Heterocyclic Building Blocks-piperazine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.304897-49-2,tert-Butyl 4-(4-aminobenzyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

solution of tert-butyl 4-(4-aminobenzyl)piperazine-1-carboxylate (0.900 g, 3.089mmol), pyridine (0.299 mL, 3.706 mmol) and ethanesulfonyl chloride (0.477 g, 3.706 mmol) in dichloromethane (30 mL) was stirred at the room temperature for 12 hr. Then, water was added to the reaction mixture, followed by extraction with dichloromethane. The organic layer was washed with aqueous saturated ammonium chloride solution, dried with anhydrous MgSO4, filtered, and concentrated in vacuo. The residue was chromatographed (Si02, 12 g cartridge; ethyl acetate / hexane = 0 % to 40 %) to give tert-butyl 4-(4-(ethylsulfonamido)benzyl)piperazine-1-carboxylate as yellow solid (0.800 g, 67.5 %).

304897-49-2, 304897-49-2 tert-Butyl 4-(4-aminobenzyl)piperazine-1-carboxylate 12045001, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; LEE, Jaekwang; HAN, Younghue; KIM, Yuntae; CHOI, Daekyu; MIN, Jaeki; BAE, Miseon; YANG, Hyunmo; KIM, Dohoon; (644 pag.)WO2017/18803; (2017); A1;,
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76003-29-7, 1-Boc-3-Oxopiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation of tert-butyl 4-(4-bromobenzyl)-3-oxopiperazine-] -carboxylate (89)Sodium hydride (60% dispersion in mineral oil, 0.72g, l8mmol) was added to a suspension of 4-Boc-piperazinone (88) (3g, lSmmol) in DMF (30m1) under argon. The reaction mixture was stirred at room temperature for 30 minutes, and 4-bromobenzylbromide (87)(4.5g, l8mmol) was added. The reaction mixture was heated at 60 C for one hour, cooled down, diluted with ethyl acetate (lOOml) and washed with water (1 OOml) and brine (lOOml). The ethylacetate solution was dried over sodium sulfate, and concentrated. The crude material was purified with automated column chromatography using petroleum ether and ethyl acetate as eluents to give 1 -((3,5 ?-bis(trifluoromethyl)- [1,1 ?-biphenyll -4-yl)methyl)piperazin-2-one (89)(5.33g) as off white solid. Yield: 96%. Synthesis confimed by LCMS and MS (positive ion mode).

76003-29-7, The synthetic route of 76003-29-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ZALICUS PHARMACEUTICALS LTD.; PAJOUHESH, Hassan, A.; HOLLAND, Richard; ZHANG, Lingyun; PAJOUHESH, Hossein, O.; LAMONTAGNE, Jason; WHELAN, Brendan; SHORT, Glenn, F., III.; ROMERO, Donna, L.; WO2013/131018; (2013); A1;,
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59878-57-8, 1-(Cyclopropylcarbonyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

200 mg of intermediate VIII was dissolved5 ml of N, N-dimethylacetamide,To the system was added 454 mul of N, N-diisopropylethylamine,360 mg of benzotriazole-N, N, N ‘, N’-tetramethyluronium hexafluorophosphate,Stir added 107.27 mg of 1-cyclopropylmethyl-formyl piperazine,After 24 hours of reaction at room temperature,The reaction was stopped, water was added to the system and extracted with methylene chloride. The organic layer was subjected to column chromatography to give 85.8 mg (I-1) as a white solid in 30% yield., 59878-57-8

59878-57-8 1-(Cyclopropylcarbonyl)piperazine 2064235, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; East China University of Science and Technology; Shanghai Institute of Materia Medica Chinese Academy of Sciences; Li, Jian; Miao, Zehong; Ding, Jian; Jiang, Hualiang; Liu, Yunxia; Huan, Xiajuan; Song, Shanshan; Chen, Yi; Ren, Guobin; (46 pag.)CN104003940; (2017); B;,
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.197638-83-8,1-Boc-4-(4-Formylphenyl)piperazine,as a common compound, the synthetic route is as follows.

A solution of 4-(4-formyl-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (1.3 g, 4.47 mmol) in THF (50 mL) was mixed with LAH (0.7 g, 17.87 mmol) and stirred at reflux for 14 h. The reaction was quenched at room temperature by adding KOH aqueous (14 N, 20 mL). The supernatant was decanted and combined with DCM washings, then diluted with water (50 mL). The mixture was extracted with DCM (3¡Á50 mL) followed by concentration using a rotary evaporator to give [4-(4-methyl-piperazin-1-yl)-phenyl]-methanol (0.82 g, 89%). To a solution of DMSO (0.56 mL, 7.96 mmol) in DCM (50 mL) at -78 C. was added oxalyl chloride (0.7 mL, 7.96 mmol) and the resulting mixture was stirred at -78 C. for 0.5 h. A solution of [4-(4-methyl-piperazin-1-yl)-phenyl]-methanol (0.82 g, 3.98 mmol) in DCM (20 mL) was slowly added. The reaction was stirred at -78 C. for 1.5 h. Triethylamine (1.7 mL, 11.94 mmol) was added and the reaction was allowed to gradually warm up to room temperature. After stirring for 4 h the reaction was quenched by adding sodium bicarbonate aqueous (1 N, 50 mL). The mixture was extracted with DCM (3¡Á50 mL) followed by concentration to afford a residue, which was further purified by column chromatography to yield 4-(4-methyl-piperazin-1-yl)-benzaldehyde (0.5 g, 61%).5,7-Dimethoxy-2-(4-(4-methylpiperazin-1-yl)phenyl)quinazolin-4(3H)-one was synthesized from 2-amino-4,6-dimethoxybenzamide and 4-(4-methyl-piperazin-1-yl)-benzaldehyde, using the method described for 5,7-dimethoxy-2-(pyridin-2-yl)quinazolin-4(3H)-one. 5,7-Dimethoxy-2-(4-(4-methylpiperazin-1-yl)phenyl)quinazolin-4(3H)-one (120 mg, 41%) was converted to the corresponding hydrochloride (a yellow solid). Selected data: MS (m/z): 381.11; MP 252.4-254.2 C. (di-hydrochloride)., 197638-83-8

197638-83-8 1-Boc-4-(4-Formylphenyl)piperazine 2795509, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Wong, Norman C.W.; Tucker, Joseph E.L.; Hansen, Henrik C.; Chiacchia, Fabrizio S.; McCaffrey, David; US2008/188467; (2008); A1;,
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314741-39-4, (S)-1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A 50 L glass-lined reactor was charged with the above solution of ethyl 3-isocyanato-2,2- dimethyl-propanoate (Example 1) in DCM . To the solution, cooled to 5-10 C, was added 01-tert-butyl 03-methyl (3S)-piperazine-1,3-dicarboxylate (2.64 kg, 10.81 mol, Compound IV) in portions below 10 C. The reaction mixture was stirred for 2 hours at 25 C. The solvent was removed at 40 C/0.O7MPa to give the crude Example 2 (4.9 kg, purity: 94.98 %) which was used directly for the next step. Analytically pure Example 2 was obtained as an oil by flash chromatography. ?H NMR (400 MHz, CDC13) (55.45-5.48 (m, 1H), 4.85 (s, br, 1H), 4.54 (d, J=13.6, 1H), 4.12 (q, J= 7.6, 2H), 3.69 (s, 3H), 3.30-3.38 (m, 4H), 3.06-3.09 (m, 1H), 2.87 (s, br,1H), 1.41 (s, 9H), 1.24 (t, J= 7.6, 3H), 1.16 (s, 6H); MS mle = 416.1 [M+H] ., 314741-39-4

The synthetic route of 314741-39-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHEN, Junli; (58 pag.)WO2017/140750; (2017); A1;,
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Piperazines – an overview | ScienceDirect Topics

76003-29-7, 1-Boc-3-Oxopiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

76003-29-7, To a solution of 1,1-dimethylethyl 3-oxo-1-piperazinecarboxylate (500 mg, 2.497 mmol) in N,N-dimethylformamide (DMF) (8 mL) at room temperature under nitrogen was added sodium hydride (60% w/w in mineral oil, 120 mg, 3.00 mmol) and the resulting suspension was stirred at this temperature for 30 min. 1-Bromo-4-(bromomethyl)benzene (749 mg, 3.00 mmol) in DMF (5 mL) was then added via syringe. The resulting mixture was stirred at room temperature for 1.5 h then partitioned between AcOEt and water. The layers were separated and the aqueous phase was extracted three times with AcOEt. The combined organic phases were washed three times with brine, dried over MgSO4 and concentrated in vacuo. Purification of the residue by SP4 using a 25 G silica cartridge (gradient: 13 to 63% AcOEt in Hexanes) gave 1,1-dimethylethyl 4-[(4-bromophenyl)methyl]-3-oxo-1-piperazinecarboxylate (763 mg, 2.066 mmol, 83% yield) as an oil which solidified to a white solid over 16 h.LCMS (method A): Retention time 1.14 min, [M+H]+=370.95 (1 Br)

As the paragraph descriping shows that 76003-29-7 is playing an increasingly important role.

Reference£º
Patent; Demont, Emmanuel Hubert; Garton, Neil Stuart; Gosmini, Romain Luc Marie; Hayhow, Thomas George Christopher; Seal, Jonathan; Wilson, David Matthew; Woodrow, Michael David; US2012/208798; (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.59702-07-7,1-Methylpiperazin-2-one,as a common compound, the synthetic route is as follows.

59702-07-7, To a vial were added methyl 6-bromoisoquinoline-3-carboxylate (83 mg, 0.31 mmol), 1- methylpiperazin-2-one (85 mg, 0.74 mmol), potassium phosphate, tribasic (175 mg, 0.81 mmol) and dioxane (2.5mL). The mixture was degassed by sparging with argon, RuPhos palladacycle Gen 4 pre-catalyst (22 mg, 8 mol%) was added and the vial was sealed and stirred at 100 C overnight. The reaction mixture was filtered, collected solids washed with EtOAc and purified on Si02 (0-10% methanol/dichloromethane) to give titled compound titled compound (20 mg 16%) as a yellow solid.

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

Reference£º
Patent; NURIX THERAPEUTICS, INC.; BARSANTI, Paul A.; BENCE, Neil F.; GOSLING, Jennifa; SAHA, Anjanabha; TAHERBHOY, Asad M.; ZAPF, Christoph W.; BOYLE, Kathleen; CARDOZO, Mario; MIHALIC, Jeffrey; LAWRENZ, Morgan; GALLOP, Mark; BRUFFEY, Jilliane; CUMMINS, Thomas; ROBBINS, Daniel; TANAKA, Hiroko; WANG, Chenbo; COHEN, Frederick; PALMER, Wylie; SANDS, Arthur T.; SHUNATONA, Hunter; (968 pag.)WO2019/148005; (2019); A1;,
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Piperazines – an overview | ScienceDirect Topics

5464-12-0, 1-(2-Hydroxyethyl)-4-methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

c. 5-tert-Butyl-2-{4-[2-(4-methyl-piperazin-1-yl)-ethoxy]-phenyl}-2H-pyrazol-3-ylamine (Intermediate 13c) To a solution of Intermediate 13b (1.15 g, 5.0 mmol), 2-(4-methyl-piperazin-1-yl)-ethanol (864 mg, 6.0 mmol), and triphenylphosphine (2.62 g, 10.0 mmol) in THF (10 mL), was added diisopropyl azodicarboxylate (2.0 g, 10.0 mmol) dropwise and stirred for 75 min. The mixture was diluted with diethyl ether (50 mL) and extracted with 10percent aqueous citric acid soln (2*). The combined aqueous layers were basified with solid potassium carbonate until pH=9. The aqueous layer was then extracted with ethyl acetate (3*). The combined ethyl acetate layers were washed with brine, dried (NaSO4) and evaporated in vacuo. Purification by FCC using 0-12percent [9:1 MeOH/880 ammonia] in DCM. The resulting product was crystallised (diethyl ether) to give the title compound (270 mg, 0.756 mmol, 15percent). LCMS (Method 1): Rt 2.31, 1.72 min, m/z 358/359 [MH+].

5464-12-0, Big data shows that 5464-12-0 is playing an increasingly important role.

Reference£º
Patent; Chiesi Farmaceutici S.p.A.; Van Niel, Monique Bodil; Ray, Nicholas Charles; Cridland, Andrew Peter; Hurley, Christopher; Alcaraz, Lilian; Panchal, Terry Aaron; Jennings, Andrew Stephen Robert; Armani, Elisabetta; US2013/150361; (2013); A1;,
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Piperazines – an overview | ScienceDirect Topics

197638-83-8, 1-Boc-4-(4-Formylphenyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 1 te/t-Butyl-4-(4-(6-bromo-7-(4-(cyclobutylmethyl)piperazin-1-yl)-3H-imidazo[4,5- b]pyridin-2-yl)phenyl)piperazine-1-carboxylateTo a mixture of 5-bromo-4-(4-(cyclobutylmethyl)piperazin-1-yl)-3-nitropyridin-2-amine (prepared as described in example 149 of PCT/GB2006/004854; 0.12 g, 0.32 mmol, 1eq) in EtOH (5.6 ml_) and DMF (0.74 ml_), tert-butyl 4-(4-formylphenyl)piperazine-1- carboxylate (0.102 g, 0.35 mmol, 1.1 eq) was added followed by a freshly prepared aqueous solution of Na2S2O4 (1 M; 0.96 mL, 0.96 mmol). The reaction mixture was heated at 85 0C for 24 h, then allowed to cool to room temperature and diluted with DCM and a few drops of aqueous NH3 until complete dissolution was observed. This solution was deposited on two preparative silica TLC plates and eluted with DCM/MeOH (v/v 94:6) to give the title compound as an off-white solid (0.043 g, 22%); 1H-NMR (500Mz, DMSO-c/6): delta 1.43 (s, 9H, C(CH3)3), 1.60-1.75 (m, 2H), 1.76- 1.94 (m, 2H), 2.00-2.11 (m, 2H), 2.35-2.48 (brs, 2H), 2.50-2.65 (m, 4H), 3.43-3.52 (m, 4H), 3.55-3.69 (brs, 4H), 7.07 (d, J = 9.0 Hz, 2H, ArH, C6H4), 8.04 (d, J = 8.5 Hz, 2H, ArH, C6H4), 8.17 (s, 1H, imidazo[4,5-b]pyridine 5-H)1 13.22 (br s, 1 H1 imidazo[4,5-b]pyridine N-H), two signals (one from the cyclobutyl ring and that from one of the two piperazinyl ring were hidden under solvents’ signals; LC (Method B) – MS (ESI, m/z) 3.86 min – 610/612 [(M+H)+, Br isotopic pattern]. ESI-HRMS: Found: 610.2504, calculated for C30H4iN7O2Br (M+H)+: 610.2499., 197638-83-8

197638-83-8 1-Boc-4-(4-Formylphenyl)piperazine 2795509, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; CHROMA THERAPEUTICS LTD.; WO2009/1021; (2008); 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.5317-33-9,3-(4-Methylpiperazin-1-yl)propan-1-ol,as a common compound, the synthetic route is as follows.

5317-33-9, To a solution of 3-N-(4-methylpiperazinyl)propan-1-ol (8.81 mmol, 1.39 g) in THF (40 ML) under N2 was added sodium metal (13.2 mmol, 0.30 g). The resulting suspension was stirred at 20 C. for 2 hours and then cannulated into a solution of 4-[(3-bromophenyl)amino]-7-fluoro-6-nitroquinazoline [J Med Chem, 1996(39):918] (0.80 g, 2.20 mmol) in THF (30 mL) under N2. Identical reaction procedure and workup as in the previous example gave, after chromatography on silica gel eluting with MeOH/CH2Cl2/EtOAc (1:9:10) to MeOH/CH2Cl2/EtOAc (2:3:5), 4-[(3-bromophenyl)amino)-7-[3-N-(4-methylpiperazinyl)propyloxy]-6-nitroquinazoline (0.36 g, 33%) as a yellow powder, mp (trihydrochloride salt) (MeOH/Et2O) 233 C. (dec). 1H NMR (free base, (CD3)2SO]: delta 10.12 (s, 1H, NH), 9.24 (s, 1H, H5), 8.69 (s, 1H, H2), 8.19 (br s, 1H, H-2′), 7.88 (br d, J=7.8 Hz, 1H, H-6′), 7.47 (s, 1H, H8), 7.38 (t, J=7.8 Hz, 1H, H-5′), 7.34 (dt, Jd=8.0, Jt=1.3 Hz, 1H, H-4′), 4.33 (t, J=6.1 Hz, 2H, CH2CH2CH2O), 2.45 (t, J=7.0 Hz, 2H, NCH2CH2CH2), 2.42-2.29 (br s, 8H, piperazinyl methylene), 2.15 (s, 3H, CH3N), 1.92 (quintet, J=6.7 Hz, 2H, CH2CH2CH2). Analysis calculated for C22H25BrN6O3.3HCl.H2O requires: C, 42.0; H, 4.8; N, 13.4; Cl, 16.9%. Found: C, 42.1; H, 4.5; N, 13.3; Cl, 16.9%.

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; Warner-Lambert Company; US6344459; (2002); B1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics