Heterocyclic Building Blocks-piperazine

103-76-4, N-(2-Hydroxyethyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

131.5 g of N-hydroxyethylpiperazine (purity 99%, about 1 mol)And 30% (mass concentration) aqueous sodium vinyl sulfonate solution (containing 1.05 mol of sodium vinyl sulfonate)Was added to a 1000 mL four-necked flask equipped with a reflux tube,The addition reaction is carried out with sufficient stirring;The reaction was carried out at 60 C for 1.0 hour,And then gradually heated to boiling reflux (about 100 ~ 120 , depending on the composition of the reaction and change)And continue to react for 2.0 hours;then,Cooled to give a reaction mother liquorcontaining 4-hydroxyethylpiperazineethanesulfonate.By high performance liquid chromatography,The yield of sodium 4-hydroxyethylpiperazineethanesulfonate was calculated to be 95.2%.A reaction mother liquor containing 0.5 mol HEPES-Na at a mass concentration of 40 wt% was placed in a 500 mL beaker,Under stirring,At room temperature,27.3 g of oxalic acid (99 wt%) was added slowly,Then stir,And acidified at 20 C for 1 hour.Into the low temperature thermostat,Cooling to 10 ,Cooling crystallization for 0.5 hours,The precipitated sodium oxalate was removed by filtration.The filtrate was placed in a beaker,Constantly stirring,1.0 g of Ba (OH) 2 was slowly added,Reaction for 1 hour,Remove the sulfate.Adding 5 g of activated carbon decolorization and filtering by filtration to obtain the filtrate,By rotary evaporation to anhydrous,To obtain a solid primary purified product.The solids were washed three times with 500 ml of ethanol,And then vacuum drying,Get high purity HEPES.

103-76-4, As the paragraph descriping shows that 103-76-4 is playing an increasingly important role.

Reference£º
Patent; Shandong University of Technology; Cui Hongyou; Wang Jiangang; Zhu Liwei; Liu Ransheng; Yang Yong; Wang Yang; (8 pag.)CN104803949; (2017); B;,
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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.

To a solution of tert-butyl 3-(2-chloropyrimidin-4-yl)-5-fluoro-lH-indole-l- carboxylate (400 mg, 1.15 mmol) in dioxane (1 mL), were added cesium carbonate (2.25 g, 6.90 mmol), XANTPetaOS (39.8 mg, 0.069 mmol), l-(4-Amino-phenyl)-piperazine-4-carboxylic acid tert-butyl ester (604 mg, 1.72 mmol), and bis(dibenzylideneacetone)palladium (0) (21.1 mg, 0.023 mmol). The reaction mixture vial was capped and heated to 1000C for 12 hr. The reaction mixture was cooled, diluted with H2O, and extracted with EtOAc. The organic layer was collected, dried with MgSO4, filtered, and concentrated under reduced pressure. Column chromatography (100 % Hex to 100% EtOAc produced tert-butyl 3-[2-({4-[4-(tert- butoxycarbonyl)piperazin- 1 -yl]phenyl} amino)pyrimidin-4-yl]-5-fluoro- li/-indole- 1 -carboxylate. LRMS m/z (M+H) Calcd: 589.3, found: 589.3.

170911-92-9, The synthetic route of 170911-92-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK & CO., INC.; WO2007/149427; (2007); A2;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.109384-27-2,1-Methylpiperazin-2-one hydrochloride,as a common compound, the synthetic route is as follows.

Preparation of ethyl 2-(4-methyl-3-oxopiperazin-1-yl)-2-phenylacetate (I50) DIPEA (0.52 ml, 2.96 mmol) and 1-methylpiperazin-2-one hydrochloride (0.22 g, 1.48 mmol) were sequentially added to a solution of ethyl 2-bromo-2-phenylacetate (0.22 ml, 1.23 mmol) in acetonitrile (4 ml). The reaction was stirred at room temperature for 1.5 hours. DIPEA (0.13 ml, 0.74 mmol) was added again and the reaction was stirred at room temperature overnight. The solvent was evaporated and the crude was purified by flash chromatography (DCM/Acetone=9/1) to obtain ethyl 2-(4-methyl-3-oxopiperazin-1-yl)-2-phenylacetate (256 mg, 75% yield) as a yellow oil. 1H NMR (300 MHz, DMSO-d6) ppm 6.91-7.66 (m, 5H), 4.28 (s, 1H), 3.99-4.22 (m, 2H), 3.23 (t, 2H), 3.00 (s, 2H), 2.80 (s, 3H), 2.61-2.71 (m, 2H), 1.14 (t, 3H).

109384-27-2, The synthetic route of 109384-27-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Chiesi Farmaceutici S.p.A.; AMARI, Gabriele; Pesenti, Cristina; Bossolo, Stefano; US2013/172302; (2013); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.934-98-5,2-(4-Methylpiperazin-1-yl)ethanamine,as a common compound, the synthetic route is as follows.

934-98-5, General method F; A mixture of the appropriate sulfinyl derivative such as Intermediate 39 described hereinbefore (ex:2-methanesulfinyl-5-(3-trifluoromethoxy-phenyl)-imidazo[2, 1 – b][1 ,3,4]thiadiazole) (1 equiv), the appropriate amine (1.5 equiv) (ex: 2-(4-methyl- piperazin-1 -yl)-ethylamine) and Et3N (2 equiv) (0.092 mL, 0.662 mmol) in isopropanol (15 mL/mmol) was heated in a sealed tube at 110 ¡ãC for 40 h. On cooling, DCM was added and the mixture was washed with water. The organic layer was dried (sodium sulfate), filtered and concentrated. The residue was purified by column chromatography (Isolute/Flash, Sill, 0percent to 20percent MeOH in DCM) to give the desired product (ex: [2-(4-methyl-piperazin-1 -yl)-ethyl]-[5-(3- trifluoromethoxy-phenyl)-imidazo[2,1-b][1 ,3,4]thiadiazol-2-yl]-amine).; Example 47; [2-(4- ethyl-piperazin-1-yl)-ethyl]-[5-(3-trifluoromethoxy-phenyl)- imidazo[2,1-b][1,3,4]t iadiazol-2-yl]-amine; HPLC-MS (method 1): Rt= 3.15 min, [M+1]+ m/z 427.2.1H NMR (300 MHz, MeOD) delta 7.99 (s, 1 H), 7.85 (d, J = 8.0 Hz, 1 H), 7.48 (s, 1 H), 7.46 (t, J = 8.1 Hz, 1 H), 7.15 (d, J = 8.2 Hz, 1 H), 3.57 (t, J = 6.5 Hz, 2H), 2.69 (t, J = 6.5 Hz, 2H), 2.60 (m, 4H), 2.50 (m, 4H), 2.27 (s, 3H).Yield: 48percent

934-98-5 2-(4-Methylpiperazin-1-yl)ethanamine 70284, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; CENTRO NACIONAL DE INVESTIGACIONES ONCOLOGICAS (CNIO); PASTOR FERNANDEZ, Joaquin; GARCIA COLLAZO, Ana, Maria; NOYA MARINO, Beatriz; GONZALEZ CANTALAPIEDRA, Esther; WO2012/20217; (2012); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.928025-56-3,(S)-tert-Butyl 3-ethylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

[Step 1] tert-Butyl (3S)-3-ethyl-4-methylpiperazine-1-carboxylate To a solution of tert-butyl (3S)-3-ethyl piperazine-1-carboxylate (2.0 g) in dichloromethane (20 ml), a 37% aqueous solution of formalin (3.4 ml) was added at room temperature. The reaction solution was ice-cooled and sodium triacetoxyborohydride (3.0 g) was added thereto. After that, the temperature of the reaction solution was gradually returned to room temperature and the reaction solution was stirred for 4 hours. To the reaction solution, a 1 N aqueous solution of sodium hydroxide (50 ml) was added. The reaction solution was stirred and dichloromethane and water were added, and the layers were separated. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated. The residue was purified by silica gel column chromatography (0-10% methanol/dichloromethane) to obtain the title compound (2.14 g) as an oily substance. 1H-NMR (CDCl3) delta: 4.04-3.69 (2H, m), 3.05 (1H, t, J=11.0 Hz), 2.90-2.53 (2H, m), 2.29 (3H, s), 2.24-2.13 (1H, m), 1.94-1.85 (1H, m), 1.74-1.62 (1H, m), 1.49-1.30 (10H, m), 0.92 (3H, t, J=7.9 Hz). MS (ESI/APCI) m/z: 229 [M+H]+

928025-56-3, 928025-56-3 (S)-tert-Butyl 3-ethylpiperazine-1-carboxylate 24820542, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Daiichi Sankyo Company, Limited; Ota, Masahiro; Inoue, Hidekazu; Kawai, Junya; Ohki, Hitoshi; Toki, Tadashi; (25 pag.)US2019/284198; (2019); A1;,
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109-01-3, 1-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

REFERENCE EXAMPLE 23 4-(4-Methyl-1-piperazinyl)benzonitrile According to a similar manner to that in Reference Example 12, the title compound was synthesised from 4-fluorobenzonitrile and 1-methylpiperazine. 1 H-NMR (CDCl3) delta (ppm): 2.35(3H, s), 2.52-2.59(4H, m), 3.31-3.39(4H, m), 6.86(2H, d, J=8.9 Hz), 7.49(2H, d, J=8.9 Hz)., 109-01-3

The synthetic route of 109-01-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Kyowa Hakko Kogyo Co., Ltd.; US6127541; (2000); A;,
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75336-86-6, (R)-2-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

75336-86-6, Triethylamine (5.51 g, 4 mL, 54.6 mmol, 2.7 eq) is added to a solution of 6-chloro- nicotinonitrile (2.76 g, 20 mmol, 1 eq), (i?)-2-methyl- piperazine (2.0Og, 20 mmol, 1 eq) in DMF (15 mL), and the resulting solution is stirred at rt for 36 h. A white precipitate of triethylamine hydrochloride forms in the course of the reaction. Water (15 mL) and EtOAc (100 mL) are added, the organic layer is separated, dried over sodium sulfate and concentrated under reduced pressure to a white residue. The solid is further dried under high vacuum to yield the desired product as a white solid (2.3 g, 59percent). IH NMR (400 MHz, CHLOROFORM-*/) delta ppm 8.32 (d, J=2.40 Hz, 1 H), 7.52 (dd, J=9.09, 2.27 Hz, 1 H), 6.52 (d, J=8.97 Hz, 1 H), 4.14 – 4.24 (m, 2 H), 3.01 – 3.07 (m, 1 H), 2.72 – 2.94 (m, 3 H), 2.52 (dd, J=12.76, 10.36 Hz, 1 H), 1.07 (d, J=6.32 Hz, 3 H).

75336-86-6 (R)-2-Methylpiperazine 7330434, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; NOVARTIS AG; WO2008/110611; (2008); A1;,
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192130-34-0, tert-Butyl 4-(2-aminoethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1 : /er/-Butyl 4-(2-(dinonylamino)ethyl)piperazine-l-carboxylate Chemical Formula: C29H59N3O2 (3037) Molecular Weight: 481.81 [00831] A mixture of 1-bromononane (1.81 g, 8.72 mmol), 4-(2-aminoethyl)-l-boc- piperazine (2.0 g, 8.72 mmol), K2C03 (2.4 g, 17.4 mmol), KI (145 mg, 0.872 mmol) in 44 mL MeCN was allowed to stir at 65 ¡ãC for 16 hours. The reaction mixture was cooled to room temperature, filtered, and the solids were washed with hexanes. The filtrate was extracted with hexanes, and the combined extracts were concentrated in vacuo. Purification by ISCO silica flash chromatography (0-20percent MeOH/DCM) provided tot-butyl 4-(2- (dinonylamino)ethyl)piperazine-l-carboxylate (924 mg, 1.92 mmol, 44percent). (3038) UPLC/ELSD: RT = 1.99 min. MS (ES): m/z (MH+) 482.36 for C29H59N3O2 (3039) lH NMR (400 MHz, CDC13) delta: ppm 3.45 (br. m, 4H); 3.10 (br. m, 2H); 2.59 (br. m, 2H); 2.44 (br. m, 8H); 1.60-1.00 (br. m, 37H); 0.91 (t, 6H)., 192130-34-0

192130-34-0 tert-Butyl 4-(2-aminoethyl)piperazine-1-carboxylate 1514400, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; MODERNATX, INC.; BENENATO, Kerry E.; BUTCHER, William; (437 pag.)WO2017/112865; (2017); A1;,
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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, To a 0 0C solution of (R)-2- methylpiperazine (5.0 g, 50 mmol, 1.0 equiv) in dry DCM (200 mL) was added triethylamine (21 mL, 150 mmol, 3 equiv) by syringe. A solution of BOC2O (10.4 g, 47.4 mmol, 0.95 equiv) was then added as a solution in dry DCM (100 mL) over the course of an hour. After stirring for an addition 15 min at 0 “C, the reaction mixture was stirred at room temperature for 30 min. The reaction mixture was then washed with aq. satd. NaHCO3 and brine. The resulting DCM solution was dried over sodium sulfate, filtered, and concentrated in vacuo, and used in the next step without further purification. The residue was dissolved in dry DCM (50 mL), and Et3N (21 mL, 150 mmol, 3 equiv) was added by syringe. To this room temperature solution was added CbzCI (8.4 mL, (>0 mmol, 1.2 equiv) dropwise by syringe. After stirring at room temperature for 30 minutes, the mixture was quenched by the addition of aq. satd. NaHCC<3. The solution was washed an additional time with aq. satd. NaHCO3, twice with aq. 1 N KHSO4, and twice with brine. The DCM layer was dried over sodium sulfate, filtered, and concentrated in vacuo. The resulting residue was dissolved in MeOH (100 mL), and HCl (4 N in dioxane, 150 mL, 600 mmol, 12 equiv) was added dropwise by syringe. After 2 h, the reaction mixture was concentrated in vacuo. To the resulting solid was added EtOAc and 1 N NaOH. The aqueous layer was extracted twice with EtOAc, and the organic layers were combined and washed with brine, dried over sodium sulfate, filtered and concentrated in vacuo to provide (/?)-benzyl 2-methylpiperazine-l-carboxylate (5.3 g, 45%). 75336-86-6 (R)-2-Methylpiperazine 7330434, apiperazines compound, is more and more widely used in various fields. Reference£º
Patent; CYTOKINETICS, INC.; WO2007/70683; (2007); A2;,
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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 oxalyl chloride (762 mg, 6.00 mmol) in CH2CI2 (10 ml) in a dryice-acetone bath was added DMSO (938 mg, 12.0 mmol). After 5 min, a solution ofthe product of Step 4 (2.03 g, 5.01 mmol) in CH2CI2 (20 ml) was added and themixture was stirred for 1 h. Triethylamine (2.42 g, 23.9 mmol) was added and after 2min the cooling bath was removed. The mixture was stirred for 30 min and dilutedwith water (50 ml). CH2CI2 (100 ml) was added and the aqueous layer was extractedwith CH2CI2 (2×100 ml). The combined organic layer was washed with brine, dried(MgSO4), and concentrated to give the aldehyde, which was not further purified.To a solution of diisopropylamine (667 mg, 6.59 mmol) in THF (5 ml) in a dryice-acetone bath was added 1.6 M butyllithium in hexanes (4.13 ml, 6.61 mmol).After 5 min the mixture was put in an ice-water bath and stirred for 20 min. Thesolution was cooled in the dry ice-acetone bath again and a solution of the product of Preparative Example 1, Step 5 (1.74 g, 5.99 mmol) in THF (20 ml) was added. Themixture was stirred for 1 h. A solution of the above aldehyde in THF (30 ml) wasadded and the mixture was allowed to warm up to RT slowly and stirred for 16 h. Thereaction was quenched with saturated NH4CI (20 ml) and extracted with ether (3x100ml). The combined organic layer was washed with 5% citric acid, saturated NaHCO3,and brine, dried (Na2SO4), concentrated, and purified by column chromatography(gradient EtOAc/Hexanes 0-40%) to give the product (1.20 g, 35%). MS m/e 694

The synthetic route of 78551-60-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SCHERING CORPORATION; WO2006/14762; (2006); A1;,
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Piperazines – an overview | ScienceDirect Topics