Heterocyclic Building Blocks-piperazine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.55121-99-8,(4-Aminophenyl)(4-methylpiperazin-1-yl)methanone,as a common compound, the synthetic route is as follows.,55121-99-8

Step 3: l-(4-Bromo-phenyl)-3-[4-(4-methyl-piperazine-l-carbonyl)-phenyl]-urea rTo a solution of (4-amino-phenyl)-(4-methyl-piperazine-l-yl)-methanone (10.0 g, 0.0456 mol) and TEA (4.7 g, 0.0456 mol) in DCM (150 mL) was added 4-bromophenyl isocyanate (10.9 g, 0.0547 mol). The reaction mixture was stirred at room temperature for 12 h. The white solid was obtained and was filtered and dried to afford the title compound [15.0 g, 79%]; LC-MS (ESI): Calculated mass: 416.1; Observed mass: 417.1 [M+H]+ (RT: 0.23 min).

As the paragraph descriping shows that 55121-99-8 is playing an increasingly important role.

Reference：
Patent; ENDO PHARMACEUTICALS INC.; SMITH, Roger, Astbury; THOMPSON, Scott, Kevin; HOSAHALLI, Subramanya; BEJUGAM, Mallesham; NANDURI, Srinivas; PANIGRAHI, Sunil, Kumar; MAHALINGAM, Natarajan; WO2012/58671; (2012); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

74879-18-8, (S)-(+)-2-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,74879-18-8

Example 8 2-(2,8-dimethylimidazo[l,2-b]pyridazin-6-yl)-7-[(3S)-3-methylpiperazin-l-yl]pyrido[l,2 a]pyrimidin-4-one In a sealed tube, 2-(2,8-dimethylimidazo[l,2-b]pyridazin-6-yl)-7-fluoro-pyrido[l,2- a]pyrimidin-4-one (Intermediate 2; 33 mg, 0.107 mmol), and (S)-2-methylpiperazine (43 mg, 0.427 mmol, 4.0 eq.) were stirred in DMSO (2 mL) at 120C overnight. The solvent was removed under high vacuum. The residue was taken up in CH2CI2 and washed with an aqueous saturated solution of NaHC03. The organic layer was separated and dried over Na2S04 and concentrated in vacuo. The crude was purified by column chromatography (S1O2, CH2Cl2/MeOH=95/5 to 90/10) to afford the title product (18 mg, 43%) as a light yellow solid. MS m/z 390.3 [M+H+].

The synthetic route of 74879-18-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; PTC THERAPEUTICS INC.; RATNI, Hasane; GREEN, Luke; NARYSHKIN, Nikolai A.; WEETALL, Marla L.; (80 pag.)WO2015/173181; (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.57260-71-6,tert-Butyl piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

57260-71-6, To a solution of 1-boc piperazine (5.0 g, 26.88 mmol) in dry THF (50 mL), 1,1-thiocarbonylimidazole (5.48 g, 29.56 mmol) was added at room temperature and stirred for 2 h. The reaction mixture was heated at 50C for 1 h. It was cooled down to 0 C and methanolic ammonia solution (50 mL, 7 N) was added. The mixture was stirred at 60C for 20 h. It was then diluted with water and extracted with EtOAc. The organic layer was dried over anhydrous Na2SO4 and concentrated under vacuum. The crude product was purified by flash chromatography to give the title compound. Yield: 92% (4.0 g, white solid). 1H NMR (400 MHz, DMSO-d6): delta 9.2 (m, 2H), 3.16-3.14 (m, 2H), 2.49-2.48 (m, 6H), 1.30 (s, 9H). LCMS: (Method A) 246.2 (M+H), Rt. 2.93 min, 95.3% (Max).

The synthetic route of 57260-71-6 has been constantly updated, and we look forward to future research findings.

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.934-98-5,2-(4-Methylpiperazin-1-yl)ethanamine,as a common compound, the synthetic route is as follows.

934-98-5, General method F; A mixture of the appropriate sulfinyl derivative such as Intermediate 39 described hereinbefore (ex:2-methanesulfinyl-5-(3-trifluoromethoxy-phenyl)-imidazo[2, 1 – b][1 ,3,4]thiadiazole) (1 equiv), the appropriate amine (1.5 equiv) (ex: 2-(4-methyl- piperazin-1 -yl)-ethylamine) and Et3N (2 equiv) (0.092 mL, 0.662 mmol) in isopropanol (15 mL/mmol) was heated in a sealed tube at 110 °C for 40 h. On cooling, DCM was added and the mixture was washed with water. The organic layer was dried (sodium sulfate), filtered and concentrated. The residue was purified by column chromatography (Isolute/Flash, Sill, 0percent to 20percent MeOH in DCM) to give the desired product (ex: [2-(4-methyl-piperazin-1 -yl)-ethyl]-[5-(3- trifluoromethoxy-phenyl)-imidazo[2,1-b][1 ,3,4]thiadiazol-2-yl]-amine).; Example 47; [2-(4- ethyl-piperazin-1-yl)-ethyl]-[5-(3-trifluoromethoxy-phenyl)- imidazo[2,1-b][1,3,4]t iadiazol-2-yl]-amine; HPLC-MS (method 1): Rt= 3.15 min, [M+1]+ m/z 427.2.1H NMR (300 MHz, MeOD) delta 7.99 (s, 1 H), 7.85 (d, J = 8.0 Hz, 1 H), 7.48 (s, 1 H), 7.46 (t, J = 8.1 Hz, 1 H), 7.15 (d, J = 8.2 Hz, 1 H), 3.57 (t, J = 6.5 Hz, 2H), 2.69 (t, J = 6.5 Hz, 2H), 2.60 (m, 4H), 2.50 (m, 4H), 2.27 (s, 3H).Yield: 48percent

934-98-5 2-(4-Methylpiperazin-1-yl)ethanamine 70284, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; CENTRO NACIONAL DE INVESTIGACIONES ONCOLOGICAS (CNIO); PASTOR FERNANDEZ, Joaquin; GARCIA COLLAZO, Ana, Maria; NOYA MARINO, Beatriz; GONZALEZ CANTALAPIEDRA, Esther; WO2012/20217; (2012); 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.

6.4 g (26.09 mmol) tert-butyl-4-(aminocarbothioyl)piperazine 1-carboxylate and 3.8 mL CH3I in 80 mL dichloromethane were stirred for 4 days at room temperature. Evaporation of the mixture yielded the corresponding methyl compound as the hydroiodide which was reacted further without further purification., 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; Amberg, Wilhelm; Netz, Astrid; Kling, Andreas; Ochse, Michael; Lange, Udo; Hutchins, Charles W.; Garcia-Ladona, Francisco Javier; Wernet, Wolfgang; Hahn, Alfred; US2010/41698; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

13754-38-6, 1-Benzoylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of compounds 11 (2.74 g, 10 mmol), amine 12(11 mmol), and K2CO3 (1.66 g, 12 mmol) in CH2Cl2 (10 ml) wereheated at 40 C for 0.5 h. The progress of the reaction was monitoredby TLC, after completion of the reaction, the reaction mixturewas extracted with three portions of CH2Cl2. The orange extractswere washed with brine until neutrality, then dried over anhydrousNa2SO4 and concentrated in vacuo. Then the residue waspurified by a silica-gel column chromatography (PE/EtOAc 3:1) togive the desired compounds.

13754-38-6, As the paragraph descriping shows that 13754-38-6 is playing an increasingly important role.

Reference：
Article; Wang, Jin; Xia, Fei; Jin, Wen-Bin; Guan, Jin-Yan; Zhao, Hang; Bioorganic Chemistry; vol. 68; (2016); p. 214 – 218;,
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.791846-40-7,tert-Butyl 4-(4-bromo-2-cyanophenyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

STEP B: 2-[4-(4-Bromo-2-cvano-phenyl)-piperazin-1-yl)-N.N-diethyl-2-phenyl-acetamide. A solution of 4-(4-Bromo-2-cyano-phenyl)-piperazine-1 -carboxylic acid tert- butyl ester (151.6mg) prepared as in STEP A above was dissolved in CH2CI2 (3 ml_) and the resulting mixture treated with TFA (1 ml_). The resulting mixture was stirred for 6h, then the solvent was removed to yield a residue. To the residue was added 2-bromo-N,N-diethyl-2-phenyl-acetamide (0.14g), Na2CO3 (0.2Og) and DMF (3 ml_). The resulting mixture was stirred for 16h, then diluted with water (50 ml_) and extracted with diethyl ether. The resulting mixture was dried over MgSO4, the solvent was removed and the resulting residue purified on SiO2 (hexanes/ EtOAc O to 50%) to yield the title compound., 791846-40-7

The synthetic route of 791846-40-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Janssen Pharmaceutica N.V.; WO2009/79593; (2009); 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.325145-35-5,(S)-tert-Butyl 2-ethylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of 5-chloro-1- (chloromethyl) -2-methyl-3-nitrobenzene (D23 1.232 g) in DMF (20 mL) were added (S) -tert-butyl 2-ethylpiperazine-1-carboxylate (1 g) and K2CO3(1.935 g) at 60. After stirring overnight the mixture was poured into ice/water and then extracted with DCM (3×100 mL) . The combined organic layers were dried over Na2SO4 filtered and concentrated to give a yellow oil which was purified by column chromatography (eluting with EAPE5) to give the title compund (1.3 g) as a yellow solid. MS (ESI) C19H28ClN3O4requires 397 found 398 [M+H]+., 325145-35-5

The synthetic route of 325145-35-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; LEI, Hui; MA, Xin; REN, Feng; LIN, Xichen; MARQUIS, Robert W., Jr.; WO2015/180614; (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.3022-15-9,Piperazine-2-carboxylic acid dihydrochloride,as a common compound, the synthetic route is as follows.,3022-15-9

piperazine-2-carboxylic acid dihydrochloride (10.0 g, 49.23 mmol) is dissolved in 1:1 dioxane/water (320 ml). 50% Aqueous sodium hydroxide is added to bring the pH to 11. BOC-ON (2-(tert-butoxycarbonyloxyimino)-2-phenylacetonitrile), (15.59 g, 63.32 mmol) is dissolved in dioxane (80 ml) and added dropwise while maintaining the pH at 11 with 50% aqueous sodium hydroxide. The reaction is stirred overnight at ambient temperature. The reaction mixture is then extracted with diethyl ether (5×250 ml) and acidified to pH 2 with concentrated hydrochloric acid. The di-Boc compound is then extracted out with ethyl acetate (4×200 ml) and the acidic aqueous solution containing the desired mono-Boc product is then taken on in the synthesis.

The synthetic route of 3022-15-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Aventis Pharmaceuticals Inc.; US7138526; (2006); 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.623586-00-5,(R)-1-Cbz-3-methylpiperazine,as a common compound, the synthetic route is as follows.

623586-00-5, A mixture of (R)-benzyl 3-methylpiperazine-1-carboxylate (4.8 g, 20.5 mmol) from step (a) above, 1,3-bis(tertbutoxycarbonyl)-2-methylisothiourea (6.5 g, 23 mmol, Aldrich), and triethylamine (3.4 mL, 24.6 mmol, Aldrich) in DCM (140 mL) was added mercury(II)chloride (5.8 g, 21.6 mmol, Aldrich). The reaction mixture was stirred at RT for 16 h. Then, the mixture was filtered and the solid was washed with DCM (2*100 mL). The combined filtrates were concentrated in vacuo and the residue was purified on silica gel using ISCO Combiflash system with DCM/2M methanolic ammonia gradient to give the title compound as a white solid. MS (ESI, positive ion) m/z: 477 (M+1).

The synthetic route of 623586-00-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Gore, Vijay Keshav; Ma, Vu Van; Norman, Mark H.; Ognyanov, Vassil I.; Xi, Ning; US2006/84640; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics