Month: May 2021

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.74879-18-8,(S)-(+)-2-Methylpiperazine,as a common compound, the synthetic route is as follows.,74879-18-8

To a solution of (S)-2-methylpiperazine (10 g, 100 mmol, eq) in EtOH (200 ml_) was added DIPEA (43.58 ml_, 250 mmol, 2.5 eq) and BOC20 (21.8 ml_, 100 mmol, 1 eq) at RT, then the reaction mixture was continued for 16 h. TLC analysis indicated formation of a less polar spot. The reaction mixture was concentrated to crude compound, which was diluted with water and extracted with EtOAc (3×100 ml_). The combined organic layer was dried over Na2S04 then concentrated to give (S)-tert-butyl 3-methylpiperazine- 1 -carboxylate (18 g, 90%) as a colorless oil.

As the paragraph descriping shows that 74879-18-8 is playing an increasingly important role.

Reference：
Patent; ONTARIO INSTITUTE FOR CANCER RESEARCH (OICR); AL-AWAR, Rima; ISAAC, Methvin; CHAU, Anh My; MAMAI, Ahmed; WATSON, Iain; PODA, Gennady; SUBRAMANIAN, Pandiaraju; WILSON, Brian; UEHLING, David; (191 pag.)WO2019/119145; (2019); 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.109-01-3,1-Methylpiperazine,as a common compound, the synthetic route is as follows.

To a solution of 1-(bromomethyl)-4-nitrobenzene (4.0 g, 18.5 mmol) and 1- methylpiperazine (1.7 g, 17.0 mmol) in CH3CN was added K2CO3 (3.8 g, 27.5 mmol), the mixture was stirred at 85 oC overnight. After completion, removed the solvent, extracted with ethyl acetate (150 mL × 3), washed with water (80 mL × 2), brine (80 mL × 2), dried with Na2SO4, purified by silica gel (DCM / MeOH = 50/1, 30/1), light brown solid 1-methyl-4-(4-nitrobenzyl)piperazine (3.3 g) was obtained, yield 76%. LC/MS (ESI) m/z = 236 (M + H) +.

109-01-3, The synthetic route of 109-01-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; THE BROAD INSTITUTE, INC.; DANA-FARBER CANCER INSTITUTE, INC.; THE GENERAL HOSPITAL CORPORATION D/B/A MASSACHUSETTS GENERAL HOSPITAL; GRAY, Nathanael, S.; LIANG, Yanke; CHOI, Hwan, Geun; SUNDBERG, Thomas; SHAMJI, Alykhan; XAVIER, Ramnik; FISHER, David E.; (251 pag.)WO2018/9544; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

120737-59-9, tert-Butyl 3-methylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3-METHYLPIPERAZINE-1-CARBOXYLIC acid test-butyl ester (160 mg; 0.80 MMOL ; 2 eq.) (prepared as reported in J. Med. Chem. 1993,36, 690-698), cesium carbonate (195 mg; 0.6 MMOL ; 1.5 eq. ), palladium acetate (9 mg; 0.04 MMOL ; 0.10 eq. ) and 2,2′- bis (diphenylphosphino)-1, 1′-binaphthyl (38 mg; 0.06 MMOL ; 0.15 eq. ) were added to a solution of 2-METHYLQUINOLIN-5-YL-TRIFLUOROMETHANESULFONATE (D1) (117 mg, 0.4 MMOL ; 1 eq) in dry toluene (2.5 mL) under nitrogen. The reaction mixture was stirred at reflux under nitrogen for 10 h. The reaction was cooled and filtered through a pad of celite which was then washed with DCM (50 mL). The filtrates was concentrated in vacuo and the crude product was purified by SPE cartridge (Si, 2g), eluting with 5percent ethylacetate in cyclohexane to afford 3-methyl-4-(2-methylquinolin-5-yl)piperazin-1- carboxylic acid tert-butyl ester as a yellow oil (84 mg; yield 62percent). MS; (ES) m/z: 341.45 [MH] +. C2OH27N302 requires 342. 4.APOS;H-NMR (300 MHz, CDCI3) 8 : 8.5 (d, 1H), 7.77 (d, 1 H), 7.61 (t, 1 H), 7.29 (d, 1 H), 7.12 (d, 1 H), 3.8-3. 6, m/m, 2H), 3. 4- 3. 3 (m, 1 H), 3. 2- 3. 1 (m, 1 H), 3.1-2. 9 (m, 2H), 2.74 (s, 3 H), 1.45 (s, 9H), 1.36 (d, 3H). This compound (84 mg) was dissolved in a mixture 3: 1 of trifluoroacetic acid: DCM (4 mL) and stirred at r. T. for 6h. The solvent was evaporated in vacuo and the residue purified on SCX cartridge (1G) to afford the title compound (D14) (44 mg; yield 76percent) MS; (ES) m/z: 241.45 [MH] +. C15H19N3 requires 242.4. 1H-NMR (300 MHz, CDCI3) 8 : 8.5 (d, 1H), 7.77 (d, 1 H), 7.61 (t, 1 H), 7.29 (d, 1 H), 7.12 (d, 1 H), 3.3 (m, 4H), 3.15 (m, 4 H), 2.74 (s, 3 H), 1.9 (m, 2H)., 120737-59-9

The synthetic route of 120737-59-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GLAXO GROUP LIMITED; WO2004/46124; (2004); 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, 10 mmol (3.38 g) methyl-(3Z)-1-acetyl-3-[hydroxy(pyridin-4-yl)methylene]-2-oxoindoline-5-carboxylate inter-mediate was suspended in 40 ml dry dioxane and 20 mmol (3.22 g, 4.18 ml) HMDS (hexamethyldisilazane), 20 mmol(2.17 g, 2.54 ml) trimethylsilyl chloride and 4-[(4-methylpiperazin-1-yl)methyl]aniline were added to the reaction mixtureunder inert atmosphere and refluxed overnight. The reaction mixture was poured into 30 ml 10 % Na2CO3 and extractedwith 3×60 ml ethyl-acetate. The organic layer was separated and dried over MgSO4. The dessicant was filtered off andthe solvent was removed under reduced pressure to give methyl-(3Z)-3-[({4-[(4-methylpiperazin-1-yl)methyl]phenyl}ami-no)(pyridin-4-yl)methylene]-2-oxoindoline-5-carboxylate as dark brown oil. This product was used in the next step withoutpurification.C28H29N5O3 calc. 483.58MS (ESI) [M+H]+: 484 MS (ESI) [M+H]-: 482

70261-82-4 4-(4-Methylpiperazin-1-ylmethyl)phenylamine 3153996, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Max-Planck-Gesellschaft zur Foerderung der Wissenschaften e.V.; Vichem Chemie Ltd.; Keri, Gyoergy; Oerfi, Laszlo; Horvath, Zoltan; Szokol, Balint; Dobos, Judit; Nemes, Zoltan; Szantay Kis, Csaba; Eroes, Danilel; Breza, Nora; Baska, Ferenc; Karlas, Alexander; Goedert, Sigrid; Meyer, Thomas F.; (133 pag.)EP3056202; (2016); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

163765-44-4, (R)-1-Boc-3-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To 5-bromo-2-nitro-pyridine (500 mg, 2.46 mmol) and (‘R)-3-methyl-piperazine-1 -carboxylic acid tert-butyl ester (592 mg, 2.96 mmol) in 1 ,4-dioxane is added Cs2C03 (963 mg, 2.96 mmol) and XantPhos (71.3 mg, 0.12 mmol). The mixture is degassed for 5 min. Pd2(dba)3 (123 mg, 0.12 mmol) is added, degassed for 5 min. and stirred for 15 h at reflux. The reaction mixture is filtered through Celite and washed with DCM (50ml_ x 2). The combined organic layers are washed with brine, dried with Na2S04, filtered and concentrated under reduced pressure. The resulting residue is purified by silica gel chromatography (0602) (EtOAc/hexane) to afford the title product. (0603) Yield: 400 mg (50%), 163765-44-4

The synthetic route of 163765-44-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HYDRA BIOSCIENCES, INC.; BRUNETTE, Steven; CUI, Jianwen; LOWE, Michael D.; SARKO, Christopher Ronald; SURPRENANT, Simon; TURNER, Michael Robert; WU, Xinyuan; SMITH KEENAN, Lana Louise; BOUYSSOU, Thierry; (183 pag.)WO2019/158572; (2019); 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.314741-40-7,(S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

4-Methyl-5-oxiran-2-yl-2-benzofuran-l(3H)- one (3.00 g, 15.8 mmol) and (5)-4-N-BOC-2-hydroxymethylpiperazine (5.12 g. 23.7 mmol) were suspended in ethanol (10 mL) in a 20 mL microwave tube. The reaction mixture was degassed and heated in a microwave apparatus for 30 min at 150C. The reaction mixture was evaporated to dryness, then chromatographed through a 330g Redi-sep column and eluted with a solvent system of 1 : 1 EtOAc/ hexane to 100% EtOAc to yield the title compound. LC-MS : M+l= 407., 314741-40-7

The synthetic route of 314741-40-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; MERCK SHARP & DOHME CORP.; PIO, Barbara; PASTERNAK, Alexander; SHAHRIPOUR, Aurash; TANG, Haifeng; WALSH, Shawn; WO2013/90271; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

13484-40-7, 1-(2-Methoxyethyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a mixture of 5-cyclopropyl-5-phenyl- (0.01 mol; 1) or 5-cyclopropyl-5-(4-chlorophenyl)-imidazolidine-2,4-dione (0.01 mol; 2), 40% solution of formaldehyde (0.01 mol) in 96% ethanol (20 mL), corresponding 4-substituted piperazines (0.01 mol), tetrahydroisoquinoline (THIQ) or morpholine dissolved in 96% ethanol (10 mL) were added. The mixture was left for ca. 12 h at room temperature and then refrigerated at ca. -10 C for 24 h. The precipitated crude products were washed with cold ethanol, separated by filtration and recrystallized from 96% ethanol.

13484-40-7, The synthetic route of 13484-40-7 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Byrtus, Hanna; Obniska, Jolanta; Czopek, Anna; Kami?ski, Krzysztof; Paw?owski, MacIej; Bioorganic and Medicinal Chemistry; vol. 19; 20; (2011); p. 6149 – 6156;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

30459-17-7, 1-(4-Trifluoromethylphenyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: The crude acid chloride 7 obtained in the previous step was cooledto 0 C and dissolved in dry DMF (2 mL). To this solution, the appropriateamine (1.65 mmol) and triethylamine (1 mL, 10 mmol) wereadded. The reaction mixture was stirred at 100 C for 6 h. The solutionwas poured over crushed ice and the precipitated solid was filtered off,washed with water, dried and recrystallized from the suitable solvent. Yield: 65%, m.p.: 120-122?C, I.R (KBr, cm-1): upsilonmax 3464 (NH), 3116 (CH aromatic), 2924 (CH aliphatic), 1670 (2C=O), 1635 (C=N), 1550 (C=C), 1H NMR: delta 3.35 (s, 8H, piperazinyl-H), 4.37 (s, 2H, CH2), 7.18-7.24 (m, 2H, trifluorophenyl-H), 7.37-7.45 (m, 6H, trifluorophenyl-H and phenyl-H), 7.87-7.90 (m, 1H, pyridyl-H), 8.40 (d, 1H, J?=?8.2?Hz, pyridyl-H), 9.05 (d, 1H, J?=?3.5?Hz, pyridyl-H), 12.86 (s, 1H, NH exchanged by D2O). Anal. Calcd. for C26H22F3N5O2 (493.49): C, 63.28; H, 4.49; N, 14.19. Found: C, 63.56; H, 4.65; N, 14.53.

30459-17-7, The synthetic route of 30459-17-7 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Elmasry, Ghada F.; Aly, Enayat E.; Awadallah, Fadi M.; El-Moghazy, Samir M.; Bioorganic Chemistry; vol. 87; (2019); p. 655 – 666;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5625-67-2, Piperazin-2-one is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5625-67-2, EXAMPLE 151 EPO Preparation of 4-(4-methyl-2-piperazinon- 1 -yl)piperidin- 1 -yl-2-(2-methoxyphenyl)-2-(4- chlorophenylaminocarbonylamino)-acetamide; A. Preparation of 4-(4-methyl-2-piperazinon-l-yl)piperidine; [0523] To a solution of 2-pirhoerazinone (200 mg, 2.00 nimol) and HCHO (37% aq., 0.200 mL, 2.69 mmol) in MeOH (6 niL) at room temperature, NaBH3CN (162 mg, 2.57 mmol) was added. After being stirred at room temperature overnight, the solution was concentrated in vacuo. The residue was partitioned between 5% aq. NaHCO3 and nBuOH. The nBuOH phase was separated, concentrated in vacuo to give the 4-methyl-2-piperazinone as a semi-solid (118 mg). MS 115.5 (M+H).[0524] A mixture of 4-iodopyridine (218 mg, 1.06 mmol), 4-methyl-2-piperazinone (106 mg, 0.929 mmol), K3PO4 (425 mg, 2.00 mmol) and 1,2-trans-diaminocyclohexane (0.050 mL, 0.41 mmol) in anhydrous dioxane (3.0 mL) was degassed with Ar before being charged with CuI (40 mg, 0.21 mmol). The mixture in a sealed tube was heated at 1100C overnight. The mixture was purified by a prep-TLC using MeOHZCH2Cl2 (10/90) as solvents to give 1- (pyridin-4-yl)-4-methyl-2-piperazinone (42 mg). MS 192.5 (M+H).[0525] A mixture of l-(pyridin-4-yl)-4-methyl-2-piperazinone (12 mg, 0.063 mmol) and PtO2 (49 mg) in HOAc (6.0 mL) was hydrogenated on a Parr shaker under 40 psi for 3 days. The mixture was filtered through celite. The filtrate was concentrated in vacuo. The residue was dissolved in IN HCl (5.0 mL). The solution was then concentrated in vacuo to give the titled compound as hydrochloride salt (12 mg). MS 198.5 (M+H).

As the paragraph descriping shows that 5625-67-2 is playing an increasingly important role.

Reference：
Patent; PORTOLA PHARMACEUTICALS, INC.; WO2006/63113; (2006); 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.103-76-4,N-(2-Hydroxyethyl)piperazine,as a common compound, the synthetic route is as follows.

The 5 mmol N, N – dimethyl glycine, 2 mmol CuI, 20 mmol 4, 6 – dichloro -2 – methyl pyrimidine dissolved in 100 ml DMF, under stirring, add 22 mmol N – hydroxyethyl piperazine, 40 mmol K3PO4, Stirring at room temperature for 40 min, added under mixing 2 – amino – N – (2 – chloro -6 – methyl phenyl) -5 – thiazole carboxamide 22 mmol. Through N2, For 120 C lower reaction 6 h after, adding 50 ml ammonia dissolved copper salt, for 50 ml × 3 ethyl acetate extraction, the combined acetic acid ethyl ester, saturated salt water for washing, the organic layer using anhydrous Na2SO4Drying, get the crude product. The crude product by adding 80% ethanol aqueous solution 100 ml, under stirring, by adding 2 g of activated carbon, reflux 30 min, is still hot filtration, filtrate refrigeration crystallization overnight, filtered, the filter cake of ice 80% ethanol aqueous solution washing, drying, to obtain white solid 8.64 g, yield 88.41% above, purity 99.92% above.

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

Reference：
Patent; Shandong Luoxin Pharmaceutical Group Co., Ltd.; Shandong Luoxin Pharmaceutical Group Hengxin Pharmaceutical Co., Ltd.; Shandong Yuxin Pharmaceutical Co., Ltd.; Gao Hongjun; Lv Peng; Yang Jianzhu; (11 pag.)CN109369638; (2019); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics