Month: July 2021

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.115761-79-0,1-(2,4-Difluorophenyl)piperazine,as a common compound, the synthetic route is as follows.

A mixture of 2- (5-amino-2- (furan-2-yl) -7H-pyrazolo [4, 3-e] [1, 2, 4] triazolo [1, 5-c] pyrimidin-7-yl) -4-methylpentanoic acid (35.5 0.1 mmol) , 1- (2, 4-difluorophenyl) piperazine (19.8 mg, 0.1 mmol) , HATU (46 mg, 0.12 mmol) and DIPEA (25.8 mg, 0.2 mmol) in DMF (3 mL) was stirred overnight. The reaction mixture was poured into H2O (15 mL) and extracted with EtOAc (20 mL x 3) . The combined organic layers were washed with brine, dried over Na2SO4, concentrated and purified by column chromatography (petroleum ether/EtOAc = 10: 1 3: 1) to give the target compound (40 mg, 74.6%) .1H NMR (400 MHz, DMSO-d6) delta 8.21 (s, 1H) , 8.15 (s, 2H) , 7.95 (m, 1H) , 7.23 (d, J = 3.2 Hz, 1H) , 7.21 -7.12 (m, 1H) , 7.02 -6.91 (m, 2H) , 6.74 (m, 1H) , 5.64 (dd, J = 9.6, 4.4 Hz, 1H) , 3.74 (m, 1H) , 3.62 (m, 2H) , 3.49 (m, 1H) , 2.94 (m, 2H) , 2.75 (m, 1H) , 2.39 (m, 1H) , 2.31 -2.19 (m, 1H) , 1.91 -1.80 (m, 1H) , 1.27 (mz, 1H) , 0.95 (d, J = 6.4Hz, 3H) , 0.83 (d, J = 6.4Hz, 3H) ppm. MS: M/e 536 (M+1)+.

115761-79-0, As the paragraph descriping shows that 115761-79-0 is playing an increasingly important role.

Reference：
Patent; BEIGENE, LTD.; ZHANG, Guoliang; SUN, Hanzi; ZHOU, Changyou; (253 pag.)WO2020/20097; (2020); 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.75336-86-6,(R)-2-Methylpiperazine,as a common compound, the synthetic route is as follows.

75336-86-6, Intermediate 15;: (3R)-3-methyl-l-[5-(trifluoromethyl)pyridin-2-yl]piperazine; NA suspension of 2-bromo-5-trifluoromethyl-pyridine (2.37 g; 10.0 mmol; 1.0 eq.), (R)-2-methylpiperazine (2.00 g; 20.0 mmol; 2.0 eq.) and DIEA (1.94 g; 15.0 mmol; 1.5 eq.) in 4 mL of DMA was heated at 140°C for 14h. The mixture was cooled to room temperature. After evaporation of the solvent under vacuum, the residue was dissolved in a 1/1 mixture of DCM / Et2O. A 4N solution of HC1 was added (10 mL) then the resulting precipitate was collected and washed with Et2O. The solid was then poured to an aq. solution of NaOH (5N, 20 mL) and the resulting mixture was extracted with Et2O (3X). The combined organic layers were washed with brine, dried over MgSC>4, filtered and evaporated to give the title compound as an orange solid (1680 mg, 69percent) used without further purification for the next steps. M+(ESI): 246.3. HPLC (Condition A), Rt: 1.0 min (HPLC purity: 99.9 percent).

As the paragraph descriping shows that 75336-86-6 is playing an increasingly important role.

Reference：
Patent; Applied Research Systems ARS Holding N.V.; WO2006/10751; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

859518-35-7, tert-Butyl 3-cyanopiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 39 Piperazine-2-carbonitrile To a mixture of tert-butyl 3-cyanopiperazine-1-carboxylate (200 mg, 0.95 mmol) in dichloromethane (10 mL), CF3COOH (2 mL) was added and the resulting was stirred at RT for 1 h. The mixture was concentrated in vacuo to afford the crude product., 859518-35-7

The synthetic route of 859518-35-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Ren, Pingda; Liu, Yi; Li, Liansheng; Feng, Jun; Wu, Tao; US2014/288045; (2014); 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.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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.196811-66-2,tert-Butyl 4-carbamothioylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a stirred solution of tert-butyl 4-carbamothioylpiperazine-1-carboxylate (synthesized according to Example 5, Step 1, 1.2 g, 4.01 mmol) in THF (10 mL,), triethyl amine (0.5 mL,, 5.3 mmol) and 1-bromo-3-methylbutan-2-one (1.0 mL,, 5.3 mmol) were added at rt. The resulting mixture was stirred for 16 h at 90 C. The completion of the reaction was monitored by TLC. The reaction mixture was quenched with water and extracted with EtOAc. The organic layer was dried over anhydrous Na2SO4, concentrated under vacuum and the resulting crude product was taken as such for next step. Yield: 80% (0.8 g, pale yellow oil). LCMS: (Method A) 312.0 (M+H), Rt. 3.24 min, 95.2% (Max).

196811-66-2, 196811-66-2 tert-Butyl 4-carbamothioylpiperazine-1-carboxylate 12093220, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; ASCENEURON SA; QUATTROPANI, Anna; KULKARNI, Santosh S.; GIRI, Awadut Gajendra; (243 pag.)WO2016/30443; (2016); 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.262368-30-9,N-(4-Aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide,as a common compound, the synthetic route is as follows.

A solution of methyl (Z)-3-((4-(2-((tert-butyldimethylsilyl)oxy)ethyl)phenyl) chloromethylene)-2-oxoindoline-5-carboxylate (138 mg, 0.29 mmol), N-(4-aminophenyl)-N- methyl-2-(4-methylpiperazin-1-yl)acetamide (88 mg, 0.34 mmol) and TEA (0.8 muL, 0.10 mmol) in EtOH (0.8 mL) was stirred under refluxed for overnight. The reaction solvent was evaporated under reduced pressure, and the residue was purified by column chromatography with dichloromethane/ethanol (50/1, v/v) to obtain the final compound 101 (154 mg, 76% yield): 1H NMR (500 MHz, CDCl3) _ 12.03 (s, 1H), 10.04 (s, 1H), 7.73 (dd, J = 8.2, 1.6 Hz, 1H), 7.45 (d, J = 7.9 Hz, 2H), 7.39 (d, J = 8.2 Hz, 2H), 6.99 (d, J = 8,2 Hz, 3H), 6.84 (d, J = 8.7 Hz, 2H), 6.69 (d, J = 1.7 Hz, 1H), 3.95 (t, J = 7.0 Hz, 2H), 3.75 (s, 3H), 3.20 (s, 2H), 3.00 (t, J = 7.0, 2H), 2.45 (bs, 6H), 2.28 (s, 3H), 0.92 (s, 9H), 0.07 (s, 6H); 13C NMR (125MHz, CDCl3) _ 171.4, 169.5, 167.4, 157.3, 142.3, 139.9, 139.3, 138.5, 130.5, 130.1, 128.4, 128.3, 127.9, 126.2, 124.3, 123.2, 122.6, 120.7, 115.7, 109.0, 98.6, 64.3, 59.6, 54.9, 53.3, 51.7.

262368-30-9, 262368-30-9 N-(4-Aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide 21927707, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; BOARD OF REGENTS, THE UNIVERSITY OF TEXAS SYSTEM; DALBY, Kevin N.; EDUPUGANTI, Ramakrishna; TALIAFERRO, Juliana; LEE, Juhyeon; (0 pag.)WO2018/160967; (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.159532-59-9,(S)-1-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Lithium aluminium hydride (1M in THF, 19.5 ml) was added to a solution of (2S)-1- (tert-butoxycarbonyl) piperazine-2-carboxylic acid (1.5 g) in THF (20 ml) at 0C, then the reaction was warmed to room temperature and heated at 60C for 16 hours. The reaction was cooled to 0C and quenched by sequential addition of water (0.75 ml), sodium hydroxide (2N, 0.75 ml) and then water (1.5 ml). The resulting slurry was filtered and concentrated in vacuo and the residue purified by chromatography using DCM to 20% 7N ammonia in methanol in DCM to [(2S)-L-METHYLPIPERAZIN-2-YL] METIZANOL as a white solid (454 mg, 53%) ; NMR spectrum (DMSO-d6) 1. 83 (m, 1H), 1. 98 (dt, 1H), 2.14 (s, 3H), 2.31 (dd, 1H), 2.56 (m, 2H), 2. 68 (m, 1H), 2. 84 (dd, 1H), 3.23 (dd, 1H), 3.52 (dd, 1H).

159532-59-9, As the paragraph descriping shows that 159532-59-9 is playing an increasingly important role.

Reference：
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/26152; (2005); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

159532-59-9, (S)-1-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

a) A solution of lithium aluminium hydride in tetrahydrofuran (1M, 22.0 ml, 22.0 mmol) was added dropwise to a solution of (2S)-1- (TERT-BUTOXYCARBONYL) piperazine-2-carboxylic acid (see US5348955, 1.007 g, 4.38 mmol) in tetrahydrofuran (20 ml) cooled TO-15C. The mixture was allowed to warm to 15C over 1.5 hours and then heated at reflux for 3 hours. The mixture was cooled in an ice bath and then water (0.4 ML) was added dropwise followed by a dilute solution of sodium hydroxide (1M, 0.4 ml) and a further portion of water (1.2 ml). The mixture was stirred at room temperature for 0.5 hours and then allowed to stand overnight. The resultant precipitate was filtered and the residue was washed with diethyl ether. The filtrate was evaporated and the residue purified by silica gel chromatography eluting with a 10% mixture of methanol (containing 10% 7M ammonia in methanol) in dichloromethane to give [(2S)-L-METHYLPIPERAZIN-2-YL] methanol (0.3802 g, 67% yield): H-NMR (CDC13) : 3.88 (dd, 1H), 3.46 (dd, 1H), 2.79-2. 96 (m, 4H), 2.25-2. 35 (m, 1H), 2.33 (s, 3H), 2.00-2. 15 (m, 4H); 13C-NMR (CDC13) : 43.1, 46.3, 49.0, 56.2, 61.6, 63.6., 159532-59-9

159532-59-9 (S)-1-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid 40419053, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/94410; (2004); 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.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