Month: October 2020

485841-52-9,485841-52-9, (S)-1,2-Dimethylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: (S)-1,3-Dimethylpiperazine dihydrochloride (0.16 g, 0.85 mmol) was added in oneportion to (2S)-2-bromo-N-(3-{2-[(3-methoxy-1-methyl-1 H-pyrazol-4-yl)amino]pyrimidin-4-yl}-1 Hindol-7-yl)propanamide (0.2 g, 0.43 mmol, Intermediate 32) and potassium carbonate (0.24 g, 1.7 mmol) in DMF (2 mL) at 0C. The resulting solution was stirred at 25C for 16 hours. The crude product was purified by preparative HPLC (X Bridge C18, 5 tim, 19×150 mm; Mobile Phase A: water0.05% TFA, Mobile Phase B: acetonitrile; Flow rate: 20 mLmin; Gradient: 20%B70%B in 10 mm; 254 nm) to afford (2R)-2-[(2S)-2,4-dimethylpiperazin-1-yl]-N-(3-{2-[(3-methoxy-i -methyl-i H-pyrazol-4-yl)amino]pyrimidin-4-yl}-i H-indol-7-yl)propanamide (49 mg, 23%, Example 1) as a white solid;

The synthetic route of 485841-52-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTRAZENECA AB; ASTRAND, Annika, Birgitta, Margareta; GRIMSTER, Neil, Patrick; KAWATKAR, Sameer; KETTLE, Jason, Grant; NILSSON, Magnus, K.; RUSTON, Linette, Lys; SU, Qibin; VASBINDER, Melissa, Marie; WINTER-HOLT, Jon, James; WU, Dedong; YANG, Wenzhan; GRECU, Tudor; MCCABE, James; WOESSNER, Richard, Donald; CHUAQUI, Claudio, Edmundo; (175 pag.)WO2017/50938; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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

Intermediate 1 Preparation of N,N-Bis-Cbz-2-carboxypiperazine To a mixture of 2-carboxypiperazine dihydrochloride (5.08 g, 25 mmol), 1,3-dioxolane (45 ML), and water (30 ML) at 0 C. was added 50% aqueous sodium hydroxide (NaOH) (6 ML) dropwise.benzyl chloroformate (BzCOCl) (7.8 ML, 55 mmol) then was added to the resulting mixture dropwise in alternating portions with 50% aqueous sodium hydroxide (4 ML) in order to maintain a PH between 8-11.The temperature of the reaction was maintained below 15 C. during a 30-minute addition period.The resulting biphasic mixture was stirred at 0 C. for an additional 30 minutes, after which the reaction was acidified to PH 2 with 2 N hydrochloric acid (HCl), then diluted with ethyl acetate (100 ML).The organic layer was washed with brine (2*10 ML), and the aqueous phase was reextracted with ethyl acetate (20 ML).The combined organic extracts then were dried over sodium sulfate (Na2SO4), filtered, and concentrated under reduced pressure.The residue was purified by flash column chromatography, eluding with methylene chloride/methanol (40:1 to 10:1), to provide the bis-protected piperazine as a white solid (7.0 g, 70%): TLC Rf (10:1 methylene chloride/methanol)=0.55; 1H NMR (300 MHz, DMSO-d6) delta7.40-7.20 (m, 10H), 5.01-5.27 (m, 4H), 4.92-4.60 (m, 2H), 4.20-3.81 (m, 2H), 3.40-2.82 (m, 3H).

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

Reference£º
Patent; Orme, Mark W; Sawyer, Jason Scott; US2003/225093; (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.169447-70-5,(S)-tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Methanesulfonyl chloride (232 1iL, 3.00 mmol) was slowly added at OC to a solution of tert-butyl (28)-2-methylpiperazine- 1 -carboxylate (300 mg, 1.5 mmol) and triethylamine (835 1iL, 6 mmol) in methylene chloride (6 mL). After stirring at r.t. for 1 h, reaction mixture was carefully quenched by addition of water and the desired product was extracted with ethyl acetate. The organic phase was washed with brine, dried over sodium sulfate, and filtered.The filtrate was concentrated under reduced pressure. The resulting residue was purified by Biotage Isolera (flash purification system with hexane/ethyl acetate at a ratio from 0 to 100%) to give tert-butyl (25)-2-methyl-4-(methylsulfonyl)piperazine- 1 -carboxylate (404 mg, 97%). LCMS calculated for C6H15N202S (M+H-Boc) m/z = 179.1; found: 179.1., 169447-70-5

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

Reference£º
Patent; INCYTE CORPORATION; VECHORKIN, Oleg; LI, Yun-Long; SOKOLSKY, Alexander; WANG, Anlai; ZHU, Wenyu; ZHUO, Jincong; (185 pag.)WO2017/59251; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

31166-44-6, 1-Cbz-Piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: General method for the peptide coupling step (C) Under inert atmosphere and at room temperature, to a solution of the previously obtained piperazine (1 .85 mmol, 1 eq.) in dichloromethane (DCM, 15 ml) were successively added: N-(3-Dimethylaminopropyl)-N’-ethylcarbodiimide (EDC, 1.85 mmol, 1 eq.), 1- hydroxybenzotriazole (0.37 mmol, 0.2 eq.), the corresponding Boc-protected aminoacid (1.85 mmol, 1 eq.) and N-methylmorpholine (5.55 mmol, 3 eq.). After 12 hours of stirring, the reaction mixture was diluted by addition of 75 ml of DCM and washed with citric acid (aq soln. 10percent, 3 x 50 ml) and then with brine. The organic phase was subsequently dried over magnesium sulfate, filtered and the solvent evaporated under vacuum. The crude product was purified by flash-chromatography to give the desired coupling product. (a) benzyl 4-[2-(tert-butoxycarbonylamino)acetyl]piperazine-1-carboxylate (3a) The crude derivative obtained following the general protocol described before was purified by flash-chromatography (eluent: EtOAc/PE 5/5). C19H27N3O5; yield 95percent; white solid; m.p. 66-67 ¡ãC; M = 377.43 g/mol; IR (ATR): v = 3329 (w), 2971 (w), 1691 (s), 1627 (m), 1527 (m), 1420 (m), 1223 (s), 1153 (m), 756 (m), 695 (m) cm ; H NMR (250 MHz, CDCI 3) delta 7.40-7.32 (m, 5H), 5.48 (as, 1 H), 5.14 (s, 2H), 3.96 (d, J = 4.4 Hz, 2H), 3.69-3.60 (m, 2H), 3.53-3.49 (m, 4H), 3.45-3.47 (m, 2H), 1.44 (s, 9H); C NMR (63 MHz, CDCI 3) delta 167.2 (C q), 155.9 (Cq), 155.2 (C q), 136.4 (C q), 128.7 (2CH), 128.4 (CH), 128.2 (2CH), 79.9 (C q), 67.7 (CH 2), 44.3 (CH 2), 43.7 (CH 2), 43.6 (CH 2), 42.4 (CH 2), 41.8 (CH 2), 28.5 (3CH 3); MS: m/z = 400 [M + Na] ;

31166-44-6, The synthetic route of 31166-44-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTON UNIVERSITY; GRIFFIN, Martin; RATHBONE, Daniel; BADARAU, Leonas Eduard; WO2014/57266; (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.159532-59-9,(S)-1-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

159532-59-9, Intermediate 43: [(2S)-1-methyl-2-piperazinyl]methanol (2S)-1-{[(1,1-dimethylethyl)oxy]carbonyl}-2-piperazinecarboxylic acid (Commercial from ACESYS) (1.03 g, 4.47 mmol) was dissolved in dry Tetrahydrofuran (THF) (25 ml) and cooled to 0 C. under nitrogen. Lithium aluminium hydride (11 ml, 11.00 mmol) was added dropwise and the reaction was stirred at 0 C. for 15 mins and allowed to warm to room temperature. The solution was stirred for ?1 hour at room temperature and then heated at reflux overnight. TLC (20% MeOH/DCM+few drops ammonia; visualised by KMnO4) showed the reaction had gone to completion. After cooling, the reaction was cooled to 0 C. and quenched by the dropwise sequential addition of water (0.5 ml), 2M NaOH (0.5 ml) and water (1 ml). The resulting slurry was filtered and washed with THF. The filtrate was evaporated in vacuo and the resulting oil was azeotroped with methanol (*2) to give the title compound as colourless oil (374 mg) LCMS (Method B): Rt=0.18 min, MH+=131

159532-59-9 (S)-1-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid 40419053, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXO GROUP LIMITED; Atkinson, Francis Louis; Atkinson, Stephen John; Barker, Michael David; Douault, Clement; Garton, Neil Stuart; Liddle, John; Patel, Vipulkumar Kantibhai; Preston, Alexander G.; Shipley, Tracy Jane; Wilson, David Matthew; Watson, Robert J.; US2014/5188; (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.883554-88-9,4-Carbamoyl-piperazine-1-carboxylic acid tert-butyl ester,as a common compound, the synthetic route is as follows.

883554-88-9, Intermediate 28: Piperazine-1-carboxylic acid amide hydrochloride; [] 4-Piperazine-1-carboxylic acid tert-butyl ester (1.0g, 5.4mmol), acetic acid (3ml) and water (5ml) were mixed together. Potassium cyanate (2.25g, 27.7mmol) was added portionwise as a solution in water (5ml) and stirred for 4 hours, during which time a solid precipitated. The solid was filtered, re-dissolved in DCM (20ml), dried over MgSO4, filtered, the filter cake washed with DCM (5vol) and concentrated in vacuo to give a white solid (0.38g). The white solid (0.38g) was dissolved in methanol (3.8ml) and 1,4-dioxane (0.7ml), 4M HCl in 1,4-dioxane (2.5ml, 10mmol) was added to the reaction and stirred overnight. The reaction was concentrated in vacuo to give the title compound (0.28g, 31% over 2 steps) as a white solid.1H NMR (400MHz, DMSO-d6) delta9.18 (br s, 2H), 3.91 (br s, 2H), 3.45 (br s, 4H), 2.93 (br s, 4H).

The synthetic route of 883554-88-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Warner-Lambert Company LLC; EP1593679; (2005); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

879896-50-1, 2-(4-Methylpiperazin-1-ylmethyl)benzylamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

879896-50-1, General procedure: To a microwave vial containing a solution of Boc-L-glutamic acid tert-butyl ester (0.165 mmol, 1.0 equiv) and HATU (0.165 mmol, 1.0 equiv) in DMF (1.65 mL) was added the amine followed by DIPEA (57.5 muL, 2.0 equiv). The vial was sealed and heated under microwave irradiation for 30 min at 120 C. Upon completion, the reaction was partitioned between water and CH2Cl2, extracted 3¡Á with CH2Cl2, dried over anhydrous Na2SO4, and concentrated under vacuum. Compounds were purified via reverse phase chromatography (5-95% acetonitrile/water) to afford the N-Boc-glutamylanilide-tert-butyl esters. The compounds were transferred to vials followed by the addition of 2.0 mL of 4.0 M HCl in dioxane. The reaction stirred at 40 C for 4 h. The reactions were concentrated under vacuum to afford the title compounds which were used without further purification.

879896-50-1 2-(4-Methylpiperazin-1-ylmethyl)benzylamine 16228064, apiperazines compound, is more and more widely used in various fields.

Reference£º
Article; Schulte, Michael L.; Dawson, Eric S.; Saleh, Sam A.; Cuthbertson, Madison L.; Manning, H. Charles; Bioorganic and Medicinal Chemistry Letters; vol. 25; 1; (2015); p. 113 – 116;,
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.1403898-64-5,(2R,5R)-tert-Butyl 5-(hydroxymethyl)-2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

A solution of 180 tert-butyl (2R,5R)-5-(hydroxymethyl)-2-methylpiperazine-1-carboxylate (18.5 g, 80.33 mmol) in 78 THF (190 ml) was cooled in an ice-bath to 0 C. Aqueous 1M 38 sodium hydroxide solution (88 ml, 88.36 mmol) was added, followed by 317 benzyl chloroformate (11.99 ml, 84.34 mmol) (internal reaction temperature kept 57 ethyl acetate in 58 heptane. Pure fractions were evaporated to dryness to afford 318 1-benzyl 4-tert-butyl (2R,5R)-2-(hydroxymethyl)-5-methylpiperazine-1,4-dicarboxylate (25.4 g, 87%) as a colourless oil. 1H NMR (400 MHz, CD3OD, 30 C.): 1.12 (3H, dd), 1.46 (9H, s), 3.1-3.29 (2H, m), 3.53-3.66 (2H, m), 3.81 (1H, d), 3.88-4.02 (1H, m), 4.15-4.38 (2H, m), 5.06-5.26 (2H, m), 7.21-7.51 (5H, m). One exchangeable proton not seen. m/z: ES+ [M-Boc]=265.1., 1403898-64-5

As the paragraph descriping shows that 1403898-64-5 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; Kettle, Jason Grant; Bagal, Sharanjeet; Robb, Graeme Richard; Smith, James Michael; Goldberg, Frederick Woolf; Cassar, Doyle Joseph; Feron, James Lyman; US2019/177338; (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.

diisopropylethylamine (44.0 mL, 252 mmol) was added to a stirred, room temperaturemixture of 72 wt% 3-(2-Bromo-acetyl)-6-fluoro-2-methyl-benzonitrile (69 g, 194 mmol) and (S)-4-N-Boc-2-hydroxymethyl-piperazine (42.0 g, 194 mmol) in THF (1000 mL) and the mixture was stirred at room temperature for18h. The reaction was diluted with 1 L EtOAc, washed 2x with 500 mL 10% w/w NaHCO3 aqueous solution, driedover MgSO4, filtered and concentrated. The residue was purified by column chromatography on silica gel (40-80%EtOAc/Hexanes, linear gradient), to give the title compound

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

Reference£º
Patent; Merck Sharp & Dohme Corp.; PASTERNAK, Alexander; BLIZZARD, Timothy; CHOBANIAN, Harry; DE JESUS, Reynalda; DING, Fa-Xiang; DONG, Shuzhi; GUDE, Candido; KIM, Dooseop; TANG, Haifeng; WALSH, Shawn; PIO, Barbara; JIANG, Jinlong; (128 pag.)EP2744499; (2016); B1;,
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

To a solution of 3.50 g (14.3 mmol) 1-tert-butyl 2-methyl piperazine-l,2-dicarboxylate in 150 mL anhydrous toluene was added 1.62 mL (11.9 mmol) of 3-bromoquinoline. The resulting solution was purged with nitrogen gas for 15 min, and then purged under vacuum for 5 min. Next, 1.59 g (17.6 mmol) of sodium tert-butoxide was added, and the system was again purged for 2 min under vacuum. To this solution were added 444 mg (0.714 mmol) of (+/-)-2,2′-bis(diphenylphosphino)-l,l’- binaphthalene and 342 mg (0.595 mmol) of bis(dibenzylideneacetone)palladium, and the system was purged one last time for 2 min under vacuum. The mixture was then heated under nitrogen to 95 “C for 3.5 h, taken up in anhydrous diethyl ether, and filtered through a plug of Celite. The filtrate was concentrated in vacuo to yield a red solid, which was purified using a Biotage Horizon system (30% ethyl acetate/ hexanes mixture) to give the title compound as a racemic mixture. Chiral HPLC separation (Chiralcel AD, 60% 2-propanol/heptane) afforded the R enantiomer (first eluting) and the S enantiomer (second eluting), each in ^>9% ee. For the S enantiomer, 1H NMR (CDCl3): delta 8.75 (d, J = 2.1 Hz, IH), 7.99 (d, J = 8.2 Hz, 1 H), 7.68 (dd, J= 6.9, 1.1 Hz, 1 H), 7.53 (ddd, J = 8.7, 7.1, 1.6 Hz, 1 H), 7.48 (td, J = 8.2,1.3 Hz5 1 H) 7.36 (d, J = 2.5 Hz, 1 H), 4.96 (s, 0.55 H) 4.78 (s, 0.45 H), 4.11 (d, J = 7.1, 0.55 H), 4.01 (d, J = 13.0 Hz, 0.45 H), 3.80 (d, J = 8.0 Hz, 3 H), 3.57 (m, 1 H), 3.44 (t, J = 9.4 Hz, 0.55 H), 3.32 (t, J = 9.6 Hz, 0.45 H), 3.04 (m, 1 H), 2.89 (q, J = 8.6 Hz, IH) 1.52 (s, 5 H), 1.48 (s, 4 H). LC/MS 372.3 (M+l).

129799-15-1, The synthetic route of 129799-15-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK & CO., INC.; WO2007/120688; (2007); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics