Month: June 2021

21655-48-1, cis-2,6-Dimethylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

21655-48-1, To a stirring suspension of 2?fluoro?5?nitrobenzaldehyde (2.69 g, 15.9 mmol) and potassium carbonate (8.80 g, 63.7 mmol) in anhydrous DMF (10 mL) was added (25,6R)?2,6?dimethylpiperazine (2 g, 17.51 mmol) and the mixture washeated at 90 °C for 16 h. After cooling the mixture was partitioned between brine/water (100 mL) and ethyl acetate (25 mL) . The aqueous layer was separated and extracted with ethyl acetate (3 x 25 mL) . The combinedethyl acetate fractions were washed with brine/water (1:1, 4 x 25 mL), dried (anhydrous sodium sulfate), filtered and reduced in vacuo. The resulting residue was chromatographed (gradient 20?100percent ethyl acetate in cyclohexane) to afford the title compound (2.77 g, 66.1 percent) . ?H NMR (400 MHz, CDC13) : 3 10.07 (s, 1H), 8.62 (d,1H), 8.28 (dd, 1H), 7.06 (d, 1H), 3.35 (d, 2H), 3.14?3.17 (m, 2H) , 2.72 (dd, 2H) , 1.13 (d, 6H) . LCMS (Method C) := 0.43 mi m/z = 264 [M+H].

21655-48-1 cis-2,6-Dimethylpiperazine 6950261, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; ALMAC DISCOVERY LIMITED; HARRISON, Timothy; TREVITT, Graham; HEWITT, Peter Robin; O’DOWD, Colin Roderick; BURKAMP, Frank; WILKINSON, Andrew John; SHEPHERD, Steven D.; MIEL, Hugues; WO2015/92431; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

3022-15-9, Piperazine-2-carboxylic acid dihydrochloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Pyrazine-2-carboxylic acid hydrochloride (2 g, 9.8 mmol)And (Boc) 2O (8.6 g, 39.4 mmol)Was dissolved in THF (40 mL) and water (40 mL)Sodium bicarbonate (8.31 g, 79.8 mmol) was added,The reaction mixture was stirred magnetically at room temperature for 4 hours and then added with ethyl acetate.Poured into a separatory funnel, and the separated organic phase was washed with saturated brine, dried over anhydrous sodium sulfate,The solvent was concentrated under reduced pressure and purified by silica gel column chromatography to obtain 2.5 g of 1,4-di-tert-butoxycarbonylpiperazine-2-carboxylic acid (13-2) in a yield of 78%

3022-15-9, As the paragraph descriping shows that 3022-15-9 is playing an increasingly important role.

Reference：
Patent; Fujian Jinle Pharmaceutical Technology Co., Ltd.; Zhou Zhongxiang; Xing Yuanyuan; Chen Yingzhong; Deng Chengjun; Deng Honggui; Xue Wanhua; Zhang Shuzu; Chen Weipeng; Li Fang; (27 pag.)CN107174584; (2017); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

68104-63-2, 4-(Piperazin-1-yl)benzonitrile is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

68104-63-2, Preparation 23 tert-butyl 4-(4-cyanophenyl)piperazine-1-carboxylate 4-(piperazin-1-yl)benzonitrile (0.7g, 3.74mmol) was dissolved in a mixture of dioxane/water (15ml/7ml), then 1 N solution of NaOH was added (5.2ml) and finally BOC2O (0.82g, 3.78mmol). The reaction mixture was stirred at r.t. for 2h. The solvent was concentrated and the residue redissolved in water and the pH adjusted to 7 by adding 2N HCl. The aqueous layer was extracted with chloroform and the organic layer washed with brine, dried over magnesium sulphate and evaporated under reduced pressure to give 1 g of the desired compound (yield=93%) as a white solid. LRMS: m/z 288 (M+1)+ Retention time: 6.33 min (Method B) 1H NMR (300 MHz, CDCl3) delta ppm: 1.49 (s, 9H), 3.33-3.35 (m, 2H), 3.57-3.59 (m, 2H), 6.84-6.87 (m, 2H), 7.50-7.53 (m, 2H).

68104-63-2 4-(Piperazin-1-yl)benzonitrile 2733995, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Laboratorios Almirall, S.A.; EP2202232; (2010); 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.59702-07-7,1-Methylpiperazin-2-one,as a common compound, the synthetic route is as follows.

59702-07-7, Example 16. Preparation of Compound Nos. 136. 136a and 136b To a solution of l-[4-[(3-cyclopentyl-lH-pyrazol-5-yl)amino]-6,7-dihydro-5H- cyclopenta[d]pyrimidin-2-yl]pyrrolidine-2-carboxylic acid hydrochloride (500 mg, 1.19 mmol) in DMF (6 mL) was added l-methylpiperazin-2-one (205 mg, 1.79 mmol), HOBt (16 mg, 0.11 mmol), EDC’HCl (320 mg, 1.67 mmol), and DIPEA (618 mg, 4.79 mmol), and the reaction mixture was stirred at RT for 18 h. The reaction mixture was diluted with water (50 mL) and extracted with EtOAc (2×50 mL). The combined organic layers were washed with water (8×50 mL) and dried over anhydrous sodium sulfate. Removal of solvent under reduced pressure gave a crude product that was purified by reverse phase HPLC followed by chiral HPLC to afford 20 mg of 4-[(2S)-l-[4-[(3-cyclopentyl-lH-pyrazol-5-yl)amino]-6,7- dihydro-5H-cyclopenta[d]pyrirmdin-2-yl]pyrrolidine-2-carbonyl]-l-methyl-piperazin-2-one (Compound No. 136b). 1H NMR (CD3OD, 400 MHz) 1.60-1.90 (m, 8H), 1.92-2.20 (m, 8H), 2.30-2.42 (m, 1H), 2.60-2.80 (m, 6H), 2.97-3.12 (m, 1H), 3.22-3.56 (m, 3.61-4.30 (m, 4H), 5.02 (brs, 1H), 5.75 (brs, 1H).

As the paragraph descriping shows that 59702-07-7 is playing an increasingly important role.

Reference：
Patent; MEDIVATION TECHNOLOGIES, INC.; CHAKRAVARTY, Sarvajit; RAI, Roopa; GREEN, Michael, John; ANSARI, Amantullah; AGARWAL, Anil, Kumar; (216 pag.)WO2016/3827; (2016); 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.848482-93-9,(S)-4-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid,as a common compound, the synthetic route is as follows.,848482-93-9

INTERMEDIATE 5 (S)-(4-Methyl-piperazin-2-yl)-methanolTo a stirred suspension of (S)-piperazine-l,3-dicarboxylic acid l-tert-buty ester (5.00 g, 21.7 mmol) in THF (40 mL) was slowly added 1.0 M borane-THF complex solution (32.6 rnL, 32.6 mmol). The reaction was heated to 90 0C and stirred under reflux for 2 hours. The reaction mixture was removed from the heat before a further 1.5 equivalents of 1.0 M borane-THF complex solution (32.6 mL, 32.6 mmol) was added. The reaction was reheated to 90 0C and stirred under reflux for a further 2 hours. The reaction was cooled to 0 0C and quenched by the slow addition of MeOH. The reaction mixture was then concentrated in vacuo. The white solid obtained was dissolved in THF (30 mL), cooled to 0 0C and slowly added a 2.0M solution of LiAlH4 in THF (27 mL, 54.0 mmol). The reaction was heated to 90 0C and stirred under reflux for 2h. A further portion of 2.0M solution of LiAlH4 in THF (27 mL, 54.0mmol) was added and the reaction stirred under reflux for 4h and then at room temperature overnight. The reaction mixture was cooled to O0C and quenched by the slow addition of 1.0M aq NaOH solution until the exothermic reaction subsided. The resulting gel was diluted with THF and the solids filtered off. The filtrate was then concentrated in vacuo to afford (S)-(4-methyl-piperazin-2-yl)-methanol (2.84 g, 101% crude yield) as a colourless oil.

As the paragraph descriping shows that 848482-93-9 is playing an increasingly important role.

Reference：
Patent; BIOVITRUM AB (PUBL); WO2009/71658; (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.169447-70-5,(S)-tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Preparation 10 tert-Butyl (S)-4-(5-((S)-1-aminoethyl)-1-methyl-1H-pyrrolo[3,2-b]pyridin-6-yl)-2-methylpiperazine-1-carboxylate To a 250 mL round-bottom flask were added (S)-tert-butyl 2-methylpiperazine-1-carboxylate (3.94 g, 19.7 mmol) and (S)-1-(6-bromo-1-methyl-1H-pyrrolo[3,2-b]pyridin-5-yl)ethanamine (2.5 g, 9.8 mmol) in 1,4-dioxane (23 mL). To the resulting solution was added potassium 2-methylpropan-2-olate (1 M in THF, 21 mL, 21 mmol), and the mixture was heated to 90 C. for 1 hour. After cooling for 10 minutes, the red mixture was poured into 300 mL of saturated NaHCO3 and then extracted with EtOAc (3*). The organic layers were combined, dried over MgSO4, filtered, and concentrated in vacuo to give crude product, which was purified by preparative HPLC (acid mode, 25-50% ACN/water gradient). The product-containing fractions were combined, concentrated in vacuo, and partitioned between saturated NaHCO3 and EtOAc. The combined organic layers were dried over MgSO4, filtered, and concentrated to give the title compound (1.41 g, 38.4%). ESI-MS m/z [M+H]+ calc’d for C20H31N5O2, 374. found 374., 169447-70-5

As the paragraph descriping shows that 169447-70-5 is playing an increasingly important role.

Reference：
Patent; Chang, Edcon; Smith, Christopher; Wang, Xiaolun; Wallace, Michael B.; US2015/191465; (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.70261-81-3,1-Methyl-4-(4-nitrobenzyl)piperazine,as a common compound, the synthetic route is as follows.

Add 8.5 g (36.2 mmol) of crude I-a to a 500 mL one-necked flask. 2.0 g of FeO(OH)/C catalyst and 100 mL of 95% ethanol, Heating back, Slowly add a mixture of 25 mL of hydrazine hydrate and 20 mL of 95% ethanol. The disappearance of the starting material by TLC (methanol: chloroform = 1:15). Hot and suction filtration, The filter cake was washed twice with hot ethanol (30 mL x 2). The solvent was evaporated under reduced pressure to give a white solid. It was dried under vacuum to give (I-b) 6.7 g, yield: 90.3%. The product was directly fed to the next reaction without further purification.

70261-81-3, As the paragraph descriping shows that 70261-81-3 is playing an increasingly important role.

Reference：
Patent; China Pharmaceutical University; Wang Yue; Lu Shuai; Zhi Yanle; Yao Chao; Lu Tao; Li Baoquan; Chen Puzhou; Bao Jiyin; (26 pag.)CN109970717; (2019); 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.75336-86-6,(R)-2-Methylpiperazine,as a common compound, the synthetic route is as follows.,75336-86-6

Example 1] Synthesis of compound (I-40) a) Synthesis compound 3 [Show Image] [Show Image] Under the nitrogen atmosphere, toluene (7.5 ml) was added to a commercially available compound 2 (1.50 g, 7.30 mmol), a commercially available compound 1 (1.50 g, 7-30 mmol), and sodium tert-butoxide (842 mg, 8.76 mmol) were added, and the system was degassed, and replaced with nitrogen. Xantphos (127 mg, 0.22 mmol) and Pd2(dba)3 (67 mg, 0.67 mmol) were added to react them at 100°C for 1 hour. Toluene (8 ml) was added to dilute the reaction, and this was filtered using Celite. The filtrate was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (chloroform-methanol) to obtain a compound 3 (1.27 g, yield 77percent). 1H-NMR (CDCl3 / TMS) deltappm: 1.13 (d, J = 6.2Hz, 3H), 1.57 (s, 1H), 2.28-2.37 (m, 1H), 2.35 (s, 3H), 2.67 (dt, J = 3.5, 11.6Hz, 1H), 2.92-3.15 (m, 3H), 3.46 (d, J = 11.6Hz, 2H), 6.69 (dd, J = 8.9, 2.7Hz, 1H), 6.78 (d, J = 2.7Hz, 1H), 7.19 (d, J = 8.9Hz, 1H).

As the paragraph descriping shows that 75336-86-6 is playing an increasingly important role.

Reference：
Patent; Shionogi&Co., Ltd.; EP2184272; (2010); 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.694499-26-8,4-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline,as a common compound, the synthetic route is as follows.

To a stirred solution of XX (0.400 g, 1.13 mmol) in DMF (4 mL), compound V (0.464 g, 1.69mmol) was added to reaction mass then HATU (0.861 g, 2.26 mmol) and DIPEA (0.462 g, 3.39 mmol) wasadded to the reaction mass at RT. Then RM was allowed to stir at RT overnight, after completion ofreaction, compound was extracted with ethyl acetate (30 mL x 3) and brine washing was given to organiclayer and dried over Na2SO4 and evaporated upon vacuum, and purified though reverse phase HPLC toobtain compound 9 (0.060 g, 9%).LCMS: 607 [M+1]+1HNMR (400 MHz, DMSO) delta 10.5 (s, 1H), 8.2 (s, 1H), 8.0 (d, 2H),7.9 (d, 1H), 7.8 (d, 1H), 7.6 (m, 2H),7.5 (t, 2H), 7.2 (d, 2H), 7.0 (d, 1H), 3.5 (s, 2H), 3.2 (s, 3H), 2.5 (m, 8H), 2.3 (s, 3H), 2.2 (s, 3H).

694499-26-8, 694499-26-8 4-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline 46838908, apiperazines compound, is more and more widely used in various fields.

Reference：
Article; Ramachandran, Sreekanth A.; Jadhavar, Pradeep S.; Miglani, Sandeep K.; Singh, Manvendra P.; Kalane, Deepak P.; Agarwal, Anil K.; Sathe, Balaji D.; Mukherjee, Kakoli; Gupta, Ashu; Haldar, Srijan; Raja, Mohd; Singh, Siddhartha; Pham, Son M.; Chakravarty, Sarvajit; Quinn, Kevin; Belmar, Sebastian; Alfaro, Ivan E.; Higgs, Christopher; Bernales, Sebastian; Herrera, Francisco J.; Rai, Roopa; Bioorganic and Medicinal Chemistry Letters; vol. 27; 10; (2017); p. 2153 – 2160;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5747-48-8, 11-(Piperazin-1-yl)dibenzo[b,f][1,4]thiazepine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5747-48-8, A 1 liter round bottom flask equipped with stirring rod, thermo pocket, water condenser was charged with solution of 11- piperazinyldibenzo [b,f] [1,4] thiazepine in toluene 350 cc [63.0 g (0.22 moles)] and the mixture was stirred for 15 min at 25- 30C. Sodium carbonate [41.0 gm (0.39 moles)], tetra butyl ammonium bromide [16.0 gm (0.05 mole)] and 2-(2-chloroethoxy)ethanol [32.0 gm (0.257 moles)] were added at room temperature. The reaction mixture was heated to reflux at 110-112C. The reaction mixture was maintained at reflux for 10-12 hrs. The reaction mixture was analyzed by HPLC (to check the absence of compound of Formula IV) and was cooled to 25C to 30C, and was added 150 cc DM water. The reaction mixture was then stirred for 30 min at 25-30C. The layers were separated and the aqueous layer extracted with 50 cc toluene. The extract and the organic layer were combined, to which was added 250 cc water and was acidified with formic acid to obtain a pH of 2- 3. The reaction mixture was stirred for 30 min at 25-30C. The layers were separated and the aqueous layer washed with 100 cc toluene twice. To the aqueous layer was added 250 cc toluene, and the pH adjusted to 8-10 using sodium carbonate. The resulting reaction mixture was stirred for 30 min at 25-30C. The layers were separated and the aqueous layer extracted with 125 cc toluene. The organic layers were combined and washed with DM water 300 cc twice. The organic layer was distilled off under vacuum below 70C to afford 2-(2-(4-dibenzo[b,fJ-[l,4] thiazepine- l l-yl-l-piperazinyl)ethoxy) ethanol. Purity of 2-(2-(4-dibenzo[b,f]-[l,4] thiazepine- l l-yl-l-piperazinyl)ethoxy) ethanol was 99.0% (area % by HPLC).

As the paragraph descriping shows that 5747-48-8 is playing an increasingly important role.

Reference：
Patent; TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; WO2008/121415; (2008); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics