Category: piperazines

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.34334-28-6,4-(4-Methylpiperazin-1-yl)benzonitrile,as a common compound, the synthetic route is as follows.

To a solution of 13 (1eq.) and CoCl2 6H20(2.1 eq.), NaBH4 (10 eq.) was added. The reaction mixture wasstirred for 5h and then filtered on a celite pad. The organic phase wasevaporated under reduced pressure. The yellow oil was purified by flashchromatography on silica gel (CH2Cl2:MeOH 8:2). Thedesired compound was obtained as a white solid (50%). 1H NMR (400MHz, MeOD): delta(ppm) 2.42(s, 3H); 2.74(t, J=8, 4H); 3.17(t, J=8, 4H), 4.43(s,2H); 6.89(d, J=8, 2H); 7.18(d, J=8, 2H). Anal. Calcd. for C12H19N3:C, 70.20; H, 9.33; N, 20.47; found; C, 70.10; H, 9.13; N, 20.27

34334-28-6, 34334-28-6 4-(4-Methylpiperazin-1-yl)benzonitrile 763205, apiperazines compound, is more and more widely used in various fields.

Reference£º
Article; Radi, Marco; Bernardo, Vincenzo; Vignaroli, Giulia; Brai, Annalaura; Biava, Mariangela; Schenone, Silvia; Botta, Maurizio; Tetrahedron Letters; vol. 54; 38; (2013); p. 5204 – 5206;,
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.393781-71-0,1-Boc-2-Ethylpiperazine,as a common compound, the synthetic route is as follows.

To a solution of 1-(6-chloro-3-pyridyl)ethanone (4.00 g, 24.9 mmol; CAS36357-38-7) in ACN (8 mL) was added DIPEA (9.67 g, 74.8 mmol) and (¡À)-tert-butyl 2-ethylpiperazine-1-carboxylate (6.41 g, 29.9 mmol; CAS393781-71-0). The reaction mixture was stirred at 85 C. for 12 hours. On completion, the reaction mixture was concentrated in vacuo to give a residue. The residue was purified by column chromatography (petroleum ether:ethyl acetate=30:1 to 5:1) to give the title compound (8.30 g, 100% yield) as a yellow oil. 1H NMR (400 MHz, CDCl3) delta 8.75 (d, J=2.0 Hz, 1H), 8.03 (dd, J=2.4, 9.2 Hz, 1H), 6.58 (d, J=8.8 Hz, 1H), 4.34 (d, J=13.2 Hz, 1H), 4.27 (d, J=10.4 Hz, 1H), 4.13 (q, J=7.2 Hz, 1H), 4.02 (s, 1H), 3.27 (dd, J=4.0, 13.2 Hz, 1H), 3.20-3.04 (m, 2H), 2.51 (s, 3H), 1.63-1.50 (m, 2H), 1.49 (s, 9H), 0.90 (t, J=7.2 Hz, 3H)., 393781-71-0

393781-71-0 1-Boc-2-Ethylpiperazine 18004789, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Kymera Therapeutics, Inc.; Mainolfi, Nello; Ji, Nan; Kluge, Arthur F.; Weiss, Matthew M.; Zhang, Yi; (1443 pag.)US2019/192668; (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.630125-91-6,4-((4-Ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline,as a common compound, the synthetic route is as follows.

To a suspension of triphosgene (17.2 mg, 0.058 mmol) and Na2C03 (37 mg, 0.348 mmol) in DCM (2 ml), kept atooc under argon, 4-(4-ethyl-piperazin-1-ylmethyl)-3-trifluoromethyl-phenylamine (50 mg, 0.17 4 mmol) was added.The reaction was monitored by HPLC (following the formation of 4-ethyl-piperazine-1-carboxylic acid [4-(4-ethyl-5 piperazin-1-ylmethyl)-3-trifluoromethyl-phenyl]-amide by treating a sample of the reaction mixture with Nethylpiperazine).After 1 h a solution of 2-[2-amino-5-(3-amino-phenylethynyl)-pyrimidin-4-yl]-1-methyl-1 ,5,6, 7-tetrahydro-pyrrolo[3,2-c]pyridin-4-one (1 04 mg, 0.226 mmol) in DMA (1.5 ml) was added and the reaction was letunder stirring overnight. The mixture was diluted with DCM, washed with water (3 x 10 ml), dried over anhydrousNa2S04 and taken to dryness under vacuum. Purification by flash column chromatography (DCM/MeOH 95/5)10 afforded the product as yellow solid (70 mg, 52%).1H NMR (401 MHz, DMSO-dG) o ppm 0.97 (t, J=7.20 Hz, 3 H) 1.45 (s, 9 H) 2.23- 2.45 (m, 10 H) 3.00 (t, J=6.3 Hz, 2H) 3.51 (s, 2 H) 3.84 (s, 3 H) 4.00 (t, J=6.16 Hz, 2 H) 7.06 (d, J=7.69 Hz, 1 H) 7.11 (s, 2 H) 7.25-7.31 (m, 1 H) 7.43(d, J=8.06 Hz, 1 H) 7.49 (s, 1 H) 7.56- 7.65 (m, 2 H) 7.72 (t, J=1.71 Hz, 1 H) 8.01 (d, J=1.71 Hz, 1 H) 8.50 (s, 1 H),10.00 (bs, 1 H), 10.19 (bs, 1 H).

630125-91-6, 630125-91-6 4-((4-Ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline 59134564, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; NERVIANO MEDICAL SCIENCES S.R.L.; MENICHINCHERI, Maria; ANGIOLINI, Mauro; BERTRAND, Jay Aaron; CARUSO, Michele; POLUCCI, Paolo; QUARTIERI, Francesca; SALOM, Barbara; SALSA, Matteo; ZUCCOTTO, Fabio; WO2014/72220; (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.438631-77-7,(R)-1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate,as a common compound, the synthetic route is as follows.

Bromobenzene (125 mg, 0.8 mmol), 1-tert-butyl 3-methyl (3R)-piperazine-1,3-dicarboxylate (213.94 mg, 0.88 mmol), Pd2(dba)3.CHCl3 (8.24 mg, 0.01 mmol), RuPhos (9.29 mg, 0.02 mmol) and Cs2CO3 (324.24 mg, 1 mmol) were suspended in anhydrous toluene (2.5 ml). The sealed reaction was heated at 110 C. for 18 h. The reaction was partitioned between DCM (5 ml) and water (5 ml) then the organics were separated and concentrated in vacuo. The residue was purified via flash column chromatography using a gradient of 0% to 100% EtOAc in heptane then 0% to 100% MeOH in EtOAc. Fractions containing product were combined and concentrated in vacuo to yield the title compound as a yellow glassy solid (51 mg, 13%). LCMS Method 2-Tr=1.21 min (ES+) (M+H+) 321.0., 438631-77-7

The synthetic route of 438631-77-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Navitor Pharmaceuticals, Inc.; O’Neill, David John; Saiah, Eddine; Kang, Seong Woo Anthony; Brearley, Andrew; Bentley, Jonathan; (519 pag.)US2018/127370; (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.303-26-4,1-((4-Chlorophenyl)(phenyl)methyl)piperazine,as a common compound, the synthetic route is as follows.

Example 12 : Preparation of N-(4-methylbenzyl)-4-oxo-4-((4-chlorobenzhydryl)piperazin-l-yl)butanamide; [251][252] 0.5 mmol of 3-(4-methylbenzylcarbamoyl)-propanoic acid prepared in PreparativeExample 7, 0.55 mmol of l-(4-chlorobenzhydryl)piperazine, and benzotriazol- 1-yloxytripyrrolidino phosphonium hexafluorophosphate (PyBOP) were added to 3 mL of dimethylformamide (DMF) to dissolve. Then, 1.0 mmol ofN,N-diisopropylethylamine (DIEA) was added thereto, and stirred at room temperature for 16 hours. 20 mL of 10% HCl was put into the reaction solution, and extracted with 30 mL of EtOAc. The organic layer was washed with 20 mL of 10% HCl, and then washed with 20 mL of a saturated NaHCO solution twice and with 20 mL of a saturated NaCl solution twice. The organic layer was collected, dried over anhydrous MgSO , and filtered under reduced pressure. The organic solvent in the filtrate was removed under reduced pressure. The residue was purified by column chromatography with a mixed solvent of EtOAc and methanol (20:1), so as to obtain the title compound (light yellow solid, yield: 60%).[253] mp 74.5-80.30C;[254] 1U NMR (CDCl 3 ) delta 7.37-7.34 (m, 4CH), 7.32-7.13 (m, 5CH), 7.15-7.11 (t, J=4.4Hz, CH ), 3.46 (t, J=4.4Hz, CH ), 2.64 (t, J=6.4Hz, CH ), 2.53 (t, J=6.4Hz, CH ), 2.36-2.32 (m, 2CH2), 2.31(s, CH3);[255] HR-FABMS Calcd for C 29 H 33 ClN 3 O 2 : (M++l): 490.2261, Found: 490.2249., 303-26-4

The synthetic route of 303-26-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PARK CHOO, Hea-Young; WO2007/142431; (2007); 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.21655-48-1,cis-2,6-Dimethylpiperazine,as a common compound, the synthetic route is as follows.

A Schlenk flask backfilled with N2 was charged with cw-2,6-dimethylpiperazine (0.11 g, 0.96 mmol), NaO-i-Bu (0.17 g, 1.8 mmol, (rac)-BINAP (8 mg, 0.01 mmol), Pd2(dba)3 (8 mg, 0.009 mmol), and degassed toluene (4 mL). The 2-bromotoluene (0.15 g, 0.88 mmol) was then added, and the mixture was heated under N2 at 110 ¡ãC for 24 h, cooled to rt, diluted with CH2CI2, filtered over Celite, and concentrated. The crude mixture was purified by chromatography on SiO2 (CH2Cl2 MeOH 95:5) to give the product as clear, yellow oil (140 mg, 78percent): NMR (500 MHz, CDCI3) delta 7.19-7.15 (m, 2 H), 7.02-6.98 (m, 2 H), 3.13-3.10 (m, 2 H), 3.01 (d, 7 = 10.5 Hz, 2 H), 2.35-2.31 (m, 5 H), 6 H)., 21655-48-1

The synthetic route of 21655-48-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; UNIVERSITY OF PITTSBURGH – OF THE COMMONWEALTH SYSTEM OF HIGHER EDUCATION; WIPF, Peter; SKODA, Erin, M.; WANG, Zhou; WO2015/42297; (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.112257-24-6,1-Boc-3-Carbamoylpiperazine,as a common compound, the synthetic route is as follows.

Step 1 4-(t-butoxycarbonyl)-1-methylpiperazine-2-carboxamide A solution of 6.00 g of 4-(t-butoxycarbonyl)piperazine-2-carboxamide and 3.28 g of a 37% aqueous formaldehyde solution in 60 ml of methanol was ice-cooled, and 16.66 g of sodium triacetoxyborohydride was added, followed by stirring at room temperature for 24 hours after removing an ice bath. The reaction solution was again ice-cooled, 3.28 g of a 37% aqueous formaldehyde solution and 16.66 g of sodium triacetoxyborohydride were added thereto. After stirring at room temperature for 16 hours, the reaction solution was diluted with ice water, alkalified with an aqueous saturated sodium hydrogen carbonate solution, followed by extraction with ethyl acetate three times. The organic layers were combined and dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography to obtain 5.42 g of the objective compound as colorless crystals. Melting point: 137-138C, 112257-24-6

The synthetic route of 112257-24-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Nippon Shinyaku Co., Ltd.; EP1702917; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

67455-41-8, 4-(Piperazin-1-yl)aniline is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

67455-41-8, A mixture of 4-(piperazin-l-yl)aniline (348 mg, 1.968 mmol), (E)-methyl 3-(2-(2-chloropyrimidin-5-yl)vinyl)-5-methoxybenzoate (600 mg, 1.968 mmol) and TFA (672 mg, 5.904 mmol) in propan-2-ol (30 mL) was stirred at 150 C for 40 min under microwave. The resulting mixture was concentrated, basified with ammonia water, purified via ISCO (DCM/MeOH) to afford the title compound as a yellow solid (320 mg, 36.6% yield). MS (m/z): 446.3(M+H)+.

The synthetic route of 67455-41-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; HUTCHISON MEDIPHARMA LIMITED; SU, Wei-Guo; ZHANG, Weihan; LI, Jinshui; WO2014/139145; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

1030377-21-9, (S)-1-Boc-2-(Hydroxymethyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Into a 250-mL round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed a solution of tert-butyl (2S)-2-(hydroxymethyl)piperazine-1-carboxylate (11.4 g, 52.7 mmol, 1.0 equiv) in DMSO (60 mL), 1,4-diiodobenzene (19.1 g, 59.9 mmol, 1.1 equiv), CuI (0.9 g, 5.2 mmol, 0.1 equiv), K2CO3 (14.5 g, 105.4mmol, 2.0 equiv), L-Proline (1.2 g, 10.4 mmol, 0.2 equiv). The resulting mixture was stirred for 12 hours at 90 C in an oil bath. The reaction was then quenched by the addition of 200 mL of water/ice. The resulting solution was extracted with ethyl acetate (200 mL x 2). The residue was applied onto a silica gel column eluting with ethyl acetate/petroleum ether (1:1). This resulted in 4.2 g (18.8%) of tert-butyl (2S)- 2-(hydroxymethyl)-4-(4-iodophenyl) piperazine-1-carboxylate as a solid. LC/MS (ESI) m/z: 419.05 [M+1] +., 1030377-21-9

The synthetic route of 1030377-21-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ARVINAS OPERATIONS, INC.; YALE UNIVERSITY; CREW, Andrew P.; HORNBERGER, Keith R.; WANG, Jing; CREWS, Craig M.; JAIME-FIGUEROA, Saul; DONG, Hanqing; QIAN, Yimin; ZIMMERMAN, Kurt; (1451 pag.)WO2020/51564; (2020); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

103-76-4, N-(2-Hydroxyethyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 2-(piperazin-l-yl)ethanol (1. 3g, 0.01 mol) and (Boc)20 (2.4 g, 0.01 1 mol) in MeOH (15 mL) was added Et3N (1.52 g, 0.015 mol). The mixture was stirred at room temperature for 3 h. The solvent was removed in vacuo. The residue was diluted with water and extracted with EtOAc (3×20 mL). The combined organic layers were washed with brine then dried over MgSC^. After filtration and concentration, the product (2 g, 87 %) was obtained as an oil. 1H NMR (300 MHz, CDC13): delta 3.74 (t, 2H, J = 5.3 Hz), 3.56 (t, 4 h, J = 5.0 Hz), 2.72 (t, 2H, J = 5.1 Hz), 2.66 (t, 4 h, J = 5.0 Hz), 1.44 s, 9H). LCMS: No molecular ion observed for desired mass., 103-76-4

The synthetic route of 103-76-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HERMANN, Johannes Cornelius; KUGLSTATTER, Andreas; LUCAS, Matthew C.; PADILLA, Fernando; WANNER, Jutta; ZHANG, Xiaohu; WO2013/64445; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics