Category: 78818-15-2

78818-15-2,78818-15-2, Benzyl 3-oxopiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Reference Example 20 4-Benzyloxycarbonyl-1-[2-(1-tert-butoxycarbonyl-4-piperidyl)ethyl]-2-piperazinone According to a similar method described in Reference Example 2, oil of the title compound was obtained from 4-benzyloxycarbonyl-2-piperazinone and 1-tert-butoxy-carbonyl-4-(2-methanesulfonyloxyethyl)piperidine. 1H-NMR (CDCl3) delta: 1.00-1.25 (2H, m), 1.45 (9H, s), 1.30-1.58 (3H, m), 1.58-1.70 (2H, m), 2.56-2.78 (2H, m), 3.33 (2H, t, J=5.2 Hz), 3.38-3.50 (2H, m), 3.71 (2H, t, J=5.3 Hz), 3.97-4.20 (2H, m), 4.14 (2H, s), 5.15 (2H, s), 7.26 (5H, s). IR (KBr): 1694, 1657, 1426, 1236, 1163 cm-1.

78818-15-2 Benzyl 3-oxopiperazine-1-carboxylate 736777, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Takeda Chemical Industries, Ltd.; US6403595; (2002); B1;,
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.78818-15-2,Benzyl 3-oxopiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.,78818-15-2

Preparation 57; 4-{5-[4-(2-Methoxy-(1S)-methyl-ethoxy)-phenyl]-[1,3,4]oxadiazol-2-ylmethyl}-3- oxo-piperazine-1-carboxvlic acid benzyl ester; A solution of potassium carbonate (136mg, 2. 4mmol) suspended in tetrahydrofuran (3mL) was cooled to 0C. Tetrabutylammonium bromide (130mg, 0. 40mol), 4-benzyloxycarbonyl piperazin-2-one (568mg, 2. 43mmol), and the product of preparation 48 (572mg, 2. 02mmol), were added in tetrahydrofuran (3mL) and the mixture was allowed to warm to room temperature and stir for 18 hours. The solvent was then evaporated under reduced pressure and the residue was dissolved in ethyl acetate and washed with water and brine. The organic phase was dried over magnesium sulfate and concentrated in vacuo to give an oil. Purification by column chromatography on silica gel, eluting with pentane: diethyl ether 90: 10 to 20: 80, gave the title compound as a pale brown foam in 70% yield, (679mg). ‘H NMR (CDCI3, 400MHz) d : 1.40 (d, 3H), 3.40 (s, 3H), 3.50 (m, 1H), 3.55 (t, 2H), 3.60 (m, 1H), 3.80 (t, 2H), 4.15 (s, 2H), 4.64 (m, 1H), 4.90 (s, 2H), 5.15 (s, 2H), 7.00 (d, 2H), 7.40 (m, 5H), 7.95 (d, 2H). MS APCI+ m/z 481 [MH] +

78818-15-2 Benzyl 3-oxopiperazine-1-carboxylate 736777, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; PFIZER LIMITED; PFIZER INC.; WO2005/82866; (2005); 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.78818-15-2,Benzyl 3-oxopiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.,78818-15-2

Step A 1-Carbobenzoxy-4-(2-hydroxyethyl)piperazine-3-one To a solution of 1-carbobenzoxypiperazin-3-one (234 mg, 1.0 mmol) in dimethylformamide (10 ml) under nitrogen was added in one portion, 50% sodium hydride (48 mg, 1 mmol). After stirring at 20-25 for 30 minutes until all of the sodium hydride had reacted, a solution of 2-(2-bromoethoxy)-tetrahydropyran (209 mg, 1 mmol) in dimethylformamide (2 ml) was added and the reaction mixture stirred at 20-25 for 20 hours. Solvent was removed at 40-45 and 0.1 mm and the residue chromatographed over silica gel. Elution with 2% isopropanol -98% methylene chloride gave the pure protected alcohol as an oil. The tetrahydropyranyl blocking group was removed by heating a solution of the protected alcohol (200 mg, 0.55 mmol) in a mixture of acetic acid (8 ml), tetrahydrofuran (4 ml) and water (2 ml) at 50 for 4 hours. After removing solvents under reduced pressure, the residue was partitioned between saturated sodium bicarbonate solution and ethyl acetate. The ethyl acetate extract was dried over anhydrous sodium sulfate, filtered and concentrated. Chromatography of the residue over silica gel and elution with 5% methanol-95% chloroform gave pure 1-carbobenzoxy-4-(2-hydroxyethyl)piperazine-3-one.

As the paragraph descriping shows that 78818-15-2 is playing an increasingly important role.

Reference：
Patent; Merck & Co., Inc.; US4619927; (1986); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

78818-15-2,78818-15-2, Benzyl 3-oxopiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

-(t-Butyloxycarbonyl)-piperazin-2-one (0.6 g, 3.0 mmol), EXAMPLE 40, is dissolved in THF (80 mL), cooled in an ice bath and treated with tretrabutylammonium iodide (0.23 g, 0.62 mmol) and 60% sodium hydride (0.12 g, 3.0 mmol). The reaction mixture is stir

78818-15-2 Benzyl 3-oxopiperazine-1-carboxylate 736777, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; AVENTIS PHARMACEUTICALS INC.; US2004/102450; (2004); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

78818-15-2, Benzyl 3-oxopiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

78818-15-2, Sodium hydride (60% dispersion in mineral oil, 281 mg, 7.0 mmol) was added to a solution of phenylmethyl 3-oxo-1-piperazinecarboxylate (1.5 g, 6.4 mmol) in dry dimethyl formamide (5 mL) and the mixture was stirred at room temperature for 30 minutes. 5-(Chloromethyl)-1-methyl-1H-1,2,4-triazole (WO0023449, 920 mg, 7.0 mmol) was added and the mixture was stirred at room temperature for 16 hours. The mixture was poured into water (150 mL) and extracted with diethyl ether (2×100 mL). The combined organic fractions were dried (MgSO4) and the solvent was evaporated under reduced pressure to give the title compound as a pale oil (2 g, 94%). m/z (ES+) 330 (M+1).

78818-15-2 Benzyl 3-oxopiperazine-1-carboxylate 736777, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Castro Pineiro, Jose Luis; Dinnell, Kevin; Elliott, Jason Matthew; Hollingworth, Gregory John; Shaw, Duncan Edward; Swain, Christopher John; US2003/236250; (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.78818-15-2,Benzyl 3-oxopiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

78818-15-2, [0713] To the solution of XXIV-1 (20 g, 85.5 mmol) in DMF (100 mL) was added NaH (60%, 4.1 g, 103 mmol) in portions. The mixture was stirred at rt for 30 mm. Then XXIV-2 (14.3 g, 85.5 mmol) was added. The reaction was stuffed at rt overnight. The reaction was quenched with ice- water carefully, and then extracted with EtOAc (100 mLx2). The combined organic layer was washed with brine, dried over anhydrous Na2SO4 and concentrated. The residue was used for next step directly (40 g, 140% crude yield).

The synthetic route of 78818-15-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; INTERMUNE, INC.; RAMPHAL, Johnnie, Y.; BUCKMAN, Brad, Owen; EMAYAN, Kumaraswamy; NICHOLAS, John, Beamond; SEIWERT, Scott, D.; WO2015/153683; (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.78818-15-2,Benzyl 3-oxopiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Reference Example 50: 3 -Oxo-4-(2-trimethylsilanyl-ethoxymethyl)-piperazine-l -carboxylic acid benzyl ester.; Piperazin-2-one (2.00 g, 20.0 mmol) was dissolved in H2O (10 ml) – 1,4-dioxane (10 ml); and NaHCO3 (1.85 g, 22.0 mmol) and benzylchloroformate (3.42 g, 20.0 mmol) was added thereto. After stirring at room temperature for 13 h, the reaction mixture was diluted with H2O and EtOAc. The aqueous layer was extracted with EtOAc and the combined organic layer was washed with brine, dried over MgSOphi The desiccant was removed through filtration and the filtrate was concentrated under reduced pressure to obtain crude 3 -Oxo-piperazine-1 -carboxylic acid benzyl ester as pale brown oil. This oil was used for the next step without further purification. The crude 3 -Oxo-piperazine-1 -carboxylic acid benzyl ester was dissolved in DMF (40 ml) and NaH (55% in oil, 1.05 g, 24.0 mmol) and SEMCl (5.01 g, 30.0 mmol) was added thereto at room temperature. After stirring at 500C for 18 h, the reaction mixture was diluted with EtOAc. The mixture was washed with H2O and brine, dried over MgSOphi The desiccant was removed through filtration and the filtrate was concentrated under reduced pressure. The EPO residue was purified by silica gel column chromatography (hexane / EtOAc = 8 / 2 to 5 / 5, to obtain the intended compound as a colorless oil.

78818-15-2, 78818-15-2 Benzyl 3-oxopiperazine-1-carboxylate 736777, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; MERCK & CO., INC.; BANYU PHARMACEUTICAL CO., LTD.; WO2007/11809; (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.78818-15-2,Benzyl 3-oxopiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Reference Example 50: 3 -Oxo-4-(2-trimethylsilanyl-ethoxymethyl)-piperazine-l -carboxylic acid benzyl ester.; Piperazin-2-one (2.00 g, 20.0 mmol) was dissolved in H2O (10 ml) – 1,4-dioxane (10 ml); and NaHCO3 (1.85 g, 22.0 mmol) and benzylchloroformate (3.42 g, 20.0 mmol) was added thereto. After stirring at room temperature for 13 h, the reaction mixture was diluted with H2O and EtOAc. The aqueous layer was extracted with EtOAc and the combined organic layer was washed with brine, dried over MgSOphi The desiccant was removed through filtration and the filtrate was concentrated under reduced pressure to obtain crude 3 -Oxo-piperazine-1 -carboxylic acid benzyl ester as pale brown oil. This oil was used for the next step without further purification. The crude 3 -Oxo-piperazine-1 -carboxylic acid benzyl ester was dissolved in DMF (40 ml) and NaH (55% in oil, 1.05 g, 24.0 mmol) and SEMCl (5.01 g, 30.0 mmol) was added thereto at room temperature. After stirring at 500C for 18 h, the reaction mixture was diluted with EtOAc. The mixture was washed with H2O and brine, dried over MgSOphi The desiccant was removed through filtration and the filtrate was concentrated under reduced pressure. The EPO residue was purified by silica gel column chromatography (hexane / EtOAc = 8 / 2 to 5 / 5, to obtain the intended compound as a colorless oil.

78818-15-2, 78818-15-2 Benzyl 3-oxopiperazine-1-carboxylate 736777, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; MERCK & CO., INC.; BANYU PHARMACEUTICAL CO., LTD.; WO2007/11809; (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.78818-15-2,Benzyl 3-oxopiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

78818-15-2, (2R, 3R, 4R)-2- [ (1R)-1- [3,5-Bis (trifluoromethyl) phenyl] [ETHOXY]-3- (4-] fluorophenyl) tetrahydro-2H-pyran-4-methyl methanesulfonate (WO 00/56727-A1 ; 2.32 g, 4.26 mmol) was added to a solution of [4-BENZYLOXYCARBONYLPIPERAZIN-2-ONE] (1.30 g, 5.54 mmol) and sodium hydride (60% dispersion in mineral oil, 170 mg, 4.26 mmol) in N, [N-DIMETHYLFORMAMIDE] (25 mL) and the mixture was stirred at [50 C] for 16 hours. Further sodium hydride (60% dispersion in mineral oil, 85.2 mg, 2.13 mmol) was added the mixture was stirred at 50 [C] for 1.5 hours. The mixture was cooled and the solvent was evaporated under reduced pressure. Water (50 mL) was added and the mixture was extracted with ethyl acetate [(3] x 100 mL). The combined organic fractions were washed with brine (150 mL), dried (MgSO4) and the solvent was evaporated under reduced pressure. The residue was purified by flash column chromatography on silica gel, eluting with hexane/EtOAc (70: 30 increasing to 0: 100) to give the title compound (2.06 g, [71%).] m/z (ES+) 683 [(M+1),] 425 [(M+1-CIOHSF6O).]

As the paragraph descriping shows that 78818-15-2 is playing an increasingly important role.

Reference：
Patent; MERCK SHARP & DOHME LIMITED; WO2004/9573; (2004); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

78818-15-2, Benzyl 3-oxopiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 98 1-(4-methoxyphenyl)-3-(methylsulfonyl)-6-[4-(2-oxo-1-piperazinyl)phenyl]-1,4,5,6-tetrahydro-7H-pyrazolo[3,4-c]pyridin-7-one To 6-(4-iodophenyl)-1-(4-methoxyphenyl)-3-(methylsulfonyl)-1,4,5,6-tetrahydro-7H-pyrazolo(3,4-c)pyridin-7-one (0.55 g, 1.0 mmol), 4-benzyloxycarbonylpiperazin-2-one (0.35 g,1.4 mmol),and K2CO3 (0.23 g,1.6 mmol) was added DMSO (5 mL). The mixture was degassed with N2. CuI (39 mg, 0.21 mmol) was added and the reaction was heated to 130 C. for 18 h. The reaction was diluted with EtOAc and water, extracted with EtOAc, and dried (MgSO4). Purification of the intermediate by chromatography on silica gel using 5%MeOH/CH2Cl2 was followed by deprotection in refluxing TFA. Purification by HPLC and freeze-drying afforded 175 mg (27%) of a white solid; High Resolution Mass Spec (M+H)+for C24H26N6O5S 496.1650.

78818-15-2, As the paragraph descriping shows that 78818-15-2 is playing an increasingly important role.

Reference：
Patent; Pinto, Donald J.P.; Quan, Mimi L.; Orwat, Michael J.; Li, Yun-Long; Han, Wei; Qiao, Jennifer X.; Lam, Patrick Y.S.; Koch, Stephanie L.; US2003/191115; (2003); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics