Heterocyclic Building Blocks-piperazine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17766-28-8,1-Cyclohexylpiperazine,as a common compound, the synthetic route is as follows.

Dissolving Intermediate 5 in DMSO, then adding triethylamine and 1-cyclohexyl piperazine into the solution at temperature about 50-70 C. Adding MTBE and MeOH solution. Isolation and washing of the wet cake with MTBE and MeOH followed by filtering provided Intermediate 6 as a solid

17766-28-8, The synthetic route of 17766-28-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; VM Oncology LLC; Wu, Jay Jie-Qiang; US2015/218132; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

122833-04-9, 2-Methoxy-4-(4-methylpiperazin-1-yl)aniline is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of the product of EXAMPLE 5E (300 mg, 1.4 mmol), 2-methoxy-4-(4- methylpiperazin-l -yl)aniline (338 mg, 1 .53 mmol) and triethylamine (421 mg, 4.1 7 mmol) in 1 ,4-dioxane (30 mL) was stirred at 105C under nitrogen for 12 hours. The solvent was removed under vacuum and the residue was washed with sodium bicarbonate solution and ethanol. The crude product was recrystallized from l ;4-dioxane to give the title compound. ‘ H NMR (DMSO-t?) 6 ppm 12.66 (s, 1H), 1 1.35 (s, 1H), 8.31 (d, 7 = 9.0 Hz, 1H), 8.25 (s, 1H), 6.68 (d, J = 1.2 Hz, 1H), 6.54 (dd, J = 1.2, 9.0 Hz, 1 H), 3.89 (s, 3H), 3.21 -3.10 (m, 4H), 2.50-2.44 (m, 4H), 2.25 (s, 3H)., 122833-04-9

122833-04-9 2-Methoxy-4-(4-methylpiperazin-1-yl)aniline 20136253, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; ABBOTT LABORATORIES; VASUDEVAN, Anil; PENNING, Thomas, Dale; CHEN, Huanming; LIANG, Bo; WANG, Shaohui; ZHAO, Zhongqiang; CHAI, Dikun; YANG, Leifu; GAO, Yingxiang; WO2012/97479; (2012); A1;,
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21043-40-3, 1-Cyclopentylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: (1) Reaction. To a half-dram vial, in which reagent amine or its hydrochloride (0.050 mmol)was pre-weighed, were added 0.65 mL of a 0.1 M solution of 1-acryloyl-N,N-dimethylindoline-2-carboxamide (rac)-3 in 3.75% dry Et3Neanhydrous THF and 0.25 mL of 3.75% dry Et3N/dry dimethylacetamide and the resulting mixture was shaken at 60 C for 16 h. After cooling to room temperature, the reaction mixture was loaded onto an Oasis MCX cartridge (1 g/6 mL) preconditioned 8 mL of MeOH. The solid-phase matrix was washed with 10 mL of MeOH and then eluted with 5 mL of 1 M ammonia/MeOH. The elute was concentrated to dryness by vacuum centrifuge, providing crude product. In case it is needed, the crude material was purified with preparative LS/MS to give the desired product as salt-free form or formic acid salt dependent on the purification condition. (2) HPLC/LCeMS method. (i) Analytical condition: equipment, Waters 2795; column: Waters XTerra C18, 5 mm, 4.6 50 mm; column temperature, 40 C; detector, photodiodearray (210e400 nm); flow, 1.0 mL/min; solvent (a) as acidic condition, A: 0.1% HCO2H; B: MeOH, gradient, solvent (b) as basic condition, A: 0.1% aqueous ammonia; B: MeOH, gradient; MS condition (ionization method), ESI (positive). (ii) Preparativeconditions: equipment, Waters prep LC/MS system; column, Waters XTerra C18, 5 mm, 20 50 mm; column temperature, ambient temperature; flow, 20.0 mL/min; solvent (a) as acidic condition, A: 0.1% HCO2H; B: MeOH, gradient, solvent (b) as basic condition, A: 0.1% aqueous ammonia; B: MeOH, gradient., 21043-40-3

The synthetic route of 21043-40-3 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Hayashi, Shigeo; Ohashi, Katsuyo; Nakata, Eriko; Emoto, Chie; European Journal of Medicinal Chemistry; vol. 55; (2012); p. 228 – 242;,
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.393781-71-0,1-Boc-2-Ethylpiperazine,as a common compound, the synthetic route is as follows.

Example 55A tert-butyl (2R)-4-[(6-{[5-(difluoromethyl)pyridin-2-yl]oxy}quinolin-2-yl)carbonyl]-2-ethylpiperazine-1-carboxylate The product from Example 14A (300 mg, 0.95 mmol) was subjected to the conditions described in Example 14B, substituting (R)-tert-butyl 2-ethylpiperazine-1-carboxylate for tert-butyl piperazine-1-carboxylate to give the titled compound (470 mg, 97%)., 393781-71-0

As the paragraph descriping shows that 393781-71-0 is playing an increasingly important role.

Reference：
Patent; AbbVie Inc.; Bogdan, Andrew; Cowart, Marlon D.; DeGoey, David A.; Jinkerson, Tammie K.; Koenig, John R.; Kort, Michael E.; Liu, Bo; Matulenko, Mark A.; Nelson, Derek W.; Patel, Meena V.; Peltier, Hillary; Scanio, Marc J.; Wakefield, Brian D.; US2015/218102; (2015); A1;,
Piperazine – Wikipedia
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

EXAMPLE 4 9-hydroxy-7-isopropyl-2- (quinolin-2-ylmethyl)-3, 4-dihydro-2H-pyrazino [1, 2-c] pyrimidine-1, 6,8 (7H) – trione Step 1 : 1- (2-Propenyl)-4-tert-butyloxycarbonyl-2-piperazinone To a stirred solution of 4-tert-butyloxycarbonyl-2-piperazinone (10 g, 50 mmol) and allyl bromide (7.25 g, 60 mmol) in DMF (75 mL) at 0 C was added sodium hydride (2.4 g of a 60% suspension in mineral oil, 60 mmol) in portions over a period of 10 min. The mixture was allowed to warm to ambient temperature and stirred for 18 h. The solvent was removed in vacuo and the residue was partitioned between EtOAc and water. The EtOAc layer was dried (MgS04), filtered, and the solvent was removed in vacuo. The residue was purified by silica gel column chromatography using a gradient elution of 33%, 40%, 50%, 60% EtOAc in hexanes. Concentration of product-containing fractions in vacuo gave the title compound as an oil. HPLC RT = 2.80 min (Method A), ES MS (M+H) = 241,’H NMR (400 MHz, CDC13) 8 5.76 (ddt, 1H), 5.2 (overlapping doublets, 2H), 4.10 (s, 2H), 4.04 (d, J = 6 Hz, 2H), 3.64 (t, J = 7 Hz, 2 H), 3.50 (t, J = 7 Hz, 2H), 1.47, (s, 9H).

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

Reference：
Patent; MERCK & CO., INC.; WO2005/92099; (2005); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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

EXAMPLE 24; N-(2-methanosulfonylethyl)-piperazine hydrochloride; Methanesulfonyl chloride (0.7 mL, 9.0 mmol) was added to a cooled solution of 4-(2-amino-ethyl)-piperazine-1-carboxylic acid tert-butyl ester (1.33 g, 5.8 mmol) in pyridine (25.0 mL). The reaction was stirred for 12 h and partitioned between partitioned between aqueous sodium bicarbonate and methylene chloride. The organic phase was washed with 1 M hydrochloric acid, aqueous sodium bicarbonate, and brine, dried over anhydrous magnesium sulfate and concentrated. Purification of the crude residue by chromatography over silica gel using 0-5percent methanol in methylene chloride gave 4-(2-methanesulfonylamino-ethyl)-piperazine-1-carboxylic acid tert-butyl ester (0.70 g, 70percent)., 192130-34-0

As the paragraph descriping shows that 192130-34-0 is playing an increasingly important role.

Reference：
Patent; Fotouhi, Nader; Haley, Gregory Jay; Simonsen, Klaus B.; Vu, Binh Thanh; Webber, Stephen Evan; US2006/211693; (2006); 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.259808-67-8,1-Boc-3,3-Dimethylpiperazine,as a common compound, the synthetic route is as follows.

To a solution of Intermediate H (190 mg, 0.67 mmol) in DMF (3 mL) were added tert-butyl 3,3-dimethylpiperazine-1-carboxylate (171.3 mg, 0.80 mmol), HATU (329.2 mg, 0.87 mmol) and DIPEA (232 tL, 1.3 mmol) and the mixture was stirred at rt ON. The reaction mixture was then diluted with EtOAc, washed with water and brine consecutively, dried over anhydrous sodium sulfate, filtered and concentrated to dryness. The residue was purified by flash chromatography eluting with EtOAc/hexanes 0-50% in 20 CV to obtain tertbutyl 4- [8-ethyl-6-(4-fluorophenyl)imidazo[ 1 ,2-b]pyridazine-2-carbonyl] -3,3 -dimethylpiperazine-1-carboxylate (235 mg) as a white solid. ?H NMR (400 MHz, CDC13) oe 8.32 (s, 1H), 8.04-7.86 (m, 2H), 7.26 (s, 1H), 7.22-7.11 (m, 2H), 4.39-3.92 (m, 2H), 3.73 -3.40 (m, 4H), 3.09 (m, 2H), 1.65 – 1.59 (m, 6H), 1.50 – 1.40 (m, 12H). LC-MS: 482.5 (M+H).

259808-67-8, As the paragraph descriping shows that 259808-67-8 is playing an increasingly important role.

Reference：
Patent; VERTEX PHARMACEUTICALS INCORPORATED; FARMER, Luc J.; FOURNIER, Pierre-Andre; LESSARD, Stephanie; LIU, Bingcan; ST-ONGE, Miguel; STURINO, Claudio; SZYCHOWSKI, Janek; YANNOPOULOS, Constantin; WO2015/48245; (2015); 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.31166-44-6,1-Cbz-Piperazine,as a common compound, the synthetic route is as follows.

To a solution of CBz-piperazine (0.84 ml_, 4.36 mmol) in CH2CI2 (22 ml_) was added EDC (0.918 g, 4.79 mmol), HOBt (0.645 g, 4.77 mmol), Boc-D-Pip- OH (1.03 g, 4.50 mmol), and triethylamine (0.74 mL, 5.31 mmol) and the reaction stirred at room temperature for 5 days. The reaction was diluted with CH2CI2 and washed with sat. NaHCO3, 1 N HCI, sat. NaHCO3, and brine. The organic layer was dried over Na2SO4, filtered, and concentrated to produce 1.87 g (-99percent) of crude title compound: LCMS (m/z): 432.2 (M + H)., 31166-44-6

The synthetic route of 31166-44-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/70865; (2007); 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.182618-86-6,1-Boc-4-(4-Nitrophenyl)piperazine,as a common compound, the synthetic route is as follows.

Pd on C 10% (0.3 % p/p) was added to a solution of terf-butyl 4-(4-nitrophenyl)piperazine-l-carboxylate (1 eq) in a mixture (1 : 1 ratio) MeOH : EtOAc (0.03 M). The atmosphere in the reaction vessel was charged with H2 (1 arm.) and the reaction stirred vigorously for 2 h. At this time, the reaction mixture was filtered through a pad of celite and concentrated in vacuo to afford the title compound (quant); MS (ES+) m/z 278 (M+H)+

182618-86-6, 182618-86-6 1-Boc-4-(4-Nitrophenyl)piperazine 3380696, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Istituto Di Ricerche Di Biologia Molecolare P. Angeletti SpA; WO2006/38039; (2006); 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.106261-48-7,4-((4-Methylpiperazin-1-yl)methyl)benzoic acid,as a common compound, the synthetic route is as follows.

A mixture of compound 5 (20 mg, 0.05 mmol), 4- (N-methyl-piperazyl)- methyl-benzoic acid (14 mg, 0.06 mmol), 0- (7-azabenzotriazol-1-yl)-N, N, N’, N’- tetramethyl-uronium hexafluorophosphate (23 mg, 0.06 mmol) and diisopropylethylamine (8 mg, 0.06 mmol) in methylene chloride (2 mL) is stirred at room temperature over night. LCMS purification afforded N-(3-{2-[6-(3-dimethylamino-phenylamino)-pyrimidin-4-yl]- phenylamino}-phenyl)-4-(4-methyl-piperazin-1-ylmethyl)-benzamide (9.2 mg, 30 % yield): ‘H NMR 400 Hz (CDCl3) b 2.51 (s, 3H), 2. 61 (br, 4H), 2.78 (br, 4H), 2.97 (s, 6H), 3.58 (s, 2H), 6.57 (m, 1H), 6.68 (m, 2H), 6.84 (m, 1H), 6.97 (m, 1H), 7.10 (m, 2H), 7.18 (m, 1H), 7.26 (m, 2H), 7.40 (d, J = 8.12 Hz, 2H), 7.46 (d, J = 8.12 Hz, 2H), 7.54 (s, br, 1H), 7.79 (d, J = 8. 14 Hz, 2H), 7.86 (s, 1H), 8.69 (s, 1H); MS m/z (M+H) 613.30., 106261-48-7

Big data shows that 106261-48-7 is playing an increasingly important role.

Reference：
Patent; IRM LLC; WO2005/33086; (2005); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics