Heterocyclic Building Blocks-piperazine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.252990-05-9,Methyl (R)-1-Boc-piperazine-2-carboxylate,as a common compound, the synthetic route is as follows.

In a sealed tube, (R)-1-tert-butyl 2-methyl piperazine-1,2-dicarboxylate (1.00 g, 4.09 mmol) was dissolved in NH3 (2 M in MeOH, 10 mL, 20.00 mmol) at RT. The reaction solution was stirred at 60 C for 3 days. After cooling to RT, the resulting mixture was concentrated under reduced pressure to afford (R)-tert-butyl 2-carbamoylpiperazine-1- carboxylate as a solid. LCMS (ESI) calc?d for C10H19N3O3 [M + 1]+: 230, found 230., 252990-05-9

As the paragraph descriping shows that 252990-05-9 is playing an increasingly important role.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; DONG, Shuzhi; SCOTT, Jack, D.; TANG, Haiqun; ZHAO, Zhiqiang; YANG, Dexi; GU, Xin; JIANG, Jinlong; XIAO, Li; (209 pag.)WO2019/18186; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

674792-05-3, (S)-1-Boc-2-Isopropylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,674792-05-3

Step A: To a solution of 1-tert-butyloxycarbonyl-(S)-2-isopropylpiperazine (384 mg, 1.7 mmol) in DME (10 mL) was added NaH (70 mg of 60% suspension in mineral oil, 1.6 mmol) and the mixture was stirred for 1 h at room temperature. Methyl 2-chlorobenzoxazole-4-carboxylate (368 mg, 1.6 mmol) was added to the reaction mixture and suspension formed was stirred at room temperature for 17 h. The reaction mixture was quenched with CH3OH (10 mL), silica gel (15 mL) was added, and solvent removed under reduced pressure. The mixture was purified by column chromatography (silica gel, 0 to 80% EtOAc in CH2Cl2) to afford methyl 2-(4-(tert-butoxycarbonyl)-(S)-3-isopropylpiperazin-1-yl)benzoxazole-4-carboxylate (255 mg, 39%) as a white foam. 1H NMR and MS consistent.

674792-05-3 (S)-1-Boc-2-Isopropylpiperazine 17750439, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; AMR TECHNOLOGY, INC.; US2008/255114; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

132710-90-8, 1-Boc-4-(3-hydroxypropyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation of tert-butyl 4-[3-[4-(piperidin-4-yl)phenoxy]propyl]piperazine-l- carboxylate; DIAD (5.20 mL, 26.39 mmol) was added dropwise to benzyl 4-(4-hydroxyphenyl)-5,6- dihydropyridine-l(2H)-carboxylate (6.80 g, 21.99 mmol), tert-butyl 4-(3- hydroxypropyl)piperazine-l-carboxylate (5.91 g, 24.19 mmol) and triphenylphosphine (6.92 g, 26.39 mmol) in THF (100 mL) under nitrogen. The resulting solution was stirred at ambient temperature for 3 hours. The reaction mixture was evaporated to dryness then the residues were dissolved in ether (50 mL) and stirred for 10 minutes at ambient temperature. The resulting precipitate was removed by filtration. The filtrate was washed with water (50 mL) and saturated brine (50 mL), then dried over MgSO4, filtered and evaporated. The residue was dissolved in DCM (50 mL) and the solution was washed with 2M NaOH (50 mL), followed by saturated brine (50 mL), then dried over MgSO4, filtered, evaporated and purified by flash silica chromatography, elution gradient 30 to 70% ethyl acetate in isohexane. Fractions were evaporated to a gum, which was dissolved in MeOH (150 mL) and stirred with 5% palladium on carbon (50% wet, 1.907 g, 0.45 mmol) under an atmosphere of hydrogen at 5 bar and 25C for 16 hours. The catalyst was removed by filtration, washed with MeOH and the solvents were evaporated to give crude product. The crude product was purified by flash silica chromatography, elution gradient 0 to 10% 2M ammonia in methanol in DCM. Fractions containing the desired product were evaporated to dryness to give tert-butyl 4-[3-[4-(piperidin-4-yl)phenoxy]propyl]piperazine- 1-carboxylate (4.95 g, 56%) as a solid.IH NMR (399.9 MHz, CDC13) delta 1.46 (9H, s), 1.60 (2H, m), 1.81 (2H, m), 1.95 (2H, m), 2.40 (4H, m), 2.50 – 2.59 (3H, m), 2.73 (2H, m), 3.18 (2H, m), 3.43 (4H, m), 4.00 (2H, t), 6.84 (2H, d), 7.12 (2H, d); m/z = 404 [M+H]+.

132710-90-8, 132710-90-8 1-Boc-4-(3-hydroxypropyl)piperazine 16217800, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BRADBURY, Robert, Hugh; CARR, Gregory, Richard; RABOW, Alfred, Arthur; RAO KORUPOJU, Srinivasa; TUMMA, Harikrishna; WO2010/92371; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

848482-93-9,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.848482-93-9,(S)-4-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

(EtOAc (200 mL x 2) and the acidic solution containing the desired mono-Boc product was then taken on in the synthesis. The aqueous acidic solution of 4-Boc-piperazine-2-carboxylic acid prepared above was basified to pH 9 with 50percent NaOH. Sodium carbonate (10.6 g, 100 mmol) was added with stirring. A solution of 9-fluorenylmethyl chloro formate (15.27 g) in dioxane (50 mL) was added with an ice bath. The reaction was stirred at 0 0C for 5 hr. and at ambient temperature overnight. The reaction mixture was acidified to pH 2 and extracted with EtOAc twice. The combined organic layer was washed with brine and dried over Na2SO4. The solution was concentrated under vacuum to about 100 mL and hexane was added. The precipitate was collected and dried under vacuum to give 17.34 g (78percent for 2 steps) of product as white solid.

As the paragraph descriping shows that 848482-93-9 is playing an increasingly important role.

Reference£º
Patent; XTL BIOPHARMACEUTICALS LTD; WO2008/48589; (2008); A2;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.13754-38-6,1-Benzoylpiperazine,as a common compound, the synthetic route is as follows.

TRV 1094[00289] To a degassed solution of 5-bromo-2-chloro-N-phenylaniline (172 mg, 0.61 mmol), phenyl(piperazin- l -yl)methanonein, ( 139mg, 0.73 mmol), Cs2C03 ( 396mg, 1.22 mmol), BINAP ( 18.9 mg, 0.03 mmol) in toluene was charged Pd2(dba)3 ( 27.9 mg, 0.03 mmol). The reaction was sealed under an atmosphere of argon and heated to 100 C for 7h. The mixture was cooled, filtered through celite, washed with ethyl acetate and then concentrated in vacuum. The residue was subjected to silica gel column chromatography (60 % hexane/ ethyl acetate) to furnish the title compound (4-(4-chloro-3-(phenylamino)phenyl)piperazin- l -yl)(phenyl)methanone, TRV 1094 as a colorless solid ( 168mg, 0.43 mmol) 70%. NMR (500 MHz, CDC13) delta (ppm) 3.02-3.95 (m, 8H), 6.09 (bs, 1H), 6.45 (m, 1 H), 6.86 (d, J = 2 Hz, 1 H), 7.08 (t, J = 7.5Hz, 1 H), 7.19 (m, 2H), 7.24 (d, J = 8.5 Hz, 1 H), 7.36 (m, 2H), 7.40-7.50 (m, 5H

13754-38-6, As the paragraph descriping shows that 13754-38-6 is playing an increasingly important role.

Reference£º
Patent; TREVENTIS CORPORATION; REED, Mark, A.; YADAV, Arun; BANFIELD, Scott, C.; BARDEN, Christopher, J.; WO2012/119035; (2012); 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.120737-78-2,tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

A. tert-Butyl (¡À)-2-Methyl-4-(4-nitro-1-(2,2,2-trifluoroethyl)-1H-pyrazol-5-yl)piperazine-1-carboxylate [0900] 39, 5-bromo-4-nitro-1-(2,2,2-trifluoroethyl)-1H-pyrazole (550 mg, 2.01 mmol), (¡À) tert-butyl 2-methylpiperazine-1-carboxylate (403 mg, 2.01 mmol), DIPEA (2 mL) in EtOH (6 mL) was stirred at 130 C. for 2 hours in a microwave oven. The reaction mixture was concentrated under reduced pressure to give a residue. The residue was purified by silica gel chromatography using PE:EtOAc (1:1) as eluting solvents to afford tert-butyl (¡À)-2-methyl-4-(4-nitro-1-(2,2,2-trifluoroethyl)-1H-pyrazol-5-yl)piperazine-1-carboxylate as yellow solid (377 mg, 48%). MS (ESI) m/z: 394 [M+H+].

120737-78-2, 120737-78-2 tert-Butyl 2-methylpiperazine-1-carboxylate 15087784, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; GENENTECH, INC.; Hodges, Alastair James; Matteucci, Mizio; Sharpe, Andrew; Sun, Minghua; Wang, Xiaojing; Tsui, Vickie H.; US2013/79321; (2013); 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

74879-18-8, Step 1 3-(S)-Methyl-piperazine-1-carboxylic acid tert-butyl ester Triethylamine (3 g, 4.2 mL, 30 mmol) was added to a solution of 2-(S)-methyl piperazine (2 g, 20 mmol) in dichloromethane (40 mL) followed by di-tert-butyl-dicarbonate (4.8 g, 22 mmol). The reaction mixture was stirred at room temperature for 20 h. The mixture was diluted with dichloromethane and washed with saturated aqueous sodium bicarbonate and brine and dried over sodium sulfate. The crude product was purified using a short plug of silica gel using hexane/ethyl acetate (1:1). 1H-NMR (CDCl3) delta: 1.03 (3H, d), 1.45 (9H, s), 1.65 (1H, s), 2.35-2.42 (1H, m), 2.66-2.80 (3H, m), 2.92-2.95 (1H, m), 3.92 (2H, br s). ESI-MS m/z: 201 (M+1).

74879-18-8 (S)-(+)-2-Methylpiperazine 2734219, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Millennium Pharmaceuticals, Inc.; Kyowa Hakko Kirin Co., Ltd.; LULY, Jay R.; NAKASATO, Yoshisuke; OHSHIMA, Etsuo; HARRIMAN, Geraldine C.B.; CARSON, Kenneth G.; GHOSH, Shomir; ELDER, Amy M.; MATTIA, Karen M.; (190 pag.)US2016/31908; (2016); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

70261-82-4, 4-(4-Methylpiperazin-1-ylmethyl)phenylamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

70261-82-4, 4-(2-chloroacetamido)-3-methylbenzoic acid was converted to the 4-(2-chloroacetamido)-3-methylbenzoyl chloride using SOCl2. One skilled in the art would recognize and understand how to execute this chemistry in order to produce 4-(2- chloroacetamido)-3-methylbenzoyl chloride. Alternatively, 4-(2-chloroacetamido)-3- methylbenzoic acid was converted to the 4-(2-chloroacetamido)-3-methylbenzoyl chloride using COCl2. One skilled in the art would recognize and understand how to execute this chemistry in order to produce 4-(2-chloroacetamido)-3-methylbenzoyl chloride. 4-(2-chloroacetamido)-3- methylbenzoyl chloride was coupled to 4-[(4-methylpiperazin-1-yl)methyl]aniline using in tetrahydrifuran in the presence of N,N-dlisopropylethylamineto produce 4-(2-chloroacetamido)- 3-methyl-N-{4-[(4-methylpiperazin-l-yl)methyl]phenyl}benzamide. One skilled in the art would recognize and understand how to execute this chemistry in order to produce 4-(2- chloroacetamido)-3-methyl-N-{4-[(4-methylpiperazin- 1 -yl)methyl]phenyl]benzamide.

The synthetic route of 70261-82-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ALLCRON PHARMA INC.; RAJASEKARAN, Ayyappan; SWANSON, Jon; KANE, Peter; FOSTER, Julia; (63 pag.)WO2019/182944; (2019); 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, Sodium metal (10.1 mmol, 0.23 g) was added to a solution of 3-N-(4-methylpiperazinyl)propan-1-ol (6.71 mmol, 1.06 g) in THF (15 mL) under N2. The resulting suspension was stirred at 20 C. for 2 hours and then cannulated into a solution of 7-fluoro-4-[(3-methylphenyl)amino]-6-nitroquinazoline (0.50 g, 1.68 mmol) in THF (20 mL) under N2. The dark red solution was then heated at reflux for 24 hours before being diluted with water and extracted with EtOAc. The combined organic extracts were dried over anhydrous Na2SO4, concentrated under reduced pressure and chromatographed on alumina eluting with EtOAc/hexane (1:1) to EtOAc (2:3:5), to give 4-[(3-methylphenyl)amino]-7-[3-N-(4-methylpiperazinyl)propyloxy]-6-nitroquinazoline (0.67 g, 91%) as a yellow powder, mp (Et2O/hexane) 155-156 C. 1H NMR [(CD3)2SO]: delta 10.00 (s, 1H, NH), 9.26 (s, 1H, H5, H2H5), 8.61 (s, 1H, H2), 7.64 (br d, J=8.4 Hz, 1H, H-6′), 7.62 (br s, 1H, H-2′), 7.43 (s, 1H, H8), 7.29 (t, J=7.8 Hz, 1H, H-5′), 6.99 (br d, J=7.4 Hz, 1H, H-4′), 4.32 (t, J=6.0 Hz, 2H, CH2CH2CH2O), 2.44 (t, J=7.0 Hz, 2H, NCH2CH2CH2), 2.39-2.28 (br s, 8H, piperazinyl methylene), 2.34 (s, 3H, CH3Ar), 2.14 (s, 3H, CH3N), 1.92 (quintet, J=6.6 Hz, 2H, CH2CH2CH2). Analysis calculated for CH28N6O3 requires: C, 63.3; H, 6.5; N, 19.3%. Found: C, 63.4; H, 6.8; N, 19.6%.

As the paragraph descriping shows that 5317-33-9 is playing an increasingly important role.

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

3022-15-9, Piperazine-2-carboxylic acid dihydrochloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

a) 1,4-Bis(tert-butoxycarbonyl)-2-piperazinecarboxylic acid To a solution of piperazine-2-carboxylic acid dihydrochloride (5 g, 24.6 mmol) in 2M sodium hydroxide (40 mL) and ethanol (40 mL) was added di-tert-butyl dicarbonate (11.82 g, 54.1 mmol) and the reaction mixture stirred for 3 days. The organic solvent was removed in vacuo, the aqueous phase basified with 2M sodium hydroxide and extracted with diethyl ether to remove excess di-tert-butyl dicarbonate. The aqueous layer was adjusted to pH 3-4 and extracted with ethyl acetate. The combined organic extracts were dried (MgSO4), filtered and evaporated to yield 1,4-bis(tert-butoxycarbonyl)-2-piperazinecarboxylic acid as a white solid., 3022-15-9

The synthetic route of 3022-15-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Agejas-Chicharro, Javier; Belen Bueno Melendo, Ana; Camp, Nicholas Paul; Gilmore, Jeremy; Jimenez-Aguado, Alma Maria; Lamas-Peteira, Carlos; Marcos-Llorente, Alicia; Mazanetz, Michael Philip; Montero Salgado, Carlos; Timms, Graham Henry; Williams, Andrew Caerwyn; US2004/122001; (2004); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics