Month: July 2021

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.169447-70-5,(S)-tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

A solution of 2-bromo-5-fluoropyridine (3.52 g, 20 mmol), (S)-tert-butyl 2- methylpiperazine-1-carboxylate (2 g, 11.36 mmol), t-BuONa (1.922 g, 20 mmol), BINAP (623 mg, 1 mmol), and Pd2(dba)3 (458 mg, 0.5 mmol) in dry toluene (20 mL) was stirred under N2 at 80 C for 16 h. The reaction mixture was concentrated and the mixture was purified by chromatography (silica, EtOAc/PE =1/10) to afford (S)-tert-butyl 4-(5-fluoropyridin-2-yl)-2- methylpiperazine-1-carboxylate (2.9 g, 9.82 mmol, 86%) as a yellow oil. ESI-MS (EI, m/z):296.2 [M+H]., 169447-70-5

The synthetic route of 169447-70-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; NAVITOR PHARMACEUTICALS, INC.; O’NEILL, David John; SAIAH, Eddine; KANG, Seong Woo Anthony; BREARLEY, Andrew; BENTLEY, Jonathan; (565 pag.)WO2018/89433; (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.5271-27-2,1-Methyl-3-phenylpiperazine,as a common compound, the synthetic route is as follows.,5271-27-2

1-Methyl-3-phenylpiperazine (1.8 g; 0.01 mol) was dissolved in 50 dichloromethane. Triethylamine (1 ml; 0.07 mol) was added. Trifluoroacetic anhydride (2 ml) was added neat. The mixture was quenched with 10percent sodium carbonate. The organic layer was washed again with carbonate, dried and evaporated to an oil (2.5 g; 92 percent). TLC very pure. Chiral GC: 5.9/6.2 min.

As the paragraph descriping shows that 5271-27-2 is playing an increasingly important role.

Reference：
Patent; N.V. ORGANON; WO2007/144409; (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.13754-38-6,1-Benzoylpiperazine,as a common compound, the synthetic route is as follows.

General procedure: To a mixture of 1-benzoylpiperazine (1.0 eq) and potassium carbonate (2.0 eq) in dimethylformamide was added dropwise a solution of the corresponding substituted 9-bromo-9H-fluorene (1.0 eq) in dimethylformamide (The synthesis of 9-bromo-9H-fluorene derivatives is reported in supporting information). After stirring for 24 h at room temperature, solvent was removed and the crude residue was dissolved in diethyl ether, washed with brine, dried over magnesium sulfate,filtered and concentrated under vacuum. The residue was purified by flash chromatography as indicated in each case to afford the title compound. Reagents: 1-Benzoylpiperazine (0.16 mmol, 30 mg), potassium carbonate (0.31 mmol, 43 mg) and 9-bromo-2-octyl-9H-fluorene (0.16 mmol, 55 mg). The crude product was purified by flash chromatography (gradient, 100% petroleum ether to 100% ethyl acetate in 15 min) to afford a yellow oil (38 mg, 53%). TLC Rf: 0.10 (petroleum ether/ethyl acetate 90/10). IR (cm-1): 697, 708, 740, 765, 828, 1001, 1015, 1141, 1154, 1255, 1277, 1302, 1425, 1455, 1634, 1715, 2853, 2923. HPLC: method 2, rt = 7.63 min, purity 97%. 1H NMR (300 MHz, CDCl3) delta (ppm): 0.82-1.01 (m, 3H); 1.23-1.47 (m, 10H); 1.59-1.78 (m, 2H); 2.43 (s, 2H); 2.72 (t, J = 7.8 Hz, 2H); 2.92 (s, 2H); 3.38 (s, 2H); 3.85 (s, 2H); 4.88 (s, 1H); 7.23 (d, J = 7.8 Hz, 1H); 7.30 (td, J = 1.5 Hz, 7.5 Hz, 1H); 7.34-7.43 (m, 6H); 7.47 (s, 1H); 7.61 (d, J = 7.5 Hz, 1H); 7.63 (d, J = 7.5 Hz, 1H); 7.67 (d, J = 7.1 Hz, 1H). 13C NMR (75 MHz, CDCl3) delta (ppm): 14.2 (CH3); 22.7 (CH2); 29.3 (CH2); 29.4 (CH2); 29.5 (CH2); 31.8 (CH2); 31.9 (CH2); 36.2 (CH2); 43.0 (CH2); 48.4 (CH2); 48.5 (CH2); 49.7 (CH2); 69.9 (CH); 119.5 (CH); 119.6 (CH); 125.8 (CH); 125.9 (CH); 126.7 (CH); 127.1 (2 * CH); 128.3 (CH); 128.4 (2 * CH); 128.5 (CH); 129.6 (CH); 135.9 (C); 138.7 (C); 141.2 (C); 142.4 (C); 143.3 (C); 143.6 (C); 170.3 (C). MS (DCI/CH4) m/z: 467.31 [M+H+], 277.20 [M-189]. HRMS (DCI/CH4): for C32H39N2O [M+H+]: calcd: 467.3062; found: 467.3063.

13754-38-6, 13754-38-6 1-Benzoylpiperazine 762654, apiperazines compound, is more and more widely used in various fields.

Reference：
Article; Chollet, Aurelien; Mori, Giorgia; Menendez, Christophe; Rodriguez, Frederic; Fabing, Isabelle; Pasca, Maria Rosalia; Madacki, Jan; Kordulakova, Jana; Constant, Patricia; Quemard, Annaik; Bernardes-Genisson, Vania; Lherbet, Christian; Baltas, Michel; European Journal of Medicinal Chemistry; vol. 101; (2015); p. 218 – 235;,
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.

The synthesis of compounds of this embodiment is shown in FIG. 1. As shown, pyridine, quinolines or isoquinolines were coupled with various piperazines through nucleophilic aromatic substitution or Hartwig Buchwald aryl amination., 169447-86-3

As the paragraph descriping shows that 169447-86-3 is playing an increasingly important role.

Reference：
Patent; UNIVERSITY OF SOUTH FLORIDA; YALE UNIVERSITY; WO2008/79945; (2008); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

118753-66-5, tert-Butyl 4-aminopiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 1 ,1-dimethylethyl 4-amino-1 -piperazinecarboxylate (270 mg, 1.34 mmol) in DCM-DMF (4:1 , 15 ml_) were added 3-oxo-3,4-dihydro-2H-pyrido[3,2- i?][1 ,4]thiazine-6-carboxylic acid (283 mg, 1.34 mmol), EDC (250 mg, 1.61 mmol) and HOBT (217 mg, 1.61 mmol). After 12h, the solution was concentrated and the residue purified via column chromatography (silica, 1% MeOH in DCM (1% NH4OH)) yielding the title compound as a yellow foam (412 mg, 78 %): LCMS (ES) m/e 394 (M+H)+., 118753-66-5

The synthetic route of 118753-66-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GLAXO GROUP LIMITED; WO2006/20561; (2006); A2;,
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, To a stirred solution of compound II (6 mg, 0.017 mmol) in THF (2.0 mL) was added 3-(4-methylpiperazin-l-yl)propan-l-ol (5.0 muL, 0.036 mmol), triphenylphosphine (12 mg, 0.043 mmol) and diethyl azodicarboxylate (7.0 muL, 0.043 mmol). After stirring at room temperature for 45 min, the reaction mixture was concentrated. The residue was dissolved in THF/water (3:2, 0.8 mL), passed through a 0.45 mum filter, and purified by HPLC on a Varian Inertsil 5mu ODS-3 (250×100) reverse-phase HPLC column. Elution with 10% to 90% gradient of 0.1% AcOH in water/0.1 % AcOH in CH3CN over 40 min provided compound IV (3.8 mg, 45% yield): LRMS m/z (M+H) calcd for C26H37N2O8 505.2; obsd 505.2.

5317-33-9 3-(4-Methylpiperazin-1-yl)propan-1-ol 79208, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; KOSAN BIOSCIENCES INCORPORATED; WO2006/36941; (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.6531-38-0,2,2′-(Piperazine-1,4-diyl)diethanamine,as a common compound, the synthetic route is as follows.

To a 25ml RBF containing a magnetic stir bar was added the imidazolide of Bumetanide (0.207g , 0.99mmol) and dissolved in ImI DCM. To the above solution was added the amine (0.172g, 0.999mmol) and let stir overnight at it under argon. TLC in 10% MeOH in EtOAc indicated a very polar spot. Extracted the reaction mixture into EtOAc, washed with water (2x20ml) and then with brine (2x20ml). The organic layer was dried under MgSO4 and filtered. Concentrated the organic layerunder vacuum. Redissolved the crude product in the minimum amount of DCM and reprecipitated from hexanes. Filtered the above precipitate to obtain yellowish white solid. 1HNMR in DMSO-d6+2 drops of MeOD.1HNMR (300MHz, DMSO-d6+2 drops of MeOD) Q.80ppm (t, J=IOHz, 3H),1.1 lppm (m, 2H), 1.37rhopm (m,2H), 2.50ppm (m, 8H), 3.05ppm (t, J= 6.6Hz, 2H), 3.35ppm (t, J=.6Hz, 2H), 4.1ppm (s, br, 4H), 4.95ppm (t, br, IH), 6.85ppm (d, J=7.8Hz, 2H), 7.00ppm (t, 7.2Hz, IH), 7.26ppm (dd, J=7.8Hz, 2H), 7.6ppm (s, IH) 13CNMR (75MHz, DMSO-d6) 19.23, 24.93, 35.89, 47.50, 58.45, 62.50,107.50, 1 19.0, 121.16, 128.0, 134.66, 137.50, 144.0, 143.00, 147.80, 162.20, 171.0 FABMS 519 (M+H)+ calcd m/z for C25H39N6O4S+ 519.28 ; found 519.27, 6531-38-0

6531-38-0 2,2′-(Piperazine-1,4-diyl)diethanamine 81020, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; FLYNN, Gary, A.; YOOL, Andrea, J.; MIGLIATI, Elton, Rodrigues; RITTER, Leslie, S.; WO2008/52190; (2008); 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.196811-66-2,tert-Butyl 4-carbamothioylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of 1-tert-butoxycarbonyl-4-thiocarbamoylpiperazine (Reference Example 150) (88mg, 0.35 mmol) in acetonitrile (20 ml) was added 1,2-bis(4-methoxyphenyl)-2-bromo-1-ethanone (Reference Example 14) (117 mg, mmol), and the mixture was stirred at room temperature for 2 hours. The reaction solution was concentrated under a reduced pressure, and the residue was purified by chromatography (silica gel, n-hexane/ethyl acetate) to give a title compound (81 mg, 0.17 mmol, 48%) as a white solid. 1H-NMR (400 MHz, CDCl3) delta: 1.49 (9H, s), 3.47-3.61 (8H, m), 3.79 (3H, s), 3.81 (3H, s), 6.78 (2H, d, J = 8.8 Hz), 6.82 (2H, d, J = 8.8 Hz), 7.21 (2H, d, J = 8.8 Hz), 7.44 (2H, d, J = 8.8 Hz).

196811-66-2, As the paragraph descriping shows that 196811-66-2 is playing an increasingly important role.

Reference：
Patent; TORAY INDUSTRIES, INC.; EP2009006; (2008); 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.31166-44-6,1-Cbz-Piperazine,as a common compound, the synthetic route is as follows.

To a solution of propylene oxide (4.0 mL, 57 mmol) in DCM (160 mL) was added 2.0M of trimethylaluminum in toluene (27 mL, 54 mmol) at -78 °C under N2. After being stirred at that temperature for 10 min, a solution of benzyl piperazine-l-carboxylate (from Aldrich, 9 mL, 40 mmol) in DCM (60 mL) was added. The resulting reaction mixture was stirred at -78 °C for 30 min. The reaction was then allowed to warm up to 0 °C, stirring for another 30 min. To the reaction mixture was added sodium fluoride (8.2 g, 200 mmol) in one portion, followed by water (5.2 mL, 290 mmol) slowly and periodically at 0 °C. The resulting suspension was rapidly stirred for 1 h at 0 °C and filtered through a short column of Celite and the column was subsequently washed with DCM (120 mL). The combined filtrates were dried over Na2S04, concentrated and purified on silica gel (eluting with 0-10percent MeOH in DCM) to provide the desired product (9.6 g, 76percent). LCMS calculated forCi5H23 203(M+H)+: m/z = 279.2; Found: 279.3. 3/4 NMR (500 MHz, DMSO-d6): delta 7.39-7.31 (5H, m), 8.07 (2H, s), 4.29 (1H, J= 4.0 Hz), 3.75 (1H, m), 3.38 (4H, br s), 2.38 (4H, m), 2.24 (1H, dd, J= 12.5 and 7.0 Hz), 2.17 (1H, dd, J= 12.5 and 7.0 Hz), 1.04 (3H, d, J= 6.0 Hz) ppm.

31166-44-6, As the paragraph descriping shows that 31166-44-6 is playing an increasingly important role.

Reference：
Patent; INCYTE CORPORATION; RODGERS, James, D.; LI, Yun-Long; SHEPARD, Stacey; WANG, Haisheng; WO2011/28685; (2011); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics