,74879-18-8

To a solution of 2-chloronicotinonitrile (3.0 g, 21.7 mmol) and (S)-2-methylpiperazine (2.17 g, 21.7 mmol) in DMF (10 mL) was added K2C03 (9.0 g, 65.1 mmol). The mixture was stirred at 120 C for 17 h. The solution was diluted with water (20 mL) and extracted with DCM (50 mL x 3). The organic phases were dried (Na2504), filtered, and concentrated in vacuo to afford (S)-2-(3-methylpiperazin-1-yl)nicotinonitrile (3.03 g, 80%) as yellow oil. ESI-MS (EI+, m/z: 203 [M+H].

The synthetic route of 74879-18-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NAVITOR PHARMACEUTICALS, INC.; O’NEILL, David John; SAIAH, Eddine; KANG, Seong Woo Anthony; BREARLEY, Andrew; BENTLEY, Jonathan; (565 pag.)WO2018/89433; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

128102-16-9, (R)-4-Benzyl 1-Boc-2-methylpiperazine-4-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A second lot was prepared analogously with the insertion of an additional extraction step for further purification of the 1-tert-butyloxycarbonyl-2-methyl-4-benzyloxycarbonylpiperazine, to yield approximately 38 gallons of solution. This lot was identical to the first lot as assayed. A 50 gallon glass-lined reactor (set up for hydrogenation) was purged with nitrogen and charged with 2.0 kg of dry 10% palladium on carbon. About one-half of the first lot of 1-tert-butyloxycarbonyl-2-methyl-4-benzyloxycarbonylpiperazine (in methanol) was charged to the 50 gallon reactor (in this case 131 lbs of solution). The reaction was further diluted by the addition of another 656 lbs of methanol to the 50 gallon reactor. The reactor was purged several more times with nitrogen and then hydrogen, and cooling water was then circulated in the reactor jacket. The reactor was pressurized to 50 psi with hydrogen and agitate vigorously for one hour. The reactor was depressurized and then repressurized with hydrogen to 50 psi. The agitation was started again and this procedure of depressurizing and repressurizing continued until the reaction was complete. At the completion point of the reaction, the reactor was purged twice with nitrogen and the catalyst was filtered from the reaction mixture. The reactor and catalyst were rinsed with methanol. The solvent was removed at 45 +- 5C (25-28 mm Hg) to yield the title compound. 300 MHz 1H NMR (CDCl3) 4.17 (br m, 1H), 3.78 (br m, 1H), 3.0-2.6 (mm, 6H), 1.48 (s, 9H), 1.21(d, 3H)., 128102-16-9

The synthetic route of 128102-16-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ABBOTT LABORATORIES; EP350950; (1990); 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 16 A 1-liter four-neck flask with a thermometer, stirrer and condenser was charged with 100.0 g of water and 90.0 g (= 0.600 mole) of D-tartaric acid, and after a homogeneous solution was formed, 200.4 g of an aqueous solution containing 50 wt% of racemic 2-methylpiperazine (pure 2-methylpiperazine content = 1.00 mole) and 36.0 g (= 0.600 mole) of acetic acid were added at room temperature. A homogeneous solution was formed at 70 to 75C, and seed crystals were added at 65C, being followed by aging for 1 hour. Then, cooling was carried out down to 15C, taking 5 hours, being followed by aging at the temperature for 1hour. The obtained slurry was separated into a solid and a liquid, to obtain 172.1 g of a wet cake (pure 2-methylpiperazine content = 44.78 g = 0.447 mole) (optical purity = 92.6%ee, S-isomer yield = 86.1% based on the amount of supplied S-isomer). Then, a 1-liter four-neck flask with a thermometer, stirrer and condenser was charged with 130.0 g of water, and 154.9 g of the obtained cake (pure 2-methylpiperazine content = 40.30 g = 0.402 mole) was added at room temperature. The temperature was raised up to 75 to 85C for dissolution, and seed crystals were added at 70C, being followed by aging for 1 hour, cooling down to 15C taking 5 hours and aging at the temperature for 1 hour. The obtained slurry was separated into a solid and a liquid, to obtain 107.0 g of a wet cake (pure 2-methylpiperazine content = 36.40 g = 0.363 mole) (optical purity = 99.5%ee, S-isomer yield = 90.3% based on the amount of supplied S-isomer). Then, a 1-liter four-neck flask with a thermometer, stirrer and condenser was charged with 300 g of water, and 100.0 g of the obtained wet cake (pure 2-methylpiperazine content = 34.01 g = 0.340 mole) was added. The temperature was raised up to 70C for dissolution, and 34.42 g (0.442 mole, 1.3 molar times) of 95% calcium hydroxide was added. Aging was carried out at 78 to 82C for 3 hours, and solid-liquid separation was carried out to recover (S)-2-methylpiperazine. The 2-methylpiperazine content in the mother liquor was 33.38 g (= 0.333 mole) (recovery rate 98.0%). From the obtained mother liquor, 230 g of water was distilled away, and 340 g of 1-butanol was added, concentration then being carried out at 60 to 70C. In this case, Dean and Stark was installed to return the upper layer of the distillate into the distiller. When the water content in the distiller became 2.1 wt%, concentration was stopped, being followed by cooling down to 0C. The 2-methylpiperazine content of the solution in the distiller was 32.38 g (= 0.323 mole) (recovery rate = 97.0%). To the solution, 58.72 g (= 0.339 mole, 1.05 molar times) of benzyl chlorocarbonate was added dropwise while the dropwise added amount was adjusted to keep the temperature in the distiller at 0 to 10C. Then, the temperature was raised to room temperature, being followed by aging for 2 hours, and concentration under reduced pressure was carried out at 60 to 70C for distilling away 180 g (pure ZMP content = 68.50 g = 0.292 mole, reaction yield 90.5%). Three hundred and eighty grams of toluene was added, and concentration under reduced pressure was carried out at 60 to 70C, for distilling away 340 g. To the concentrate, 200 g of water was added, and 35% hydrochloric acid water was used to adjust the pH to 1.2. Aging was carried out for 30 minutes, and the upper layer was removed. The same operation was repeated further twice, and 48% sodium hydroxide aqueous solution was used to adjust the pH of the reaction solution to 12.0, being followed by addition of 140 g of toluene and stirring for 30 minutes. The lower layer was then removed, and 100 g of water was added, being followed by stirring. The lower layer was then removed, and the upper layer was concentrated under reduced pressure at 60 to 70C, toluene being then distilled away at 1.3 kPa and 80C, to obtain 67.60 g of a concentrate. The obtained compound was analyzed. As a result, the intended 1-benzyloxycarbonyl-3-methylpiperazine accounted for 97.2 liquid chromatography area %. The impurities showed 0.27 liquid chromatography area % for benzyl alcohol, 0.02 liquid chromatography area % for 1-benzyl-4-benzyloxycarbonyl-2-methylpiperazine, 0.01 liquid chromatography area % for 1-benzyl-2-methylpiperazine and no detection for 1,4-dibenzyloxycarbonyl-2-methylpiperazine (2.44 liquid chromatography area % for solvent toluene). Therefore, the total of impurities was 0.31 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

5294-61-1,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5294-61-1,N-(2,6-Dimethylphenyl)-2-(piperazin-1-yl)acetamide,as a common compound, the synthetic route is as follows.

Part C. Synthesis of N-(2,6-dimethylphenyl)-2-[4-(2-hydroxy-4phenylbutanoyl) piperazinyl]acetamide (7) To a solution of 5 in 10ml DMF (0.263g, 1.07mmol) was added compound 6 (0.25g, 1.39mmol), HBTU (0.526g, 1.4mmol), triethylamine (0.108g, 1.07mmol) and DMAP (0.030g, 0.25mmol). The solution was allowed to stir at room temperature for 48h. The solution was concentrated in vacuo. The residue was taken into EtOAc (100ml) and washed with saturated sodium bicarbonate (3*50ml). The organic layer was dried over sodium sulfate and concentrated in vacuo. The residue was purified using prep. TLC (10:1 DCM/MeOH) to afford compound 7: Mass spectrum (M+1)=410.44.

The synthetic route of 5294-61-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Blackburn, Brent K.; Zablocki, Jeff; Elzein, Elfatih; Nudelman, Grigory; US2001/44541; (2001); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

479353-63-4,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.479353-63-4,1-Boc-4-(4-Carboxybenzyl)piperazine,as a common compound, the synthetic route is as follows.

Step 4) Preparation of tert-butyl 4-(4-(2-(2-chloropyridin-4-yl)-1H-benzo[d]imidazol-4-ylcarbamoyl)benzyl)piperazine-1-carboxylate [0365]2-(2-chloropyridin-4-yl)-1H-benzo[d]imidazol-4-amine (250 mg, 1.02 mmol), 4-(4-(tert-butoxycarbonyl)piperazin-1-yl)methyl)benzoic acid (360 mg, 1.12 mmol), and HATU (583 mg, 1.53 mmol) in DMF (10 mL) was added N,N?-diisopropylethylamine (0.5 mL, 3.06 mmol). The mixture was stirred 18 h at room temperature, diluted with water (40 mL), and extracted with CH2Cl2 (10 mL¡Á3). The combined organics layers were washed with brine, dried and concentrated. The residue was purified by silica gel column chromatography (17% to 50% Ethyl acetate in petroleum ether) to obtain tert-butyl 4-(4-(2-(2-chloropyridin-4-yl)-1H-benzo[d]imidazol-4-ylcarbamoyl)benzyl)piperazine-1-carboxylate as a yellow solid (270 mg, 48% yield). MS (ESI) calcd for C29H31ClN6O3: 546. found: 547[M+H].

The synthetic route of 479353-63-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Dai, Han; Riera, Thomas V.; Stein, Ross L.; Szczepankiewicz, Bruce; US2013/102009; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics