Month: October 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.13889-98-0,1-Acetylpiperazine,as a common compound, the synthetic route is as follows.

General procedure: In a 25 mL two necked round bottom flask, azole (1 mmol), amine (2.0 mmol), Cu(acac)2 (52.6 mg, 20 mol %), and 5 mL xylene were added. The above mixture was kept under reflux condition and then molecular oxygen was bubbled into the reaction mixture till the completion of reaction. The progress of reaction was monitored using gas chromatography. After completion of the reaction, the reaction mixture was filtered through celite bed. The organic solvent was removed under reduced pressure. The reaction mixture was analyzed using gas chromatography (Perkin Elmer, Clarus 400) equipped with a flame ionization detector (FID) and capillary column. The crude product was purified by column chromatography (silica gel, 100-200 mesh; petroleum ether/ethyl acetate, 90:10) to afford pure products. All the prepared compounds were confirmed by comparing with their authentic samples and were characterized by GC-MS (Shimadzu QP 2010), 1H NMR (Varian 500 MHz).

13889-98-0, 13889-98-0 1-Acetylpiperazine 83795, apiperazines compound, is more and more widely used in various fields.

Reference£º
Article; Wagh, Yogesh S.; Bhanage, Bhalchandra M.; Tetrahedron Letters; vol. 53; 48; (2012); p. 6500 – 6503,4;,
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.

N-(4-Bromophenyl)-4-methoxybenzamide (2 g, 6.53 mmol), Cbz-piperazine (1.38 g, 7.18 mmol), XPhos (623 mg, 1.31 mmol) and NaO/Bu (1.38 g, 14.4 mmol) were suspended in dioxane (20 ml) and degassed with nitrogen for 30 minutes. [Pd2(dba)3] (598 mg, 0.65 mmol) was then added and the reaction mixture was heated to 90 C for 2 h under N2. The re action was allowed to cool to rt and diluted with H20. The precipitate formed was collected by filtration and washed with H20. The dry residue (3.7 g) was triturated with diethyl ether to afford the title compound (2.85 g, 98%) as a brown solid. NMR (400 MHz, DMSO): d 9.92 (s, 1H), 7.94 (d, J=8.9 Hz, 2H), 7.62 (d, J=9.2 Hz, 2H), 7.40 (d, J=4.5 Hz, 4H), 7.38 – 7.31 (m, 1H), 7.05 (d, J=8.9 Hz, 2H), 6.95 (d, J=9.2 Hz, 2H), 5.12 (s, 2H), 3.84 (s, 3H), 3.59 – 3.56 (m, 4H), 3.09 (dd, J=5.0, 5.0 Hz, 4H). LC-MS: Rt = 1.69 min, m/z = 446, [M+H]+.

31166-44-6, 31166-44-6 1-Cbz-Piperazine 643495, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BORRONI, Edilio; GOBBI, Luca; HONER, Michael; EDELMANN, Martin; MITCHELL, Dale; HARDICK, David; SCHMIDT, Wolfgang; STEELE, Christopher; MULLA, Mushtaq; (151 pag.)WO2019/121661; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

53788-49-1, tert-Butyl 4-methylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

53788-49-1, (2) Tert-butyl 4-(4-chloropyrimidin-2-yl)piperazine-1-carboxylate A mixture of 4-methyltert-butyl piperazine-1-carboxylate (2.0 g, 9.98 mmol), 2,4-dichloropyrimidine (1.49 g, 9.98 mmol) and toluene (20 ml) was stirred at 110 C. overnight. The reaction was poured into water and extracted with ethyl acetate. The extract was washed with water, dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate_hexane=1:1) to obtain the title compound (1.83 g, 62%) as a solid. 1H NMR (CDCl3) delta: 1.49 (9H, s), 3.44-3.53 (4H, m), 3.75-3.84 (4H, m), 6.53 (1H, d, J=5.1 Hz), 8.16 (1H, d, J=5.1 Hz).

As the paragraph descriping shows that 53788-49-1 is playing an increasingly important role.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; US2009/163508; (2009); 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

DIAD (2.6 g, 13 mmol) was added dropwise to a solution of tert-butyl 4- (4-hydroxyphenyl) piperazine-1-carboxylate (3 g, 11 mmol) , 3- (4-methylpiperazin-1-yl) propan-1-ol (2.5 g, 16 mmol) and PPh3(4.3 g, 16 mmol) in THF (50 mL) . The resulting mixture was stirred at rt overnight. The solution was added with water (20 mL) , extracted with ethyl acetate (30 mL) and washed with brine (20 mL) . The organic layer was dried, concentrated and purified by column chromatography (DCM: MeOH = 15: 1) to get the desired product as a colorless oil (3.5 g, 78%) .1H NMR (400 MHz, DMSO-d6) delta 6.88 (d, J = 8.0Hz, 2H) , 6.81 (d, J = 8.0Hz, 2H) , 3.90 (t, J = 8.0Hz, 2H) , 3.44 (t, J = 4.0Hz, 4H) , 2.94 (t, J = 4.0Hz, 4H) , 2.38-2.30 (m, 10H) , 2.14 (s, 3H) , 1.82-1.79 (m, 2H) , 1.41 (s, 9H) ppm. MS: M/e 419 (M+1)+

The synthetic route of 5317-33-9 has been constantly updated, and we look forward to future research findings.

Reference£º
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.112257-12-2,tert-Butyl 4-(2-bromoacetyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

General procedure: To a solution of bromide 3a-g (1.0 eq) in DMSO was added NaN3 (1.2 eq) at room temperature. Then the reaction mixture was heated to 50 C and kept for 3 h. Upon completion, EtOAc and H2O were added. The aqueous layer was extracted with EtOAc; the combined organic layers were washed with H2O for several times to remove the DMSO, and then washed with brine, dried over MgSO4 and evaporated to give the corresponding products 4a-g. Compounds 4d and 4e were known compounds [44] and therefore not characterized in this work., 112257-12-2

The synthetic route of 112257-12-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Yu, Bin; Wang, Sai-Qi; Qi, Ping-Ping; Yang, Dong-Xiao; Tang, Kai; Liu, Hong-Min; European Journal of Medicinal Chemistry; vol. 124; (2016); p. 350 – 360;,
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.314741-40-7,(S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

General procedure: A Pyrex vessel was charged with magnetic stirring bar, (0.350 g, 2.00 mmol) of 2-methoxy-4-(oxiran-2-yl)benzonitrile, (0.457 g, 2.20 mmol) of tert-butyl (3S)-3-(hydroxymethyl)piperazine-1-carboxylate, and 6 mL of EtOH.Then it was introduced in the microwave reactor and irradiated at 150 C for 3 hr. Then the mixture was cooled toroom temperature and the solvent was evaporated and the resulting residue was purified by column chromatography(silica gel, 1- 20% dichloromethane/MeOH) which afforded the title compound as a mixture of two diastereomers(1:1). LC/MS: (IE, m/z) [(M + 1) – t-Bu]+ = 336.1., 314741-40-7

314741-40-7 (S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate 24820294, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Merck Sharp & Dohme Corp.; PASTERNAK, Alexander; BLIZZARD, Timothy; CHOBANIAN, Harry; DE JESUS, Reynalda; DING, Fa-Xiang; DONG, Shuzhi; GUDE, Candido; KIM, Dooseop; TANG, Haifeng; WALSH, Shawn; PIO, Barbara; JIANG, Jinlong; (128 pag.)EP2744499; (2016); 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.208167-83-3,tert-Butyl 4-(2-chloroethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Preparation of tert-butyl 4-(2-((3-cyano-4-(6-(4-methyl-4- (picolinamido)piperidin-l-yl)pyridin-3-yl)pyrazolo[l,5-a]pyridin-6-yl)oxy)ethyl)piperazine- 1-carboxylate. To a solution of N-(l-(5-(3-cyano-6-hydroxypyrazolo[l,5-a]pyridin-4- yl)pyridin-2-yl)-4-methylpiperidin-4-yl)picolinamide (Intermediate P90, 120 mg, 0.265 mmol) in DMA (2.646 mL) was added tert-Butyl 4-(2-chloroethyl)tetrahydro-l(2H)- pyrazinecarboxylate (65.8 mg, 0.265 mmol) and cesium carbonate (431 mg, 1.32 mmol). The reaction mixture was stirred at 60C for 48 h. After cooling to ambient temperature, the reaction mixture was diluted with 4: 1 DCM/IPA and washed successively with saturated NaHC03(aq) and saturated NaCl(aq). The organic extract was dried over anhydrous Na2S04(S), filtered, and concentrated in vacuo to afford the title compound (176 mg, 0.264 mmol, 99.9 % yield) in sufficient purity for step 2. MS (apci) m/z = 666.4 (M+H).

208167-83-3, The synthetic route of 208167-83-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ANDREWS, Steven W.; ARONOW, Sean; BLAKE, James F.; BRANDHUBER, Barbara J.; COLLIER, James; COOK, Adam; HAAS, Julia; JIANG, Yutong; KOLAKOWSKI, Gabrielle R.; MCFADDIN, Elizabeth A.; MCKENNEY, Megan L.; MCNULTY, Oren T.; METCALF, Andrew T.; MORENO, David A.; RAMANN, Ginelle A.; TANG, Tony P.; REN, Li; WALLS, Shane M.; (946 pag.)WO2018/71454; (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.485841-52-9,(S)-1,2-Dimethylpiperazine,as a common compound, the synthetic route is as follows.,485841-52-9

General procedure: To a solution of 53 (0.1 mmol, 1.0 eq.) in EtOH (2 mL) was addedEt3N (10.0 eq.) and corresponding amine (5.0 eq.). The reactionwasstirred at 85 C overnight, and then quenched with saturatedNaHCO3 aqueous solution. The aqueous layer was extracted withdichloromethane. The organic layer was dried over Na2SO4 andconcentrated. The residue was purified by silica gel column chromatography(dichloromethane/methanol 100/1) to give thedesired product.

The synthetic route of 485841-52-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Du, Qian; Fu, Chunyan; Ge, Wenxiang; He, Sudan; Li, Zhanhui; Luo, Lusong; Ma, Haikuo; Sun, Xiaotian; Tian, Sheng; Wang, Xu; Wang, Yujie; Zhang, Xiaohu; Zhang, Yi; Zheng, Jiyue; Zhu, Fang; European Journal of Medicinal Chemistry; (2019);,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

630125-91-6,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.630125-91-6,4-((4-Ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline,as a common compound, the synthetic route is as follows.

To a solution of 100 mg (0.69 mmol) of 3-ethynyl benzoic acid in 5 mL of dry N,N-dimethylformamide, 164 mg (0.57 mmol) of 4-[(4-ethylpiperazin-1-yl)methyl]-3-(trifluoromethyl)aniline (prepared as described in J. Med. Chem., (2010) 53, 4701-4719) 242 mg (0.75 mmol) of TBTU and 0.14 mL (0.82 mmol) of DIPEA were added consecutively. After 15 h under stirring at room temperature the mixture was poured into aqueous NaHC03 and extracted twice with ethylacetate. The organic phase was then washed with brine, dried over Na2S04 and evaporated to dryness. A flash- chromatography on silica gel (DCM-MeOH-NH3 7N in methanol 9/1/0.04), afforded 149 mg of the title compound (63%). 1H NMR (600 MHz, DMSO-d6) delta ppm 0.99 (t, J=7.14 Hz, 3 H) 2.19 – 2.46 (m, 10 H) 3.57 (s, 3 H) 6.61 (br. s., 2 H) 7.60 (t, J=7.88 Hz, 1 H) 7.64 (d, J=2.20 Hz, 1 H) 7.72 (d, J=8.61 Hz, 1 H) 7.80 (dt, J=7.83, 1.21 Hz, 1 H) 7.91 – 7.98 (m, 1 H) 8.05 (dd, J=8.52, 1.92 Hz, 1 H) 8.12 (s, 1 H) 8.16 (t, J=1.47 Hz, 1 H) 8.21 (d, J=2.20 Hz, 1 H) 10.59 (s, 1 H) 12.08 (br. s., 1 H) HRMS (ESI) calcd for C29H28N7OF3 [M+H]+ 548.2380, found 548.2392.

As the paragraph descriping shows that 630125-91-6 is playing an increasingly important role.

Reference£º
Patent; NERVIANO MEDICAL SCIENCES S.R.L.; ANGIOLINI, Mauro; BUFFA, Laura; MENICHINCHERI, Maria; MOTTO, Ilaria; POLUCCI, Paolo; TRAQUANDI, Gabriella; ZUCCOTTO, Fabio; WO2014/184069; (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.169447-86-3,(S)-tert-Butyl 2-benzylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of 122 and 123 (-0.216 mmol) in dioxane (3 ml_) was added (S)~N-Boc-2-benzylpiperazine (0.07 g, 0.254 mmol) and diisopropylethylamine (0.077 ml_, 0.443 mmol). The reaction mixture was heated at 600C for 1 hour. The organic solvent was evaporated under reduced pressure. The crude product mixture was purified by RP-HPLC to yield 3-(3-methylindazol-5-yl)-5-[(S)-4-Boc-3-benzylpiperazin-1-yl]- [1 ,2,4]triazine 124 (0.012 g, 0.025 mmol) and 6-chloro-3-(3-methylindazol-5- yl) )-5-[(S)-4-Boc-3-benzylpiperazin-1-yl]-[1 ,2,4]triazine 125 (0.02 g, 0.038 mmol).

169447-86-3, The synthetic route of 169447-86-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SCHERING CORPORATION; WO2006/81230; (2006); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics