Month: May 2021

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.78551-60-7,tert-Butyl 4-benzyl-3-oxopiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

78551-60-7, To a solution of the product of Step 8 (261 mg, 0.900 mmol) in anhydrous THF(5 ml) in a dry ice-acetone bath was added 2M LDA (0.45 ml) and the mixture wasstirred for 1 h. A solution of the above aldehyde in THF (5 ml) was added and themixture was stirred in the dry ice-acetone bath for 2 h. The reaction was quenchedwith saturated NH4CI (4 ml), diluted with CH2CI2 (50 ml), and washed with water (30ml). The organic layer was extracted with saturated NH4CI and brine, dried (MgSO4),concentrated, and purified by PTLC (5% MeOH/CH2CI2) to give the product (100 mg,48%). MS m/e 699 (M+H)+

78551-60-7 tert-Butyl 4-benzyl-3-oxopiperazine-1-carboxylate 10891590, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; SCHERING CORPORATION; WO2006/14944; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

694499-26-8,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.

Unit Operation 3. 1: Drying Reaction Mixture AP25047, AP24592, and 2-methyl tetrahydrofuran (2-Me-THF) are charged to a reactor. The mixture is concentrated at reduced pressure to a target volume. Additional 2-methyl tetrahdyrofuran is added and the distillation repeated. Following another charge of 2-methyl tetrahydrofuran and a distillation cycle, the water content of the mixture is determined in IPC- 1 (KF). If the IPC-1 criterion is met, the process is continued to Unit Operation 3.2. Unit Operation 3.2: Reaction The suspension is maintained with stirring at a target temperature of 13 – 23C range while potassium fe -butoxide (KOfBu) is charged. After a period of not less than 3 hours, the reaction progress is determined by HPLC (IPC-2). If the IPC criterion is met, the process is continued to Unit Operation 3.3. Unit Operation 3.3: Quench and Extractions The reaction mixture is diluted with 2-methyltetrahydrofuran (2-Me-THF), and quenched by the addition of aqueous sodium chloride solution. The organic layer is separated and the aqueous layer is extracted twice with 2-methyl tetrahydrofuran. The combined organic layers are sequentially washed with aqueous sodium chloride and water. The organic layer is then aged at 15 – 30C. Unit Operation 3.4: Concentration / Solvent Exchange After aging (see Unit Operation 3.3), the mixture is passed through a cartridge filter and concentrated under vacuum to a target volume. 1 -Propanol is charged and allowed to stir at elevated temperature to furnish a solution, which is distilled under vacuum to a target volume and then cooled slowly to a temperature range of 20 – 30C. Unit Operation 3.5: Crystallization The product solution in 1 -propanol is aged with stirring at a temperature of 20 – 30C until the presence of solids is visually observed. Acetonitrile is charged to the suspension with stirring and the resulting suspension is aged for an additional 60 – 120 minutes at 20 – 30C with agitation prior to isolation in the next Unit Operation. Unit Operation 3.6: Isolation / Drying The slurry generated in Unit Operation 3.5 is isolated under vacuum in a filter/dryer. The solids are washed twice with a mixture of 1-propanol and acetonitrile. The solids are then dried under vacuum and monitored by IPC-3 (LOD, gravimetric). If the IPC criterion is met, the product is discharged as an off-white to yellow solid and packaged in double polyethylene bags for storage at ambient temperatures.

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：
Patent; ARIAD PHARMACEUTICALS, INC.; MURRAY, Christopher, K.; ROZAMUS, Leonard, W.; CHABER, John, J.; SHARMA, Pradeep; WO2014/93579; (2014); 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.59878-57-8,1-(Cyclopropylcarbonyl)piperazine,as a common compound, the synthetic route is as follows.

General procedure: To a mixture of 6a-p (1.0mmol) and K2CO3 in acetone (10mL) was added 6-(bromomethyl)-5-chloro-2-(thiophen-2-yl)-7,8-dihydroquinoline 5 (1mmol) at room temperature under stirring for 12h (monitored by TLC), After completion the reaction mixture was evaporated and extracted with ethylacetate and water, the organic layer was separated dried over anhydrous Na2SO4. and evaporated under vacuum. The resulting crude product was purified by silica gel column chromatography by using EtOAc/hexane as eluent., 59878-57-8

The synthetic route of 59878-57-8 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Marvadi, Sandeep Kumar; Krishna, Vagolu Siva; Sriram, Dharmarajan; Kantevari, Srinivas; European Journal of Medicinal Chemistry; vol. 164; (2019); p. 171 – 178;,
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.120737-78-2,tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a mixture of 2-methylpiperazine-1-carboxylic acid tert-butyl ester (2 g),2-bromo-3,5-dimethylpyridine (1.95 g),tris(dibenzylideneacetone)dipalladium(0)(183 mg),rac-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (250 mg) and tert-butoxy sodium (1.3 g) was added toluene (33 mL) and the mixture was stirred with heating under reflux for 8 hr. The reaction mixture was cooled and filtered through celite. The filtrate was evaporated and the obtained residue was purified by column chromatography (hexane:ethyl acetate)to give 4-(3,5-dimethylpyridin-2-yl)-2-methylpiperazine-1-carboxylic acid tert-butyl ester (1.61 g). MS(ESI)m/z:206(M+H)+

120737-78-2, The synthetic route of 120737-78-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Mitsubishi Tanabe Pharma Corporation; ISHIBUCHI, Seigo; SARUTA, Kunio; HAMADA, Maiko; MATOBA, Nobuatsu; MATSUDAIRA, Tetsuji; SEKI, Maki; TARAO, Akiko; HONJO, Takashi; OGATA, Shingo; KAWATA, Atsushi; MOROKUMA, Kenji; FUJIE, Naoto; AOYAMA, Yukio; (251 pag.)EP3321256; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

129799-15-1, Methyl 1-Boc-piperazine-2-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3-(2-ethyl-1,3-dioxolan-2-yl)propanal (1.5 eq) (prepared as described by Kuehne, M.E. et al J. Org. Chem. 1981, 46, 3443) was added to a stirred solution of l-(tert-butyl) 2-methyl piperazine- 1,2-dicarboxylate (1.0 eq) in MeOH (0.1 M), followed by AcOH (until pH = 6) and stirred for 1 h. Then NaBH3CN (1.5 eq) was added and the mixture was stirred at 20 C for 16 h. Two subsequent additions of 3-(2-ethyl-l,3-dioxolan-2-yl)propanal (0.5 eq + 0.5 eq) and NaBH3CN (1.0 eq + 1.0 eq) after 1 h and 2 h were done. MeOH was removed under reduced pressure. The residue was dissolved with DCM, washed with aq. sol. NaHC03, brine, dried and concentrated to give the title compound as yellow oil which was used in the next step without further purification. MS (ES+) m/z 387 (M+H)+., 129799-15-1

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

Reference：
Patent; IRBM SCIENCE PARK S.P.A.; C.N.C.C.S. S.C.A.R.L. COLLEZIONE NAZIONALE DEI COMPOSTI CHIMICI E CENTRO SCREENING; BIANCOFIORE, Ilaria; CIAMMAICHELLA, Alina; FERRIGNO, Federica; HARPER, Steven; MALANCONA, Savina; ONTORIA ONTORIA, Jesus Maria; PAONESSA, Giacomo; PONZI, Simona; SUMMA, Vincenzo; (143 pag.)WO2018/115275; (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.4318-42-7,1-Isopropylpiperazine,as a common compound, the synthetic route is as follows.,4318-42-7

Intermediate B46: 4-[4-(1 -methylethyl)-1 -piperazinyl]-2-(methyloxy)aniline; Step A/Intermediate B47: 1-(1-methylethyl)-4-[3-(methyloxy)-4- nitrophenyl]piperazine; To 4-chloro-2-(methyloxy)-1 -nitrobenzene (3.0 g, 16.0 mmol) in dioxane (75 mL) was added 1-(1-methylethyl)piperazine (4.1 g, 32.0 mmol), XANTPHOS (1.4 g, 2.4 mmol), and Cs2CO3 (10.4 g, 32.0 mmol). The mixture was bubbled with N2 for 15 min prior to the addition of Pd2(dba)3 (1.5 g, 1.6 mmol). The reaction was stirred at 100 0C for 5 h. Following cooling to room temperature, the reaction mixture was diluted with ethyl acetate (150 mL) and water (100 mL). The organic layer was dried over sodium sulfate, filtered, taken to a residue under reduced pressure, and purified by silica gel chromatography to afford 1-(1-methylethyl)-4-[3-(methyloxy)-4-nitrophenyl]piperazine (4.0 g, 90percent yield). ESIMS (M+H)+ = 280.

4318-42-7 1-Isopropylpiperazine 78013, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/20990; (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.170911-92-9,tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

mCPBA (<77% pure) (61.1 mg, assumed 0.273 mmol) in DCM (0.5 mL) was added to a stirred solution of 8-bromo-6- (2 , 6 -dichlorophenyl ) -2- (methylthio) pyrido [4 , 3 -d] pyrimidin-5 (6H) -one (98.4 mg, 0.236 mmol) in toluene (4.0 mL) at RT under nitrogen. After 20 min, DIPEA (0.124 mL, 0.708 mmol) and tert-butyl 4- (4- aminophenyl) piperazine-l-carboxylate (72.0 mg, 0.260 mmol) [commercially available] were added, successively, and the temperature was increased to 60 C. After 16 h, the reaction mixture was allowed to cool to RT, and was loaded onto a KP-NH column and purified by flash chromatography (0- 50%, EtOAc in cyclohexane) to give the title compound (125 mg, 82%) as a brown solid. LCMS (Method A) : RT = 1.67 min, m/z = 647 [M+H]+., 170911-92-9

As the paragraph descriping shows that 170911-92-9 is playing an increasingly important role.

Reference：
Patent; ALMAC DISCOVERY LIMITED; O’DOWD, Colin Roderick; ROUNTREE, James Samuel Shane; BURKAMP, Frank; WILKINSON, Andrew John; WO2014/167347; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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

1. Preparation of 3,5-dimethyl-1-tert-butoxycarbonyl-piperazine (ZTH-1): [0025] Adding 2,6-lupetazin (11.4 g, 100 mmol, 1 eq) and di-tert-butyl dicarbonate (21.8 g, 100 mmol, leg) into a 250 ml flask; and then adding 100 ml tetrahydrofuran, reacting under room temperature for 4 hours; and condensing up tetrahydrofuran (i.e., condensing tetrahydrofuran until used up), 21.4 g orange-colored oily substance ZTH-1 is obtained, wherein the yield is 100%., 21655-48-1

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

Reference：
Patent; Zhang, Nan; Zhong, Rong; US2013/116265; (2013); 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

The production of compound No. 49 proceeds according to the sequence of reaction steps shown in the following scheme: The initial step is as described in example 14. Then the conversion from 5 to 25 was performed during 6 hours at reflux in methanol in the presence of a molar equivalent of 24 and a molar equivalent of sodium hydrogenocarbonate, and the desired intermediate 25 was obtained in 81% yield. The conversion from 25 to 26 was performed during 3 hours at 20 C. in the presence of triethylamine, and the desired intermediate 26 was obtained in 73% yield. The conversion from 26 to the final compound No. 49 was performed during 6 hours at 20 C. in the presence of a molar excess of triethylamine., 196811-66-2

As the paragraph descriping shows that 196811-66-2 is playing an increasingly important role.

Reference：
Patent; NV reMYND; US2010/197703; (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

fert-Butyl 3 -(2-hydroxy ethyl) 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 Na2SC”4, 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

The synthetic route of 1188265-73-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; MERCK SHARP & DOHME CORP.; PIO, Barbara; PASTERNAK, Alexander; SHAHRIPOUR, Aurash; TANG, Haifeng; WALSH, Shawn; WO2013/90271; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics