Category: 57260-71-6

57260-71-6, tert-Butyl piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

57260-71-6, (q) tert-butyl4-(2-bromoacetyl)piperazine-1-carboxylate (6q) Under inert atmosphere and at -78C, bromoacetylbromide (53.7 mmol, 1 eq.) was slowly added to a solution of Boc-piperazine(53.7 mmol, 1 eq.) and TEA (59.1 mmol, 1.1 eq.) in DCM (150 ml). The reactionmixture was stirred at -78C for 3h, diluted with DCM (75 ml) and washed withwater. The recovered organic layer was dried over magnesium sulfate and thesolvent was evaporated under vacuum. The obtained crude product was furthertriturated with diethyl ether, filtered and dried under vacuum to conduct tothe desired acetylated compound. CnHi 9BrN 20 3; yield 78%; white solid; m.p.243-244 C; M = 307.18 g/mol; IR (KBr): v = 2965 (m), 1689 (s), 1632 (s), 1417(s), 1246 (s), 1167 (s), 1023 (m); cm – ; NMR (250 MHz, CDCI 3) delta 3.87 (s, 2H), 3.61-3.57 (m, 2H), 3.55-3.47 (m,4H), 3.46- 3.41 (m, 2H), 1.46 (s, 9H); C NMR (63 MHz, CDCI 3) delta 165.5 (C q), 154.5 (C q), 80.5 (C q), 46.6 (2CH2), 40.9 (2CH 2), 28.4 (3CH 3), 25.7 (CH 2);

As the paragraph descriping shows that 57260-71-6 is playing an increasingly important role.

Reference：
Patent; ASTON UNIVERSITY; GRIFFIN, Martin; RATHBONE, Daniel; BADARAU, Leonas Eduard; WO2014/57266; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

57260-71-6, tert-Butyl piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

57260-71-6, Potassium carbonate was added to an NMP solution of 4-fluorobenzaldehyde and 1-(t-butoxycarbonyl)piperazine, and the whole was stirred under heating. Then, post-treatment and purification were carried out in a usual way to obtain an objective compound.

As the paragraph descriping shows that 57260-71-6 is playing an increasingly important role.

Reference：
Patent; YAMANOUCHI PHARMACEUTICAL CO. LTD.; EP1396487; (2004); 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.57260-71-6,tert-Butyl piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

57260-71-6, The production of compound No. 26 proceeds according to the sequence of reaction steps shown in the following schemes: The first sub-step shown above was performed at 20 C. during 2 hours with a molar excess of CH2N2 (about 2 molar equivalents) in dry ether, then in a second sub-step (shown below) performed at 5 C. HCl gas was bubbled into the reaction mixture for 15 minutes, and the desired intermediate was obtained in 71% yield. For the conversion from 3 to 4, the first sub-step shown above was performed at 20 C. during 1 hour with a molar excess of thio-carbonyldiimidazole (about 2 molar equivalents) in THF, then in a second sub-step performed at 20 C. for 12 hours a 25% aqueous NH3 solution was added, and the desired intermediate was obtained in 72% yield. The conversion from 4 to 5 was performed during 6 hours with 1 molar equivalent NaHCO3 at reflux in methanol, and the desired intermediate was obtained in 92% yield. The conversion from 5 to 6 was performed during 3 hours at 20 C., and the desired intermediate was obtained in 90% yield. The conversion from 6 to the final compound was performed during 6 hours at 20 C. in 1,2-dichloroethane (DCE) in the presence of a molar excess of triethylamine (1.2 molar equivalents).

As the paragraph descriping shows that 57260-71-6 is playing an increasingly important role.

Reference：
Patent; NV reMYND; US2010/197703; (2010); 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 trifluoroethanol (0.32 g, 3.22 mmol) in DCM (10 mL) was added a solution of triethylamine (0.65 g, 4.82 mmol) and trifluoromethanesulfonic anhydride (1.05 g, 3.75 mmol) at 0 C and stirred at same temperature for 30 min. A solution of ieri-butyl piperazine-1- carboxylate (0.50 g, 2.68 mmol) in DCM (10 mL) was added and the reaction mixture was stirred at room temperature for 16 h. The reaction mixture was diluted with H20 (20 mL). The organic layer was separated, washed with H20 (20 mL), dried over anhydrous Na2S04 and concentrated in vacuo. The crude obtained was purified by column chromatography (silica 100- 200 mesh, 0.5 to 2% MeOH in DCM) to afford tert-butyl 4-(2,2,2-trifluoroethyl)piperazine-l- carboxylate (0.40 g, 55%) as a white solid. 1H NMR (400 MHz, DMSO- 6) delta 1.46 (s, 9H), 2.64- 2.58 (m, 4H), 2.92-3.04 (m, 2H), 3.48-3.36 (m, 4H).

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

Reference：
Patent; NEUROPORE THERAPIES, INC.; WRASIDLO, Wolfgang; STOCKING, Emily, M.; HALL, Adrian; MACCOSS, Malcolm; (139 pag.)WO2017/20010; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

57260-71-6, tert-Butyl piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2,2, 2-Trifluoroethyl trifluoromethanesulphonate (8.2 g) was added to a stirred mixture of 1-tert-butoxycarbonylpiperazine (6 g), potassium carbonate (5.77 g) and acetonitrile (30 ml) and the resultant mixture was stirred at ambient temperature for 16 hours. The mixture was filtered and the filtrate was evaporated. The residue was purified by column chromatography on silica using increasingly polar mixtures of petroleum ether (b. p 40-60C) and ethyl acetate as eluent. There was thus obtained tert-butyl 4- (2, 2, 2-trifluoroethylpiperazine-1-carboxylate as a solid (8.1 g); NMR Spectrum: (CDC13) 1.45 (s, 9H), 2.6 (m, 4H), 2.95 (q, 2H), 3.4 (m, 4H), 57260-71-6

57260-71-6 tert-Butyl piperazine-1-carboxylate 143452, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/41829; (2004); 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.

[Referential Example 158] 1-Benzyl-4-tert-butoxycarbonylpiperazine In acetonitrile (80 ml), tert-butyl 1-piperazine carboxylate (2.50 g) was dissolved. Under ice cooling,benzyl bromide (1.59 ml) and triethylamine (1.87 ml) were added dropwise to the resulting solution, followed by stirring at room temperature for 90 minutes. After the solvent was distilled off under reduced pressure, distilled water and dichloromethane were added to the residue to separate the organic layer. The organic layer was washed with saturated aqueous NaCl solution and dried over anhydrous sodium sulfate. The residue obtained by distilling off the solvent under reduced pressure was purified by chromatography on a silica gel column (ethyl acetate: hexane = 1:20 to 1:5), whereby the title compound (3.12 g, 84%) was obtained as colorless powder. 1H-NMR (CDCl3) delta: 1.45(9H,s), 2.38(4H,t,J=4.9Hz), 3.42(4H,t,J=4.8Hz), 3.51(2H,s), 7.25-7.29(1H,m), 7.30-7.33(4H,m). MS (EI) m/z: 276M+.

57260-71-6, As the paragraph descriping shows that 57260-71-6 is playing an increasingly important role.

Reference：
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1104754; (2001); 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.

To a solution of 4-aminobenzoic acid (411 mg, 3.00 mmol) in DMF (3.0 mL) at room temperature was added EDC (862 mg, 4.50 mmol), HOBt (608 mg, 4.50 mmol), triethylamine (606 mg, 0.835 mL, 6.00 mmol) and tert-butyl piperazinecarboxylate (671 mg, 3.60 mmol). The mixture was stirred for 22 h, and then 2 N aq. NaOH was added to adjust the PH>10. The mixture was extracted with ethyl acetate, and the organic layer was dried over MgSO4, concentrated. The residue was purified by silica gel column chromatograghy eluted with EtOAc:hexanes (50 to 90% EtOAc) to give 4-(4-amino-benzoyl)-piperazine-1-carboxylic acid tert-butyl ester (796 mg, 87%) as a colorless oil. MS (ES+): m/z = 306.2, 57260-71-6

As the paragraph descriping shows that 57260-71-6 is playing an increasingly important role.

Reference：
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2004/46120; (2004); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

57260-71-6, tert-Butyl piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

57260-71-6, To a solution of thiocarbonyldiimidazole (2.1 g, 11.8 mmol) in tetrahydrofuran (30 mL) at room temperature, was added 1,1 -dimethylethyl 1-piperazinecarboxylate (2.0 g, 10.7 mmol). The reaction mixture was stirred at room temperature for 2 h and then heated to 55 C for additional 2 h. The reaction mixture was cooled to room temperature and concentrated under reduced pressure until approximately 20 mL of tetrahydrofuran remained. The residue was then treated with a 2 M solution of ammonia in methanol (10 mL) and stirred at room temperature for 24 h. The reaction mixture was concentrated under reduced pressure, and the residue was triturated with diethyl ether (25 mL) to give a white precipitate. The precipitate was filtered and dried to give 1.5 g of the title compound as a white solid..H NMR (CDCI3) delta 1.39 (s, 9H), 3.32 (m, 4H), 3.73 (m, 4H), 7.49 (br s, 2H).

As the paragraph descriping shows that 57260-71-6 is playing an increasingly important role.

Reference：
Patent; E. I. du Pont de Nemours and Company; DUNG, Mei H.; PASTERIS, Robert, James; WO2011/72207; (2011); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

57260-71-6, tert-Butyl piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

57260-71-6, General procedure: 1-Boc-piperazine (150 mg, 0.81 mmoles) was dissolved in anhydrous DMF (2 mL) and, under stirring, DIPEA (303 mL, 1.78 mmoles), PyBOP (461 mg, 0.89 mmoles) and 2-thiophenecarboxylic acid (114 mg, 0.89 mmoles) were added at room temperature. After complete conversion of 1-Boc-piperazine monitored by TLC analysis, the solution was diluted with DCM and washed with NaOH 0.5M, brine, HCl 0.1M and brine. Organic phase was dried over Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by chromatographic column (eluent DCM/MeOH = 96/4) to obtain 10e (188 mg, 79% yield).

As the paragraph descriping shows that 57260-71-6 is playing an increasingly important role.

Reference：
Article; Giannini, Giuseppe; Battistuzzi, Gianfranco; Vesci, Loredana; Milazzo, Ferdinando M.; De Paolis, Francesca; Barbarino, Marcella; Guglielmi, Mario Berardino; Carollo, Valeria; Gallo, Grazia; Artali, Roberto; Dallavalle, Sabrina; Bioorganic and Medicinal Chemistry Letters; vol. 24; 2; (2014); p. 462 – 466;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics