Tag: M.W:100-200

75336-86-6, (R)-2-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 5 A: A mixture of (R)-2-methyl-piperazine (6.0 g, 59.9 mmol), 4-chloro-3- trifluoromethyl-benzonitrile (11.2 g, 54.5 mmol), tris(dibenzylidineacetone)dipalldium (0) (0.499 g, 0.545 mmol), rac-2,2′-bis(diphenylphosphino)-l,l ‘-binaphthyl (1.02 g, 1.635 mmol)and sodium tert-butoxide (6.55 g, 68.12 mmol) was mixed and purged with N2. Anhydrous toluene (75 mL) was added and the resultant mixture was purged with N2 again. The resultant mixture was heated in an oil bath at 107 0C under N2 for 3 hours. After cooling, the reaction mixture was diluted with DCM (200 mL), washed with H2O (50 mL), and washed with saturated brine (50 mL). The combined organic layers were dried over Na2SO4, concentrated under reduced pressure to give a dark brown liquid. The crude product was purified using a SiO2 gel column, eluting with 5-7percent MeOH in DCM to give 4-[(3i?)-3-methylpiperazin-l-yl]-3-(trifluoromethyl)benzonitrile as a brownish red color oil (l 1.2 g, 76.2percent).

75336-86-6, The synthetic route of 75336-86-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; WYETH LLC; WAN, Zhao-Kui; CHENAIL, Eva; IPEK, Manus; LI, Huan-Qiu; MANSOUR, Tarek, Suhayl; SURI, Vipin; XIANG, Jason, Shaoyun; SAIAH, Eddine; WO2010/141550; (2010); 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.75336-86-6,(R)-2-Methylpiperazine,as a common compound, the synthetic route is as follows.,75336-86-6

EXAMPLE 29; Example 29A; Step 1; (R)-2-methyl-piperazine (3.5 g, 34.9 mmol), 2-bromo-5-fluoro benzotri fluoride (7.74 g, 31.7 mmol), BlNAP (0.59 g, 0.95 mmol), tBuONa (4.58 g, 47.65 mmol) and Pd2(dba)3 (0.29 g, 0.32 mmol) were mixed in the flask and purged with N2. Anhydrous toluene (50 mL) was added and purged with N2 again. The resulting mixture was heated in an oil bath at 1000C under N2 for 3 hours. The mixture was cooled to room temperature, diluted with dichloromethane (150 mL), washed with H2O (30 mL) first, then washed with saturated brine (30 mL). The combined organic layer was dried over Na2SO4, concentrated down under reduced pressure to give a brown color liquid as crude. The crude product was purified on silica gel column eluted with 5-10percent MeOH in DCM to give (3lambda)-l-[4-fluoro-2-(trifluoromethyl)phenyl]-3-methylpiperazine as a light yellow oil (6.85 g, 82percent).; Example 29AX. 3-(((2R)-4-r4-fluoro-2-ftrifluoromethyl)phenyll-2-methylpiperazin-l – yl ) sulfonvDphenol; Step A; (R)-2-methyl-piperazine (3.88 g, 38.70 mmol), 2-bromo, 5-fluoro benzotrifluoride (8.55 g, 35.18 mmol), tris(dibenzylidineacetone)dipalldium (0) (32.0 mg g, 0.35 mmol), rac-2,2′-bis(diphenylphosphino)-l,l’-binaphthyl (657.0 mg, 1.06 mmol) and sodium tert- butoxide (5.07 g, 52.77 mmol) were charged to a reaction flask. Toluene (40 mL) was introduced under nitrogen atmosphere and the reaction mixture was heated up at 11O0C for 5.0 hours. Reaction was complete as determined by TLC. The reaction mixture was diluted with dichloromethane, washed with water, saturated brine then dried over MgSO4 and concentrated. The crude product was purified via flash column chromatography to yield (R)-I -(4-fluoro-2- (trifluoromethyl)phenyl)-3-methylpiperazine as a light brown oil (3.1 g, 33.6percent yield).

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

Reference：
Patent; WYETH; WO2007/92435; (2007); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5308-25-8, 1-Ethylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,5308-25-8

An amount of 120 mg (0.26 mmol) of 4-(4-chlorobutyl)-9-(2,4-dichloroanilino)-3,4-dihydro-2H-[1,4]oxazino[2,3-g]quinoline-8-carbonitrile was stirred in N,N-dimethylformamide (0.8 mL), and to this were added sodium iodide (55 mg, 0.36 mmol), tetrabutylammonium iodide (58 mg, 0.16 mmol), and 1-ethylpiperazine (0.26 mL, 2.1 mmol). The mixture was heated at 50C for three hours, after which an additional amount of 1-ethylpiperazine (0.26 mL, 2.1 mmol), was added. The mixture was heated at 60C for 3 hours, and subsequently evaporated to a yellow oil, stirred with saturated sodium bicarbonate solution, and extracted with dichloromethane. The organic layer was washed with saturated brine solution, dried over sodium sulfate, and evaporated to a yellow oil. Purification was performed by flash chromatography (10% acetone in dichloromethane, then 70:30:5 = dichloromethane: methanol: ammonium hydroxide), to give a yellow solid (74 mg, 53% yield), m.p 97-98C;1H NMR (DMSO-d6) delta 9.21 (s, 1H), 8.27 (s, 1H), 7.73 (d, 1H), 7.68 (s, 1H), 7.42 (dd, 2H), 6.70 (s, 1H), 4.27 (t, 2H), 3.49 (m, 4H), 2.31 (m, 12H), 1.62 (dd, J = 7 Hz, 2H), 1.52 (dd, J = 7 Hz, 2H), 0.97 (t, 3H); [] Analysis for C28H32Cl2N6O·0.3 CH3CO2C2H5 ·1 H2O FoundC, 60.29;H, 5.94;N, 14.76.CalcdC, 60.00;H, 6.23;N, 14.38.

As the paragraph descriping shows that 5308-25-8 is playing an increasingly important role.

Reference：
Patent; Wyeth; EP1268487; (2003); B1;,
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.103-76-4,N-(2-Hydroxyethyl)piperazine,as a common compound, the synthetic route is as follows.

103-76-4, Benzylchloroformate (4.72g, 27.69mmol) in acetonitrile (30mL) was added dropwise over 30min to a solution of 1-(2-hydroxyethyl)piperazine (3g, 23.08mmol) in water (30mL) via an isobar cylindrical funnel. The pH was maintained around 8-9 by addition of 4N NaOH. The reaction was stirred overnight at room temperature. The mixture was first extracted with dichloromethane (100mL) in order to remove the fully protected compound and then acidified with 4N HCl. The acidic aqueous phase was extracted twice with dichloromethane (2×100mL). The organic phase was washed with brine and dried over anhydrous Na2SO4. The solvent was removed in vacuum and the crude was purified by flash chromatography (0-8% of methanol in dichloromethane) to afford 22 (5.41g, 88.8%) as a colorless oil. 1H NMR (400MHz, DMSO-d6): delta 7.37-7.29 (m, 5H, CHarom.), 5.05 (s, 2H, CH2Phi), 4.41 (s, 1H, OH), 3.47 (m, 2H, HOCH2), 3.35 (m, 4H, (CH2)2NCO), 2.38-2.35 (m, 6H, CH2N, CH2NCH2). 13C NMR (100.6MHz, DMSO-d6): delta 155.04, 137.59, 129.09 (2C), 128.49, 128.22 (2C), 66.81, 60.82, 59.14, 53.51 (2C), 44.16 (3C). MS (ESI) m/z 265.02 (M+H)+.

103-76-4 N-(2-Hydroxyethyl)piperazine 7677, apiperazines compound, is more and more widely used in various fields.

Reference：
Article; Denoyelle, Severine; Chen, Ting; Yang, Hongwei; Chen, Limo; Zhang, Yingzhen; Halperin, Jose A.; Aktas, Bertal H.; Chorev, Michael; European Journal of Medicinal Chemistry; vol. 69; (2013); p. 537 – 553;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

4318-42-7,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.

General procedure: A mixture of 2-chloro-N-(5-methyl/ethyl-1,3,4-thiadiazol-2-yl)acetamide (1a or 1b) (2.6 mmol), appropriate piperazine derivatives (2.6 mmol) and potassium carbonate (2.6 mmol, 0.363 g) as acatalytic agent were stirred in acetone (100 mL) for 5 h at 25 °C. The mixture was filtered to remove potassium carbonate and acetone was evaporated. The residue was recrystallized from EtOH.

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

Reference：
Article; Can, Nafiz nc; Can, zg r Devrim; Osmaniye, Derya; Zkay, mide Demir; Molecules; vol. 23; 4; (2018);,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

109384-27-2, 1-Methylpiperazin-2-one hydrochloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A solution of tert-butyl 3-oxa-7,9-diazabicyclo [3.3.1 jnonane-9-carboxylate(1 g, 4.38 mmol) 2-fluoro-5-iodopyridine (1.12 g, 5.04 mmol), and sodium carbonate (0.84 g,7.88 mmol) in 1-Methyl-2-pyrrolidinone (4 ml) was heated at 85 C overnight. The mixture wascooled to room temperature, diluted with water and extracted into DCM. The organic extract was dried over Na2SO4 filtered and concentrated under reduced pressure. The residue waspurified by silica chromatography to yield Sia (1.57 g, 62.3%). MS (ESI) mlz 431.9 [M+Hj . 1HNMR (400 MHz, Chloroform-d) oe 8.30 (dd, J = 2.4, 0.7 Hz, 1H), 7.66 (dd, J = 9.0, 2.3 Hz, 1H), 6.44 (d, J = 9.0 Hz, 1H), 4.25 (d, J = 12.7 Hz, 1H), 4.21 – 4.00 (m, 3H), 3.97 – 3.86 (m,2H), 3.80 (t, J= 11.9 Hz, 2H), 3.26 (t, J= 15.1 Hz, 2H), 1.48 (s, 9H)., 109384-27-2

109384-27-2 1-Methylpiperazin-2-one hydrochloride 17060766, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; GILEAD SCIENCES, INC.; BACON, Elizabeth M.; CHIN, Elbert; COTTELL, Jeromy J.; KATANA, Ashley Anne; KATO, Darryl; LINK, John O.; SHAPIRO, Nathan; TREJO MARTIN, Teresa Alejandra; YANG, Zheng-Yu; (395 pag.)WO2018/145021; (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.142-64-3,Piperazine Dihydrochloride,as a common compound, the synthetic route is as follows.

A solution of 1-5 – [(3,4-dihydro-4-oxo-l-phthalazinyl) methyl] -2- fluorobenzoic acid (60.0 g, 0.20 mol)Suspended in 600 mL of acetonitrile,Anhydrous piperazine (43.0 g, 0.50 mol)Piperazine dihydrochloride (79.0 g, 0.50 mol)Concentrated sulfuric acid (2.78 ml, 0.04 mol)Heated to 78-80 C under reflux for 7 to 8 hours,Drop to room temperature,Concentrated under reduced pressure acetonitrile, water was added 1000ml, stirred for 30min; concentrated ammonia was added dropwise to a PH value of 7-8, stirred 2h, suction filtration,44.1 g of 1- [5 – [(3,4-dihydro-4-oxo-1-phthalazinyl) methyl] -2-fluorobenzoyl] piperazine was obtained in a yield of 60.1%.1- [5 – [(3,4-dihydro-4-oxo-1-phthalazin-yl) methyl] -2-fluorobenzoyl] piperazine 1H NMR, (400 MHz) see Figure 1., 142-64-3

142-64-3 Piperazine Dihydrochloride 8893, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Shanghai Pharmaceutical Group Co., Ltd.; Deng Yu; (7 pag.)CN106554316; (2017); A;,
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.59702-07-7,1-Methylpiperazin-2-one,as a common compound, the synthetic route is as follows.

Step 3: A mixture of 50 mg (0.10 mmol) intermediate VI.4 step 2, 14 mg (0.12 mmol) 1 – Methylpiperazin-2-one, 18 mg (0.13 mmol) K2CO3, 3 mg (0.02 mmol) Nal and acetonitrile is heated to 80°C in a sealed tube for 7 h. Additional 14 mg (0.12 mmol) 1 – Methylpiperazin-2-one and 18 mg (0.13 mmol) K2CO3 are added and the mixture is heated to 100°C in a sealed tube for 13 h. After cooling to RT the solvent is evaporated and DCM and water are added. The organic phase is separated, dried, filtered and evaporated yielding 4-[2-[7-bromo-4-[4-fluoro-2-[(1 R)-2,2,2-trifluoro-1 -methyl- ethoxy]anilino]-5-methyl-quinazolin-6-yl]oxyethyl]-1 -methyl-piperazin-2-one. (0642) Yield: 50 mg (Yield 87percent), ESI-MS: m/z = 600 Mu+EtaGamma, R,(HPLC): 1 .06 min (HPLC-M), 59702-07-7

The synthetic route of 59702-07-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BLUM, Andreas; WO2015/169677; (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.5308-25-8,1-Ethylpiperazine,as a common compound, the synthetic route is as follows.

0.55 mmol of N-(5-piperon-4-tert-butylthiazol-2-yl)chloroacetamide, 0.83 mmol 1-ethylpiperazine, 0.8mmol triethylamine, Dissolved in 10 mL of tetrahydrofuran, Stir at room temperature for 12h The reaction solution was diluted with 50 mL of ethyl acetate. Wash once, Wash with saturated saline, Anhydrous Na2SO4 drying, Decompression distillation, Add a few drops of petroleum ether, Precipitation of solids, Suction filtration dry, In a white solid, 0.22 g of N-(5-piperon-4-tert-butylthiazol-2-yl)-2-(4-ethylpiperazinyl)acetamide was obtained. Yield 90%, 5308-25-8

5308-25-8 1-Ethylpiperazine 79196, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Hunan University; Hu Aixi; Wu Zhilin; Ding Na; Ye Jiao; (20 pag.)CN107365280; (2017); A;,
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.

A mixture of 6-bromopyrrolo[1,2-b]pyridazin-4-yl trifluoromethanesulfonate (30 g, 86.9 mmol), cyclopropyl(piperazin-1-yl)methanone (16.0 g, 104 mmol), and triethylamine (13.1 g, 130 mmol) in NMP (300 mL) was stirred at 100 C for 30 mm. The reaction mixture was cooled and diluted with EA. The organic layer was washed with water and brine, concentrated andpurified by silica gel column to give the title product (26.0 g, yield 86%) as a yellow solid. MS (ES+) C15H17BrN4O requires: 348, found: 349 [M+H]., 59878-57-8

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

Reference：
Patent; BLUEPRINT MEDICINES CORPORATION; BROOIJMANS, Natasja; BRUBAKER, Jason, D.; FLEMING, Paul, E.; HODOUS, Brian, L.; KIM, Joseph, L.; WAETZIG, Josh; WILLIAMS, Brett; WILSON, Douglas; WILSON, Kevin, J.; (347 pag.)WO2017/181117; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics