Heterocyclic Building Blocks-piperazine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4318-42-7,1-Isopropylpiperazine,as a common compound, the synthetic route is as follows.

d) 1-(5-fftert-butyldimethylsilyloxy)methynpyridin-2-yl)piperidin-4-yl4- isopropyl-piperazine-1-carboxylate To a solution of 1-(5-((tert-butyldimethylsilyloxy)methyl)pyridin-2-yl)- piperidin-4-ol (257 mg, 1 mmol) in DCM (8 mL) was added BTC (297 mg, 1 mmol) and Et3N (152 mg, 1.5 mmol). The mixture was stirred at rt for 1 h before 1-isopropylpiperazine (128 mg, 1 mmol) was addedand the resulting mixture was stirred at rt overnight. The mixture was diluted with DCM (20 mL), washed with saturated K2C03?(20 mL) solution and brine (20 mL), dried andconcentrated to give the desired product as yellow oil (350 mg, 74percent). [LCMS: RtA?= 1.95min, m/z 477.2 [M+H]+].

4318-42-7, As the paragraph descriping shows that 4318-42-7 is playing an increasingly important role.

Reference£º
Patent; NOVARTIS AG; WANG, Tielin; ZHANG, Xuechun; WO2013/50987; (2013); A1;,
Piperazine – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5308-25-8,1-Ethylpiperazine,as a common compound, the synthetic route is as follows.

5308-25-8, 0.20 g of N-[4-tert-butyl-5-(2,4-dichlorobenzyl)thiazol-2-yl]chloroacetamide and 5 mL of tetrahydrofuran, Stir at room temperature, 0.12 g of pyridine and 0.11 g of N-ethylpiperazine are added; Reaction overnight, Desolvent, Add dichloromethane, Saturated salt water wash, Drying with anhydrous sodium sulfate, Desolvent, Add petroleum ether to precipitate solids, Suction filtration Wash with petroleum ether, Dried to obtain beige solid N-[4-tert-butyl-5-(2,4-dichlorobenzyl)thiazol-2-yl]-2-(4-ethylpiperazinyl)acetamide, yield 77.9 %,

As the paragraph descriping shows that 5308-25-8 is playing an increasingly important role.

Reference£º
Patent; Hunan University; Hu Aixi; Wu Zhilin; Ding Na; Ye Jiao; (20 pag.)CN107365280; (2017); 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.129799-15-1,Methyl 1-Boc-piperazine-2-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of l-(4-(bromomethyl)benzyl)pyridin-2(lH)-one (600 mg, 2.15 mmol, 1.0 eq) in CH3CN (5 mL) were added K2CO3 (0.89 g, 6.45 mmol, 3.0 eq) and 1-tert-butyl 2-methyl piperazine-l,2-dicarboxylate (1.05 g, 4.32 mmol, 2.0 eq). The mixture was heated at 80 C overnight, and then concentrated to dryness under reduced pressure. The residue was mixed with water (10 mL) and extracted with EA (10 mL X 3). The combined organic layers were washed with brine (10 mL), dried over anhydrous Na2S04 and concentrated. The residue was purified via flash chromatography to afford 1-tert-butyl 2-methyl 4-(4-((2-oxopyridin-l(2H)- yl)methyl)benzyl)p

129799-15-1, The synthetic route of 129799-15-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; LIFESCI PHARMACEUTICALS, INC.; MCDONALD, Andrew; WO2015/103317; (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.129779-30-2,(3R,5S)-rel-tert-Butyl 3,5-dimethylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a 20 mL microwave reactor vial was added (3R,5S)-tert-butyl 3,5-dimethylpiperazine- 1 -carboxylate (250 mg, 1.1 67mmol), 1,3 -dibromo-5 -fluorobenzene(592 mg, 2.333 mmol), C52CO3 (950 mg, 2.92 mmol) and toluene (4 mL). The vessel was purged and degassed with N2, then 2,2?-bis(diphenylphosphino)- 1,1 ?-binaphthalene(109 mg, 0.175 mmol) and palladium(II) acetate (52.4 mg, 0.23 3 mmol) were added. The reaction vessel was purged and degassed again. The reaction vessel was capped and the mixture was stirred at 110 C overnight. The reaction mixture was filtered and washed with MeOH and then solvent was removed. The crude was diluted with EtOAc (20 mL),and washed with H20 (20 mL). The orange organic layer was washed with brine, dried over with MgSO4, then concentrated to give crude tert-butyl 4-(3-bromo-5-fluorophenyl) piperazine-1-carboxylate, which was then dissolved in 20% TFA in DCM. The mixture was stirred for 2 hours, concentrated, and then purified by SCX resin (CUBCX1-HL (Benzenesulfonyl, H.L. Resin, 5 g) to provide 1 -((cis)-4-(3 -bromo-5 -fluorophenyl)-3 ,5-dimethylpiperazine, which used directly for next step. LCMS (M+H) = 287.1, 289.1 (1:1 ratio).

129779-30-2, As the paragraph descriping shows that 129779-30-2 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; BHIDE, Rajeev S.; BATT, Douglas G.; CHERNEY, Robert J.; CORNELIUS, Lyndon A.M.; LIU, Qingjie; MARCOUX, David; NEELS, James; POSS, Michael A.; QIN, Lan-ying; RUAN, Zheming; SHI, Qing; SRIVASTAVA, Anurag S.; TINO, Joseph A.; WATTERSON, Scott Hunter; (532 pag.)WO2016/64957; (2016); 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.55276-43-2,1-Methanesulfonylpiperazine,as a common compound, the synthetic route is as follows.

55276-43-2, A suspension of 1-methylsulfonylpiperazine (1.58 g, 9.6 mmol), 3-bromo-1-propanol (1.13 ml, 12 mmol) and potassium carbonate (1.73 g, 12 mmol) in acetonitrile (10 ml) was stirred at 40 C. for 4 hours followed by 2 hours at 70 C. The mixture was cooled, filtered and the filtrate was evaporated under vacuum. The residue was purified by column chromatography eluding with methylene chloride/methanol (97/3 followed by 95/5) to give 3-(4-methylsulfonylpiperazin-1-yl)propan-1-ol (1.95 g, 91%). 1H NMR Spectrum: (CDCl3) 1.8 (m, 2H), 2.7 (m, 6H), 2.8 (s, 3H), 3.3 (m, 4H), 3.82 (t, 2H), 4.5 (br s, 1H) MS: 223.4 (M+H)+

55276-43-2 1-Methanesulfonylpiperazine 709161, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Hennequin, Laurent Francois Andre; US2003/212055; (2003); 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

Alternative preparation of 3-[((2S)-2-Methyl-4-{[4-(trifluoromethyl)phenyl]sulfonyl}-1-piperazinyl)carbonyl]pyrazolo[1,5-a]pyrimidine: Example 2aPyrazolo[1,5-a]pyrimidine-3-carboxylic acid (11.73 g, 71.9 mmol) was suspended in thionyl chloride (36 mL, 493 mmol) and heated at 60 C. for 2 h. Formation of the acyl chloride was monitored as follows: a sample of the reaction mixture was evaporated and added to MeOH and formation of the corresponding methyl ester was detected by UPLC. Then thionyl chloride was removed under reduced pressure to obtain pyrazolo[1,5-a]pyrimidine-3-carbonyl chloride (14 g) as a yellow solid.(2S)-2-methylpiperazine (6 g, 59.9 mmol) was dissolved in tetrahydrofuran (50 mL) and cooled down to 0 C., aqueous sodium hydroxide (3M, 39.9 mL, 120 mmol) was added and stirred for 10 min. Then 4-(trifluoromethyl)benzenesulfonyl chloride (16.12 g, 65.9 mmol) (dissolved in 50 ml of THF) was added drop-wise, stirring the reaction mixture for 1 h. THF was removed under reduced pressure, the aqueous phase was diluted with water (200 ml) and extracted with DCM (2¡Á300 ml). The organic layer was concentrated under reduced pressure and the oily residue was suspended with HCl 1M (200 ml) and washed with DCM in order to extract impurities. NaOH 3M was added to the aqueous layer to reach pH 10 then the mixture was diluted with THF (200 ml), the mixture was cooled down to 0 C.The pyrazolo[1,5-a]pyrimidine-3-carbonyl chloride (14 g) was suspended in THF (80 ml) and added portion-wise to the above mixture, maintaining the pH>9 by adding NaOH 3M, and then the mixture was stirred overnight. THF was removed from the mixture under reduced pressure and the resulting suspension was extracted with DCM (2¡Á300 ml). The organic layer was washed with HCl 0.1 M, dried over Na2SO4 and concentrated to dryness to obtain the crude material (21.7 g) as foam. The crude material was re-dissolved in DCM (100 ml) and evaporated to minimum volume to obtain an oily residue, ethyl ether was added (80 ml) with stirring. A solid crashed out from the solution and was recovered by filtration, washing with ethyl ether before drying to give the title compound (20.06 g).m/z (API-ES) 454 [M+H]+ 1H NMR (400 MHz, CDCl3) delta ppm 1.48 (d, J=7.2 Hz, 3H), 2.56 (td, J=11.6, 3.2 Hz, 1H), 2.69 (dd, J=11.6, 3.6 Hz, 1H), 3.50 (m, 1H), 3.64 (d, J=11.6 Hz, 1H), 3.82 (d, J=11.2 Hz, 1H), 4.25 (m, 1H), 4.78 (m, 1H), 6.97 (dd, J=7.2, 4.0 Hz, 1H), 7.85 (d, J=8.4 Hz, 2H), 7.91 (d, J=8.4 Hz, 2H), 8.39 (s, 1H), 8.59 (dd, J=4.0, 1.6 Hz, 1H), 8.73 (dd, J=7.2, 1.6 Hz, 1H)., 74879-18-8

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

Reference£º
Patent; Heer, Jag Paul; Norton, David; Ward, Simon E.; US2010/16330; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

1188265-73-7, tert-Butyl 3-(2-hydroxyethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step B: tert – butyl 3-(2-hydroxyethvn-4-(2-(4-methyl-l-oxo-l,3-dihvdroisobenzofuran-5-yl-2-oxoethyPpiperazine- 1 -carboxylate : tert-Butyl 3-(2-hydroxyethyl) piperazine-1 -carboxylate (6.91 g, 30.0 mmol) and 5-(2-bromoacetyl)-4-methylisobenzofuran-l(3H)-one (6.73 g, 25 mmol) were dissolved in tetrahydrofuran (100 mL) then added Hunig’s base (8.73 mL, 50.0 mmol) and stirred at RT overnight. The reaction was poured into brine and extracted with EtOAc (2x). The combined organic layer was dried over Na2S04, filtered and evaporated to dryness. The crude product was chromatographed through an ISCO Redi-Sep 330g column and eluted with 5% MeOH /DCM solvent system to the title compound. LC-MS (IE, m/z): 419 [M + 1]+ ., 1188265-73-7

As the paragraph descriping shows that 1188265-73-7 is playing an increasingly important role.

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; WO2013/28474; (2013); A1;,
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Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.109-01-3,1-Methylpiperazine,as a common compound, the synthetic route is as follows.

To a mixture of 4-FLUORO- benzonitrile 42B (1.0 g, 8. 25 MMOL) and K2CO3 (2.27 mg, 16.51 MMOL) in dimethyl sulfoxide (7 mL) was added 1-methyl piperazine (1.36 mL, 12. 38 MMOL) and the reaction continued as described above to afford amine 1.54 g of 45b in 93% YIELDS. 1H-NMR (500 MHz, CDC . S) : No. 2.36 (3Hs, s), 2.55 (4Hs, t, J = 4. 88 Hz), 3.35 (4Hs, t, J = 4. 88 Hz), 6. 87 (2Hs, d, J = 8. 78 Hz), 7.49 (2Hs, d, J = 8. 78 Hz); ESI-MASS : 202. 1 (M+1)., 109-01-3

109-01-3 1-Methylpiperazine 53167, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; THE UNIVERSITY OF TENNESSEE RESEARCH FOUNDATION; COLORADO STATE UNIVERSITY RESEARCH FOUNDATION; WO2005/7625; (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.109-01-3,1-Methylpiperazine,as a common compound, the synthetic route is as follows.

The 4-CHLORO-3-CYANO-6-METHOXY-7- [3- (4-METHYLPIPERAZIN-1-YL) PROPOXY] QUINOLINE used as a starting material was prepared as follows:- A mixture of 3-bromopropanol (20 ml), N-METHYLPIPERAZINE (29 ml), potassium carbonate (83 g) and ethanol (200 ml) was stirred and heated to reflux for 20 hours. The mixture was cooled to ambient temperature and filtered. The filtrate was evaporated and the residue was triturated under diethyl ether. The resultant mixture was filtered and the filtrate was evaporated. The residue was purified by distillation at about 60-70C under about 0.2 mm Hg to give 1- (3-HYDROXYPROPYL)-4-METHYLPIPERAZINE (17 g); NMR Spectrum : (CDC13) 1.72 (m, 2H), 2.3 (s, 3H), 2.2-2. 8 (m, 8H), 2.6 (t, 2H), 3.8 (t, 2H), 5.3 (br s, 1H). A solution OF DIISOPROPYL AZODICARBOXYLATE (12.1 ml) in methylene chloride (50 ml) was added dropwise during 30 minutes to a stirred mixture OF 4-CHLORO-3-CYANO-7-HYDROXY- 6-methoxyquinoline (12 g), 1- (3-HYDROXYPROPYL)-4-METHYLPIPERAZINE (9.7 g), triphenylphosphine (16.1 g) and methylene chloride (200 ml) that had been cooled to 5C. The resultant mixture was allowed to warm to ambient temperature and was then stirred for 1 hour. Further portions of diisopropyl azodicarboxylate (1.2 ml) and triphenylphosphine (1.6 g) were added and the mixture was stirred at ambient temperature for a further 1 hour. The mixture was poured into water and the organic layer was separated, washed with a saturated brine solution, dried over magnesium sulphate and evaporated. The material so obtained was purified by column chromatography on silica using increasingly polar mixtures of methylene chloride and methanol as eluent. There was thus obtained the required starting material as a solid (14.5 g); NMR Spectrum : (DMSOd6) 1.95 (m, 2H), 2.13 (s, 3H), 2.24-2. 5 (m, 10H), 4.0 (s, 3H), 4.25 (t, 2H), 7.43 (s, 1H), 7.51 (s, 1H), 8.95 (s, 1H) ; Mass Spectrum : MASS 375 and 377.

109-01-3, 109-01-3 1-Methylpiperazine 53167, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/41811; (2004); 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.5464-12-0,1-(2-Hydroxyethyl)-4-methylpiperazine,as a common compound, the synthetic route is as follows.,5464-12-0

To a mixture of 1-(2-hydroxyethyl)-4-methylpiperazine (1.0 g, 6.9 mmol) and tetrahydrofuran (15 ml) was added sodium hydride (60percent, 277 mg, 6.9 mmol) at 0¡ãC (external temperature), and the reaction mixture was stirred at room temperature for 30 minutes. Then, to the reaction mixture was added dropwise a mixture of tributyl-iodomethyl-tin (2.0 g, 4.6 mmol) and N,N-dimethylformamide (15 ml) at 0¡ãC (external temperature). Then, the reaction mixture was stirred at room temperature for 1. 5 hours. To the reaction mixture were added water and ethyl acetate, and the organic layer was separated. The organic layer was washed with water and an aqueous saturated sodium chloride solution, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (heptane: ethyl acetate=10:1, NH silica gel) to obtain the title compound (1.9 g, 4.2 mmol, 92percent). 1H-NMR Spectrum (CDCl3) delta (ppm): 0.89(15H, t, J=7.6Hz), 1. 25-1. 34 (6H, m), 1.46-1. 54 (6H, m), 2.28 (3H, s), 2.46 (8H, brs), 2.56(2H, t, J=5.6Hz), 3.47(2H, t, J=5.6Hz), 3.73(2H, s).

As the paragraph descriping shows that 5464-12-0 is playing an increasingly important role.

Reference£º
Patent; Eisai R&D Management Co., Ltd.; EP1867650; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics