Month: June 2021

3022-15-9, Piperazine-2-carboxylic acid dihydrochloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of piperazine-2-carboxylic acid dihydrochloride (25.0 g, 123 mmol), dioxane (180 ml) and 5N aqueous sodium hydroxide solution (90 ml) was added dropwise di-tert-butyl dicarbonate (62.7 g, 288 mmol) under ice-cooling. The mixture was stirred at room temperature for 4 hr, and the solvent was evaporated under reduced pressure. The residue was washed with ether, and acidified to pH=2-3 with concentrated hydrochloric acid under ice-cooling, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to give the object product (31.5 g, 77.6%) as a solid. 1H-NMR (CDCl3) delta; 1.44 (18H, s), 2.87 (1H, br s), 3.08-3.23 (2H, m), 3.76-4.10 (2H, m), 4.51-4.75 (2H, m), 5.07 (1H, br s).

3022-15-9, 3022-15-9 Piperazine-2-carboxylic acid dihydrochloride 2723757, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Matsumoto, Takahiro; Kamo, Izumi; Nomura, Izumi; US2009/318412; (2009); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

50606-32-1, Butyl piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,50606-32-1

2-{[Methyl(5,6,7,8-tetrahydro-8-quinolinyl)amino]methyl}-1H-benzimidazole-4-carbaldehyde (100 mg, 0.30 mmol), /V-butoxycarbonylpiperizine (115 mg, 0.60mmol), acetic acid (28 mg, 0.47 mmol) and sodium triacetoxyborohydride (100 mg,0.47 mmol) were dissolved in 1,2-dichloroethane (10 ml_) and stirred for 16 h at roomtemperature. The reaction concentrated and purified using reverse phase HPLC (0%to 70% acetonitrile/water/0.1% trifluoroacetic acid gradient) to provide the protectedamine. The carbamate was dissolved in dichloromethane (2 ml_) and trifluoroaceticacid (2 ml) and stirred for 3 h at room temperature. The reaction was concentrated,dissolved in water and lyophilized to provide the product (68 mg, 30%) as an off-white solid: 1H-NMR (DMSO-d6) 5 8.62 (d, 1H), 7.94 (d, 1H), 7.72 (d, 1H), 7.58-7.54(m, 1H), 7.41-7.35 (m, 2H), 4.74-4.70 (m, 1H), 4.60 (d, 1H), 4.48 (d, 1H), 4.38 (s,2H), 3.25 (br s, 4H), 3.13 (br s, 4H), 2.88-2.80 (m, 2H), 2.65 (s, 3H), 2.36-2.30 (m,1 H), 2.08-1.96 (m, 2H), 1.82-1.72 (m, 1 H). MS m/z 391 (M+1).

As the paragraph descriping shows that 50606-32-1 is playing an increasingly important role.

Reference：
Patent; SMITHKLINE BEECHAM CORPORATION; WO2006/23400; (2006); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

342405-34-9, 4-(4-Methylpiperazino)benzyl Alcohol is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of (4-(4-methylpiperazin-1-yl)phenyl)methanol (103 mg, 0.499 mmol), DIEA (0.131 mL, 0.749 mmol), and DMAP (6.10 mg, 0.050 mmol) in dichloromethane (2.5 mL) at 20 C was added methanesulfonyl chloride (0.058 mL, 0.749 mmol). The reaction mixture was stirred at the same temp while progress was monitored by LCMS. After stirring 24 hours at 20 C, the reaction mixture was concentrated and the resulting material purified by normal phase chromatography (Biotage Isolera, 10 g SNAP ULTRA column, DCM/MeOH) to obtain 123 mg of a brown solid. A portion of this material (27 mg) in N,N- dimethylformamide (0.5 mL) was added to a suspension of 4-ethyl-2-mercapto-6-(4-methyl- 1,4-diazepan-1-yl)pyridine-3,5-dicarbonitrile (synthesis described in Example 69, step 1, 46 mg, 0.122 mmol) and Et3N (0.017 mL, 0.122 mmol) in N,N-dimethylformamide (0.5 mL) at 0 C The reaction mixture was then stirred at 0 C overnight. After stirring overnight at 0 C, the reaction mixture was warmed to room temperature. The reaction mixture was filtered. The filtrate was purified by reverse phase HPLC (Gilson, 30 mm x 50 mm Gemini Column, NH4OH modifier) then re-purified by reverse phase HPLC (Gilson, 30 mm x 50 mm Gemini Column, NH4OH modifier) to obtain 4-ethyl-2-(4-methyl-1,4-diazepan-1-yl)-6- ((4-(4-methylpiperazin-1-yl)benzyl)thio)pyridine-3,5-dicarbonitrile (6 mg) as a yellow oil LCMS m/z = 490.4 [M+H]+.1H NMR (400 MHz, METHANOL-d4) delta ppm 7.26-7.30 (m, J=8.62 Hz, 2H), 6.92-6.97 (m, 2H), 4.44 (s, 2H), 3.95-4.03 (m, 4H), 3.18-3.24 (m, 4H), 2.91 (q, J=7.60 Hz, 2H), 2.76-2.80 (m, 2H), 2.62-2.67 (m, 6H), 2.38 (s, 3H), 2.37 (s, 3H), 2.04-2.11 (m, 2H), 1.31 (t, J=7.60 Hz, 3H).

342405-34-9, The synthetic route of 342405-34-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ADAMS, Nicholas David; BENOWITZ, Andrew B.; RUEDA BENEDE, Maria Lourdes; EVANS, Karen Anderson; FOSBENNER, David T.; KING, Bryan Wayne; LI, Mei; MILLER, William Henry; REIF, Alexander Joseph; ROMERIL, Stuart Paul; SCHMIDT, Stanley J.; WIGGALL, Kenneth; (1283 pag.)WO2017/216726; (2017); 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.163765-44-4,(R)-1-Boc-3-Methylpiperazine,as a common compound, the synthetic route is as follows.

(R)-Terf-butyl 3-methylpiperazine-1 -carboxylate (1 .77 g, 8.82 mmol) and glacial acetic acid (530 mg, 505 muIota_, 8.82 mmol) were added to a stirred solution of 7-bromo-5-methyl-4-oxo-4,5- dihydrothieno[3,2-c]pyridine-2-carbaldehyde (for a preparation see Intermediate 3, 2.0 g, 7.35 mmol) in dichloromethane (50 ml_). The reaction mixture was stirred at room temperature for 30 minutes then treated with sodium triacetoxyborohydride (7.79 g, 36.7 mmol). The reaction mixture was stirred at room temperature for 8 hours then allowed to stand overnight. Saturated sodium bicarbonate solution (75 ml.) was added and the mixture stirred for 10 minutes. The organic phase was separated and the aqueous phase extracted with dichloromethane (2 x 50 ml_). The combined organics were dried and evaporated. The residue was purified by chromatography on silica gel eluting with 3% methanol in dichloromethane, followed by trituration with diethyl ether gave (R)-tert- butyl 4-((7-bromo-5-methyl-4-oxo-4,5-dihydrothieno[3,2-c]pyridin-2-yl)methyl)-3-methylpiperazine-1 – carboxylate (3.1 g, 6.79 mmol, 92% yield) as a yellow solid. LCMS (2 min, Formic Acid): Rt = 0.77 min, MH+ = 456/458.

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

Reference：
Patent; GLAXOSMITHKLINE LLC; AMANS, Dominique; BAMBOROUGH, Paul; BIT, Rino, Antonio; BROWN, John, Alexander; CAMPBELL, Matthew; LINDON, Matthew, John; SHIPLEY, Tracy, Jane; THEODOULOU, Natalie, Hope; WELLAWAY, Christopher, Roland; WESTAWAY, Susan, Marie; WO2014/78257; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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

To a solution of compound 1 (1 Og, 100mmol, 1 eq) in EtOH (200ml) was added DIPEA (43.58ml_, 250mmol, 2.5eq) and B0C2O (21.8ml_, l OOmmol, 1 eq) at RT, then the reaction was continued for 16h. TLC analysis indicated formation of a less polar spot. The reaction mixture was concentrated to crude compound, which is diluted with water and extracted with EtOAc (3x100ml_). The combined organic layer was dried over Na2S04 then concentrated to give compound 2 (18g, 90%) as a colorless oil.

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

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; PRAKESCH, Michael; JOSEPH, Babu; MORIN, Justin-Alexander; (441 pag.)WO2019/153080; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

78551-60-7, tert-Butyl 4-benzyl-3-oxopiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate 24:4-benzyl-4,7-diaza-spiro[2.5]octane-7-carboxylic acid tert-butyl esterTo EtMgBr (344 mL) in THF cooled to -78C was added Ti(0’Pr)4 (39 g, 137.93 mmol), followed by commercially available 4-benzyl-3-oxo-piperazine-l-carboxylic acid tert- butyl ester (40 g, 137.93 mmol) and the resultant reaction mixture was heated to reflux for 1 h. After cooling the reaction mixture to 5C, another portion of EtMgBr (344 ml) and Ti(0’Pr)4 (39 g, 137.93 mmol) was added. The mixture was stirred for 16 h at RT. The reaction mixture was quenched with NH4CI solution and stirred for 15 min and filtered through a celite bed and washed with EtOAc. The aqueous layer was again extracted with EtOAc (3 x). The combined EtOAc layers were washed with water and dried over Na2S04 and concentrated under reduced pressure. Purification by column chromatography to afforded the title compound as a solid (24 g, 58%).XH NMR (300 MHz, DMSO) delta = 7.20 (m, 5H), 3.80 (s, 2H), 3.40 (m, 2H), 3.22 (m, 2H), 2.63 (m, 2H), 1.38 (s, 9H), 0.58 (br, 4H), 78551-60-7

78551-60-7 tert-Butyl 4-benzyl-3-oxopiperazine-1-carboxylate 10891590, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; LEO PHARMA A/S; SCHOU, S°ren Christian; GREVE, Daniel Rodriguez; NIELSEN, Simon Feldbaek; JENSEN, Jens Bj°rn; DACK, Kevin Neil; WO2012/93169; (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.31166-44-6,1-Cbz-Piperazine,as a common compound, the synthetic route is as follows.

N-Cbz piperazine (8.24 g, 37.4 mmol), 3-iodobenzyl alcohol 265 (7g, 29.9 mmol), 2-bis(tert-butyl)phosphinobiphenyl (1.8 g, 6.0 mmol), palladium acetate (1.34 g, 6.0 mmol) and cesium carbonate (14.6 g, 44.9 mmol) were combined with benzene (72 mL) at ambient temperature. This mixture was purged with argon and heated to 70° C. for 14 h. The reaction mixture was cooled to ambient and diluted with EtOAc (40 mL); the resulting mixture was stirred vigorously for 10 min Solids were removed by filtration, washed with EtOAc (2.x.20 mL) and the filtrate was concentrated in vacuo. The residue was purified by silica gel chromotography (4:1 Hex/EtOAc) to afford 255 (2.29 g, 24percent) as a light-yellow semi-solid., 31166-44-6

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

Reference：
Patent; Infinity Pharmaceuticals, Inc.; US2006/25460; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

129799-15-1, Methyl 1-Boc-piperazine-2-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A 25 mL rb flask equipped with a rubber septum and a magnetic stir bar was set under an Ar atmosphere and charged with 840 mg of l-/er/-butyl 2-methyl piperazine- l,2-dicarboxylate 42 (3.44 mmol, 1 equiv.) dissolved in 6.9 mL of CH2CI2. After the reaction mixture was cooled to 0 C, 0.527 mL of TEA (3.78 mmol, 1.1 equiv.) and 0.515 mL of CbzCl (3.61 mmol, 1.05 equiv.) were added dropwise and the reaction mixture was stirred for 30 min. Then the reaction mixture was allowed to warm to rt and stirring was continued for 2 h. The reaction mixture was quenched by addition of sat. NLLCl solution, extracted with CH2CI2 (2x), washed with sat. NaHCCh solution (2x), brine and dried over Na2S04. The crude product was purified on silica gel column using 30 % EA in hexanes as eluent affording 986 mg (76 %) of the product 42 as a colorless oil., 129799-15-1

129799-15-1 Methyl 1-Boc-piperazine-2-carboxylate 2756818, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; EMORY UNIVERSITY; LIOTTA, Dennis C.; JECS, Edgars; ALTAS TAHIROVIC, Yesim; WILSON, Lawrence; PELLY, Stephen Christopher; (102 pag.)WO2019/183133; (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.

(e) [2S]-4-t-Butoxycarbonyl-1-heptyl-2-hydroxymethylpiperazine A solution of Example 1(d) (25 ml) was treated with anhydrous potassium carbonate (1.76 g) and n-heptyl iodide (2.88 g) and stirred at room temperature for 18 hours. The mixture was evaporated to dryness, treated with sodium carbonate solution, extracted with dichloromethane, dried, and chromatographed on silica gel eluding with 30-50% ethyl acetate-hexane to afford a pale yellow oil (1.5 g) with ee >98% by chiral HPLC [Chirapak AD column; with hexane-ethanol (97:3)]., 314741-40-7

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

Reference：
Patent; SmithKline Beecham Corporation and SmithKline Beecham p.l.c.; US2003/203917; (2003); 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.5308-25-8,1-Ethylpiperazine,as a common compound, the synthetic route is as follows.

5308-25-8, 2-Chloro-5-nitropyridine (800 mg, 5.05 mmol) was dissolved in dioxane (20 mL) and then 1-ethylpiperazine (1.7 g, 15.15 mmol) and N,N-diisopropylethylamine (927 mL, 5.05 mmol) were added. The reaction mixture solution was stirred at 70 C for a day. The reaction solution was cooled to room temperature, diluted with ethyl acetate, and then washed with brine. The organic layer was concentrated by drying with magnesium sulfate. The target compound (1.05 g, 87% yield) was used in the following reaction without purification.MS m/z: 237.51 [M+1].

The synthetic route of 5308-25-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; KOREA INSTITUTE OF SCIENCE AND TECHNOLOGY; SIM, Tae Bo; HAH, Jung Mi; CHOI, Hwan Geun; HAM, Young Jin; LEE, Jung Hun; PARK, Dong Sik; KIM, Hwan; WO2011/62372; (2011); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics