Category: piperazines

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.

DIAD (0.14 mL) was added dropwise to a solution of 25 (200.0 mg), 2-(4- methylpiperazin-l-yl)ethanol (0.103 mL) and PPh3 (188.8 mg) in THF (2 mL) at 0 ¡ãC. The solution was stirred at room temperature for 24 h. The solvent was evaporated and the residue was diluted in AcOEt (30 mL) and washed with H20 (3×30 mL). The organic layer was dried over Na2SC”4, filtered and evaporated. Purification by flash chromatography (AcOE MeOH 7:3) gave a white solid (38.0 mg).1H NMR (CDC13, 300 MHz) delta 7.95-7.92 (m, 2H), 7.82 (s, 1H), 7.46 (d, 1H, J= 9.0 Hz), 7.28-7.25 (m, 1H), 6.60-6.55 (m, 2H), 4.15 (t, 2H, J= 5.4 Hz), 4.08 (q, 2H, J= 6.9 Hz), 2.76 (t, 2H, J= 5.4 Hz), 2.53 (s, 4H), 2.33 (s, 4H), 2.21 (s, 3H), 1.37 (t, 3H, J= 6.9 Hz)., 5464-12-0

The synthetic route of 5464-12-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; FRANCIS, Yitshak; FA, Mauro; ARANCIO, Ottavio; FIORITO, Jole; DENG, Shixian; LANDRY, Donald, W.; LUZAC, Michal; FENG, Yan; WO2012/88420; (2012); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5317-33-9, 3-(4-Methylpiperazin-1-yl)propan-1-ol is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,5317-33-9

3-(4-Methylpiperazin-1-yl)propane-1-ethyl chloroformate dihydrochloride 9.7 g (61.2 mmol) of N-methyl-N’-(3-hydroxypropyl)piperazine dissolved in 10 ml of acetonitrile are added dropwise to a solution of 100 ml of acetonitrile and 40 ml of 4 N HCl in dioxane and cooled using a water bath that the internal temperature did not exceed 40 C. 8 ml (66.3 mmol) of trichloromethyl chloroformate in 10 ml of acetonitrile are subsequently added dropwise with ice-cooling at an internal temperature of 2-10 C., and the mixture is subsequently stirred at room temperature for 15 h. The precipitate formed is filtered off with suction, washed with acetonitrile, and the residue is dried in vacuo. Yield: 13.27 g of pink powder.

5317-33-9 3-(4-Methylpiperazin-1-yl)propan-1-ol 79208, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK PATENT GESELLSCHAFT MIT BESCHRANKTER HAFTUNG; US2010/179148; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

196811-66-2, tert-Butyl 4-carbamothioylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-propionylbenzoic acid (890 mg, 5 mmol), NaHCO3 (1.26 g, 15 mmol), and iodomethane (935 uL, 15 mmol) in DMF (10 ml_) were stirred at RT overnight. The mixture was diluted with saturated aqueous NaCI (50 ml_) and extracted with ether (3 x50 ml_). The organic phase was washed with water (50 ml_), dried, and evaporated.Flash chromatography (90 g silica, 2/1 petroleum ether – EtOAc) gave white solids of 4-Propionyl-benzoic acid methyl ester (744 mg, 77%).1 H NMR (CDCI3, 400MHz) delta 1.24 (t, 3H, J = 7 Hz), 3.03 (q, 2H, J = 7 Hz), 3.95 (s, 3H),8.0 and 8.12 (ABq, 4H)4-Propionyl-benzoic acid methyl ester (744 mg, 3.87 mmol), pyrrolidone hydrotribromide (1.98 g), and 2-pyrrolidinone (380 mg, 4.5 mmol) in THF (38 ml_) were heated at 50 0C under nitrogen for 3 h. The mixture was cooled, filtered, concentrated, and then redissolved in ether (50 ml_). The ether solution was washed successively with water (20 ml_), saturated aqueous sodium thiosulphate (20 ml_), saturated aqueous NaCI (20 ml_), and water (2OmL), dried and evaporated to give crude 4-(2-Bromo- EPO propionyl)-benzoic acid methyl ester as a yellow oil (1.025 g) that was used directly in the Hantzsch coupling. This material contained 91% of the desired bromoketone, 5% starting material, and 4% 4-bromo-1-butanol, as determined by 1 H NMR.1 H NMR (CDCI3, 400MHz) delta 1.92 (d, 3H, J = 7 Hz), 3.96 (s, 3H), 5.28 (q, 1 H, J = 7 Hz), 8.07 and 8.14 (ABq, 4H)All of the 4-(2-Bromo-propionyl)-benzoic acid methyl ester above and piperazine-1- carboxylic acid terf-butyl ester (J. Med. Chem., 1998, 5037-5054, 917 mg, 3.73 mmol) were refluxed in 36 ml_ THF at 70 0C for 2 h, under N2. The precipitate was filtered and the filtrate evaporated to give yellow solids. Flash column chromatography (silica, 5/1 petroleum ether – EtOAc) gave 624 mg of 4-[4-(4-Methoxycarbonyl-phenyl)-5-methyl- thiazol-2-yl]-piperazine-1 -ca rboxylic acid tert-butyl ester as a light yellow solid. Chromatography of the precipitate (silica, 2/1 petroleum ether – EtOAc) gave 32 mg more of compound. Total yield is 44%.1 H NMR (CDCI3, 400MHz) delta 1.46 (s, 9H), 2.43 (s, 3H), 3.42, (m, 4H), 3.54 (m, 4H), 3.90 (s, 3H), 7.68 and 8.04 (ABq, 4H).The above methyl ester (564 mg, 1.35 mmol) was heated with 1.35 ml_ 2N NaOH, 5 ml_ THF, and 3.65 ml_ water at 60 0C for 4 h. The reaction mixture was evaporated, poured into 20 ml_ saturated aqueous NaCI and 20 ml_ CH2CI2, and then acidified to pH 3 with 5% citric acid, in an ice bath. The layers were separated and the organic phase was extracted further with 2 x 10 ml_ CH2CI2. The organic phases were combined, washed with water (10 ml_), dried, and evaporated to give 4-[4-(4-Carboxy-phenyl)-5-methyl- thiazol-2-yl]-piperazine-1-carboxylic acid tert-butyl ester as a light yellow solid (537 mg, 98%).1 H NMR (CDCI3, 400MHz) delta 1.48 (s, 9H), 2.47 (s, 3H), 3.47 (m, 4H), 3.57 (m, 4H), 7.74 and 8.12 (ABq, 4H).13C NMR (CDCI3, 100MHz) delta ppm: 12.6, 28.3, 42.8, 48.1 , 80.3, 119.1 , 127.8, 128.2, 130.1 , 140.5, 145.6, 154.6, 167.2, 171.4. LCMS: (M + H)+ 404, (M – H)” 402. EPO 4-[4-(4-Carboxy-phenyl)-5-methyl-thiazol-2-yl]-piperazine-1-carboxylic acid tert-butyl ester (0.421 mmol) was dissolved in 4M HCI in 1 ,4-dioxane, and stirred at room temperature for 1 h. The solvent was then removed under vacuum, and the residue 4-(5-Methyl-2-piperazin-1-yl-thiazol-4-yl)-benzoic acid was suspended in methanol (10 ml) and treated with AcOH/AcONa buffer (pH ~5.5, 5 ml), and formaldehyde (0.547 mmol). The reaction mixture was stirred at room temperature for 1 h, then treated with NaCNBH3 (0.547 mmol) and stirred at room temperature overnight. The solvent was then removed under vacuum, and the residue was purified by column chromatography to afford the title compound (0.403 mmol, 95%). MS(ES) m/z 318 (100%, [M+H]+).

196811-66-2, 196811-66-2 tert-Butyl 4-carbamothioylpiperazine-1-carboxylate 12093220, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; MEDIVIR AB; WO2007/6714; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

129779-30-2, (3R,5S)-rel-tert-Butyl 3,5-dimethylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

At 100mLAdd in three bottlescis-3,5-Dimethylpiperazine-1-carboxylic acid tert-butyl ester (2 g, 9.34 mmol),Pyridine (1.47 g, 18.6 mmol) and DCM (10 mL), cooled to 0 C,A solution of allyl chloroformate (1.68 g, 14 mmol) in DCM was added dropwise.The reaction was allowed to warm to room temperature overnight.The reaction system was added with water (20 mL) and allowed to stand for stratification.The organic phase was concentrated to give a crude product. The crude product was purified by column chromatography.Eluent: PE/EA=5/1, collect product,Concentrated under reduced pressure to give 1.2 g of colorless oil.Yield: 43.2%.

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

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

548762-66-9, (2S,5R)-tert-Butyl 2,5-dimethylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

548762-66-9, The solid from the previous step was dissolved in a mixture of N,N-diisopropylethylamine (0.7 mL, 4 mmol) and DMSO (0.7 mL, 10 mmol) and (2S,5R)-2,5-dimethyl-piperazine-1-carboxylic acid tert-butyl ester (590 mg, 2.7 mmol) was added and the reaction mixture heated at 120 C overnight, concentrated by rotary evaporation, dissolved in a small amount of DCM and purified by silica gel chromatography (0-40% ethyl acetate:hexanes) to produce the title intermediate (613 mg, 57 % yield) as a white solid. (m/z): [M+H]+ calcd for C24H27F4N4O4 591.12 found 591.4.

The synthetic route of 548762-66-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Theravance Biopharma R&D IP, LLC; MCKINNELL, Robert Murray; LONG, Daniel D.; VAN ORDEN, Lori Jean; JIANG, Lan; LOO, Mandy; SAITO, Daisuke Roland; ZIPFEL, Sheila; STANGELAND, Eric L.; LEPACK, Kassandra; OGAWA, Gavin; HUANG, Xiaojun; ZHANG, Weijiang; EP2635571; (2015); B1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

34770-60-0, 4-Methylpiperazin-2-one is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[00249] 5A: l-(isoquinolin-5-yl)-4-methylpiperazin-2-one: To 5-bromoisoquinoline (1.657 g, 7.96 mmol) and 4-methylpiperazin-2-one (1, 8.76 mmol) was added DMSO (7 mL), 1,10-phenanthroline (0.144 g, 0.796 mmol), potassium carbonate (3.30 g, 23.89 mmol) and the mixture was degassed with Ar for 30 min. Copper(I)iodide (1.213 g, 6.37 mmol) was added and the reaction was heated in oil bath at 130 C overnight. The reaction was cooled to room temperature and quenched with NH4OH (10 mL) and water (20 mL) and diluted with EtOAc. The aqueous layer was extracted EtOAc (2 x 50 mL) and then, nBuOH (lx 30 mL). Combined organic layers were washed with brine and dried (MgS04). Purification by silica gel chromatography afforded 1.5g ( 78%) yellow solid. MS (ESI) m/z: 242.0 (M+H)+.

34770-60-0, The synthetic route of 34770-60-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; PINTO, Donald J.P.; CLARK, Charles G.; ORWAT, Michael J.; SMITH II, Leon M.; EWING, William R.; WO2014/59202; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

59878-57-8,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.

Lithium aluminium hydride (770 mg, 20.3 mmol) was suspended in tetrahydrofuran (150 mL), 1-(cyclopropylcarbonyl)piperazine (1.56 g, 10.1 mmol) was gradually added thereto, and the reaction mixture was heated under reflux for 30 minutes. The reaction mixture was cooled to room temperature, and 0.8 mL of water, 0.8 mL of a 15% aqueous solution of sodium hydroxide and 2.3 mL of water were sequentially gradually added thereto. The precipitated insoluble matter was removed by filtration through Celite, and the filtrate was evaporated to give the title compound (1.40g) as a colorless oil. The product was used for the synthesis of (8E,12E,14E)-7-((4-cyclopropylmethylpiperazin-1-yl)carbonyl)oxy-3,6,16,21-tetrahydroxy-6,10,12,16,20-pentamethyl-18,19-epoxytricosa-8,12,14-trien-11-olide (the compound of Example 27) without further purification.1H-NMR Spectrum (CDCl3,400MHz) delta(ppm): 0.09-0.15(2H,m), 0.48-0.56(2H,m),0.82-0.93(1H,m),2.25(2H,d,J=7.2Hz) 2.48-2.65(4H,m),2.90-2.99(4H,m).

As the paragraph descriping shows that 59878-57-8 is playing an increasingly important role.

Reference£º
Patent; MERCIAN CORPORATION; Eisai Co., Ltd.; EP1508570; (2005); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

314741-40-7, (S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step B: tert -butyl(9aS)-3-hydroxy-3 -(1-oxo-3 ,4-dihydro-1 H-isochromen-6-yl)hexahydropyrazino[2, 1-c] [ 1 ,4 ]oxazine-8(1H)-carboxylate:6-(Bromoacetyl)-3 ,4-dihydro-1 Hisochromen-1-one ( -1.54 g, -5.72 mmol, presence of a-chloroketone was noted, -10%) andcommercially available (S)-4-N-BOC-2-hydroxymethylpiperazine (1.24 g, 5.72 mmol) were added to a round bottom flask and diluted with THF (50 mL). Diisopropylethylamine (1.30 mL,7.44 mmol) was then introduced and the mixture left stirring for 14 hat RT during which time aconsiderable amount of solid had formed (presumably HBr salt ofDIPEA). The reaction mixturewas diluted with EtOAc, then washed with saturated NH4Claq followed by H20. Both aqueouslayers were sequentially back extracted once with another portion ofEtOAc, the organics were then combined, dried with MgS04, filtered, and concentrated in vacuo. The recovered crudeproduct was subjected to purification by flash chromatography (Biotage, 50% EtOAc/Hex) toafford the title compound.

314741-40-7, As the paragraph descriping shows that 314741-40-7 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;,
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.

To a 0 C solution of 2,4-dichloro-5-fluoropyrimidine (12.0 g, 71 .9 mmol) in dichloromethane (130 mL) was added triethylamine (20 mL, 140 mmol), followed by a solution of fe/f-butyl (2S)-2-methylpiperazine-1 -carboxylate (15.0 g, 74.9 mmol) in dichloromethane (70 mL). The reaction mixture was stirred at 30 C for 15 hours, whereupon it was washed sequentially with water (150 mL) and with saturated aqueous sodium chloride solution (100 mL), dried over magnesium sulfate, filtered, and concentrated in vacuo. Purification via chromatography on silica gel (Gradient: 20% to 50% EtOAc in petroleum ether) afforded C35 as a white solid. Yield: 21 .4 g, 64.7 mmol, 90%. LCMS m/z 330.9 [M+H]+. 1H NMR (400 MHz, CDCI3) d 7.94 (d, 1 H), 4.54- 4.45 (m, 1 H), 4.39-4.29 (m, 1 H), 4.28 (br d, 1 H), 3.94 (br d, 1 H), 3.35 (dd, 1 H), 3.25-3.06 (m, 2H), 1 .48 (s, 9H), 1 .17 (d, 3H).

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

Reference£º
Patent; PFIZER INC.; ASPNES, Gary Erik; BAGLEY, Scott W.; CONN, Edward L.; CURTO, John M.; EDMONDS, David James; FLANAGAN, Mark E.; FUTATSUGI, Kentaro; GRIFFITH, David A.; HUARD, Kim; LIMBERAKIS, Chris; MATHIOWETZ, Alan M.; PIOTROWSKI, David W.; RUGGERI, Roger B.; (149 pag.)WO2019/239371; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

169447-70-5, (S)-tert-Butyl 2-methylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 1 ,1 -dimethylethyl (2S)-2-methyl-1-piperazinecarboxylate(100 mg, 0.5 mmol) in CH2CI2 (5 ml_) was mixed with 3-bromo benzaldehyde (0.06 ml_, 0.5 mmol) and NaB(OAc)3H (0.16 g, 0.75 mmol). The resulting mixture was stirred for 12 hours, diluted with dichloromethane (30 ml_) and washed with brine (50 ml_). The organic layer was collected, dried over Na2SO4 and concentrated. Separation via a combiflash system then afforded the title compound (150 mg, 81%): LC/MS: m/z, 369 (M+H); 1HNMR (MeOD) delta 1.26 (3H, d), 1.47 (9H, s), 2.0 (1 H, m), 2.1 (1 H, m), 2.6 (1 H, m), 2.8 (1 H, m), 3.1 (1 H, m), 3.3 (2H, s), 3.4 (1 H, m), 3.5 (1 H, m), 3.8 (1 H, m), 4.2 (1 H, m), 4.88 (1 H, s), 7.25 (1 H, m), 7.3 (1 H, m), 7.4 (1 H, m), 7.55 (1 H, s).

169447-70-5, The synthetic route of 169447-70-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2006/55553; (2006); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics