Category: 76003-29-7

76003-29-7, 1-Boc-3-Oxopiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

76003-29-7, A mixture of 1 ,1 -dimethylethyl 3-oxo-1 -piperazinecarboxylate (0.489 g, 2.44 mmol), 3-bromothiophene (0.332 g, 2.036 mmol), copper(l) iodide (0.019 g, 0.102 mmol), potassium carbonate (0.563 g, 4.07 mmol) and trans-N,N-dimethyl-cyclohexane-1 ,2- diamine (0.029, 0.204 mmol) in 1 ,4-dioxane (5 mL) was heated at reflux under nitrogen for 24 hours. After cooling to room temperature, the reaction mixture was filtered through silica ge. eluting with DCM:EtOAc/1 :1 , The filtrate was concentrated and the residue was purified by silica gel chromatography to afford 1 ,1 -dimethylethyl 3-oxo-4-(3-thienyl)-1 – piperazinecarboxylate (0.305 g, 53%) as a white solid.

76003-29-7 1-Boc-3-Oxopiperazine 3157178, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXOSMITHKLINE LLC; BANKA, Anna; CATALANO, John, G.; CHONG, Pek, Yoke; FANG, Jing; GARRIDO, Dulce, Maria; PEAT, Andrew, James; PRICE, Daniel, J.; SHOTWELL, John, Brad; TAI, Vincent; ZHANG, Huichang; WO2011/41713; (2011); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

76003-29-7,76003-29-7, 1-Boc-3-Oxopiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Will be 49.94mmol3-oxo-1-piperazinecarboxylic acid tert-butyl ester1 dissolved in 100 mL of tetrahydrofuran,Add 51.4 mmol of 60% NaH to the temperature below zero, stir for 30 minutes, then add 25.5 mL of ethyl bromide and reflux for 3 hours.It was quenched by cooling with water, extracted with ethyl acetate and dried.Spin dry to obtain 10.8 g of compound 2, the recovery of compound 2 was 95%;

The synthetic route of 76003-29-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Shanghai Changtai Biological Technology Co., Ltd.; Lu Qian; Kuang Yi; Li Guohua; (9 pag.)CN108822048; (2018); A;,
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.76003-29-7,1-Boc-3-Oxopiperazine,as a common compound, the synthetic route is as follows.

Step 1: ferf-Butyl 3-oxo-4-r4-(trifluoromethyl)pyridin-2-yllpiperazine-l-carboxylate (II)A mixture of l-Boc-3-oxopiperazine (1.0 eq.), 2-bromo-4-(trifluoromethyl)pyridine (1.5 eq.) and Cs2CO3 (1.5 eq.) in 1,4-dioxane (0.5M) was degassed under Argon flow for 30 min, then Pd(OAc)2 (0.1 eq.) and Xantphos (0.15 eq.) were added, the vial was sealed and stirring was continued at 1100C for 18 hr. Reaction mixture was diluted with EtOAc and filtered through a pad of SolcaFloc 200 FCC. After removal of the solvent, the crude product was purified by flash column chromatography on silica gel using 10- 40% EtO Ac/Petroleum ether as eluent to afford the desired product Il as yellow solid (92% yield). 1R NMR (400 MHz, CDCl3, 300K) delta 8.57 (IH, d, J = 4.8 Hz), 8.40 (IH, bs), 7.32 (IH, d, J = 4.8 Hz), 4.31 (2H, s), 4.17 (2H, t, J = 5.3 Hz), 3.76 (2H, t, J = 5.3 Hz), 1.50 (9H, s). MS (ES) Ci5Hi8F3N3 O3 requires: 345, found: 346 (M+H)+.

76003-29-7, As the paragraph descriping shows that 76003-29-7 is playing an increasingly important role.

Reference£º
Patent; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI S.P.A.; WO2009/63244; (2009); 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.76003-29-7,1-Boc-3-Oxopiperazine,as a common compound, the synthetic route is as follows.

Step 1: ferf-Butyl 3-oxo-4-(3-thienyl)piperazine-l-carboxylate (Hl)A mixture of l-Boc-3-oxopiperazine (1.0 eq.), 3-bromothiophene (1.5 eq.), K3PO4 (2.0 eq.), CuI (0.4 eq.) and lambda^-dimethylethylendiamine (0.8 eq.) in 1,4-dioxane (0.5M) was put in a sealed vial and stirred at 1100C for 18 hr. Reaction mixture was diluted with EtOAc and filtered through a pad of SolcaFloc 200 FCC. After removal of the solvent, the crude product was purified by flash column chromatography on silica gel using 10- 40% EtO Ac/Petroleum ether as eluent to afford the desired product Hl as pink solid (80% yield). 1H NMR (400 MHz, CDCl3, 300K) delta 7.32-7.28 (3H, m), 4.25 (2H, s), 3.82-3.75 (4H, m), 1.49 (9H, s). MS (ES) CnHi8N2 O3S requires: 282, found: 283 (M+H)+.

76003-29-7, The synthetic route of 76003-29-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI S.P.A.; WO2009/63244; (2009); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

76003-29-7, 1-Boc-3-Oxopiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,76003-29-7

Step A1, 1 -dimethylethyl 4-[2~fluoro~4-(methyloxy)phenyl]-3-oxo-1-piperazinecarboxylate A mixture of 1-Boc-3-oxopiperazine (500 mg, 2.497 mmol), 4-bromo-3- fluoroanisole (512 mg, 2.497 mmol), copper(l) iodide (23.78 mg, 0.125 mmol), frans-Nu,Nu’- dimethylcycIohexane-1 ,2-diamine (0.039 mL, 0.250 mmo.), and potassium carbonate (690 mg, 4.99 mmol) in 1 ,4-dioxane (10 mL) was heated at 120 C for 3.5 days. The mixture was filtered through a pad of Celite and washed with EtOAc (50 mL). The filtrate was washed with saturated aqueous NH4CI (15 mL), brine (15 mL), dried ( gS04), filtered and concentrated. The crude was absorbed on silica gel and purified by silica gelchromatography (10-60% EtOAc in hexanes) to give 1 ,1 -dimethylethyl 4-[2-fluoro-4- (methyloxy)phenyl]-3-oxo~1 -piperazinecarboxylate (581.9 mg, 1 .794 mmol, 72 %) as white solid. MS(ESI) m/z: 325.3 (MH+).

76003-29-7 1-Boc-3-Oxopiperazine 3157178, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXOSMITHKLINE LLC; BANKA, Anna; CATALANO, John, G.; CHONG, Pek, Yoke; FANG, Jing; GARRIDO, Dulce, Maria; MAYNARD, Andy; MILLER, John; PATTERSON, Dan; PEAT, Andrew, James; POWERS, Jeremiah; PRICE, Daniel, J.; ROBERTS, Chris; TAI, Vincent; YOUNGMAN, Michael; WO2011/50284; (2011); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

76003-29-7, 1-Boc-3-Oxopiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of /er/-butyl 3-oxopiperazine-l-carboxylate (cas: 76003-29-7, 2 g, 10 mmol) in DMF (20 mL) that had been pre-cooled in an ice-water bath was added NaH (800 mg, 2.0 equiv.) in portions under N2. The mixture was stirred for 0.5 hours. (2- bromoethoxy)(ter/-butyl)dimethylsilane (cas: 86864-60-0, 5.3 mL, 2.5 equiv.) was added to the solution at 0 C. The reaction mixture was stirred at 25 C for 12 hours. The reaction mixture was then diluted with water (50 mL) and extracted with EtOAc (3 x 80 mL). The combined organic extracts was then washed with water (50 mL), brine (50 mL), and dried over Na2S04, then concentrated under reduced pressure to a residue. The residue was purified by silica gel chromatography to afford ketopiperazine 1-321 as a pale oil (1.8 g, 50% yield, pale oil). MS (ESI, pos. ion) m/z: 381 (M+23, 76003-29-7

As the paragraph descriping shows that 76003-29-7 is playing an increasingly important role.

Reference£º
Patent; CARMOT THERAPEUTICS, INC.; ENQUIST, Johan; KRISHNAN, Shyam; ATWAL, Suman; ERLANSON, Daniel; FUCINI, Raymond V.; HANSEN, Stig; SAWAYAMA, Andrew; SETHOFER, Steven; (719 pag.)WO2019/183577; (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.76003-29-7,1-Boc-3-Oxopiperazine,as a common compound, the synthetic route is as follows.

76003-29-7, Sodium hydride (80 mg, 2.0 mmol, 60% in mineral oil) was added to a solution of 4-tert-butyloxycarbonyl-piperazin-2-one (200 mg, 1.0 mmol) in dimethylformamide (5.0 mL) at 0 C. The reaction was stirred at 0 C. for 0.5 h. To this mixture was added benzyl bromide (300 uL, 2.5 mmol) and the reaction was stirred for 2 h at room temperature. The reaction mixture was quenched with a dilute aqueous solution of sodium bicarbonate and extracted with methylene chloride. The organic extracts were washed with brine and dried over anhydrous sodium sulfate. Purification of the crude residue by chromatography over silica gel using 30% ethyl acetate in hexane gave 4-tert-butyloxycarbonyl-2-benzyl-piperazin-2-one (174 mg, 60% yield). [0350] Hydrochloric acid (0.25 mL, 1.00 mmol, 4 M in 1,4-dioxane) was added to a solution of 4-tert-butyloxycarbonyl-2-benzyl-piperazin-2-one (174 mg, 0.60 mmol) in 1,4-dioxane (1.0 mL). The mixture was stirred overnight. The reaction was concentrated to give 2-benzyl-piperazin-2-one hydrochloride as an off-white solid (130 mg, 97% yield). [0351] 4,5-Bis-(4-chloro-phenyl)-2-(2-ethoxy-4-trifluoromethyl-phenyl)-4,5-dihydro-imidazole-1-carbonyl chloride (example 3) was reacted with 2-benzyl-piperazin-2-one hydrochloride using the procedure as described in example 5 to give 4-[4,5-bis-(4-chloro-phenyl)-2-(2-ethoxy-4-trifluoromethyl-phenyl)-4,5-dihydro-imidazole-carbonyl]-1-benzyl-piperazin-2-one. It was then dissolved in dilute hydrochloric acid (0.5 N, 1 mL) and lyophilized to give 4-[4,5-bis-(4-chloro-phenyl)-2-(2-ethoxy-4-trifluoromethyl-phenyl)-4,5-dihydro-imidazole-carbonyl]-1-benzyl-piperazin-2-one hydrochloride as an off-white powder (65 mg, 89% yield). LR-MS (APCI): 695.6 [(M+H)+].

As the paragraph descriping shows that 76003-29-7 is playing an increasingly important role.

Reference£º
Patent; Haley, Gregory Jay; Kong, Norman; Liu, Emily Aijun; Simonsen, Klaus B.; Vu, Binh Thanh; Webber, Stephen Evan; US2004/259884; (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.76003-29-7,1-Boc-3-Oxopiperazine,as a common compound, the synthetic route is as follows.,76003-29-7

Intermediate 721 ,1 -Dimethylethyl 4-[(4-bromophenyl)methyl]-3-oxo-1 -piperazinecarboxylateTo a solution of 1 ,1 -dimethylethyl 3-oxo-1 -piperazinecarboxylate (500 mg, 2.497 mmol) in Nu,Nu-dimethylformamide (DMF) (8 mL) at room temperature under nitrogen was added sodium hydride (60% w/w in mineral oil, 120 mg, 3.00 mmol) and the resulting suspension was stirred at this temperature for 30 min. 1 -Bromo-4-(bromomethyl)benzene (749 mg, 3.00 mmol) in DMF ( 5 mL) was then added via syringe. The resulting mixture was stirred at room temperature for 1.5 h then partitioned between AcOEt and water. The layers were separated and the aqueous phase was extracted three times with AcOEt. The combined organic phases were washed three times with brine, dried over MgS04 and concentrated in vacuo. Purification of the residue by SP4 using a 25 G silica cartridge (gradient: 13 to 63% AcOEt in Hexanes) gave 1 ,1 -dimethylethyl 4-[(4-bromophenyl)methyl]-3-oxo-1 – piperazinecarboxylate (763 mg, 2.066 mmol, 83 % yield) as an oil which solidified to a white solid over 16 h. LCMS (method A): Retention time 1.14 min, [M+H]+ = 370.95 (1 Br)

76003-29-7 1-Boc-3-Oxopiperazine 3157178, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXOSMITHKLINE LLC; DEMONT, Emmanuel, Hubert; GARTON, Neil, Stuart; GOSMINI, Romain, Luc, Marie; HAYHOW, Thomas, George, Christopher; SEAL, Jonathan; WILSON, David, Matthew; WOODROW, Michael, David; WO2011/54841; (2011); 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.76003-29-7,1-Boc-3-Oxopiperazine,as a common compound, the synthetic route is as follows.,76003-29-7

Intermediate 721 ,1 -Dimethylethyl 4-[(4-bromophenyl)methyl]-3-oxo-1 -piperazinecarboxylateTo a solution of 1 ,1 -dimethylethyl 3-oxo-1 -piperazinecarboxylate (500 mg, 2.497 mmol) in Nu,Nu-dimethylformamide (DMF) (8 mL) at room temperature under nitrogen was added sodium hydride (60% w/w in mineral oil, 120 mg, 3.00 mmol) and the resulting suspension was stirred at this temperature for 30 min. 1 -Bromo-4-(bromomethyl)benzene (749 mg, 3.00 mmol) in DMF ( 5 mL) was then added via syringe. The resulting mixture was stirred at room temperature for 1.5 h then partitioned between AcOEt and water. The layers were separated and the aqueous phase was extracted three times with AcOEt. The combined organic phases were washed three times with brine, dried over MgS04 and concentrated in vacuo. Purification of the residue by SP4 using a 25 G silica cartridge (gradient: 13 to 63% AcOEt in Hexanes) gave 1 ,1 -dimethylethyl 4-[(4-bromophenyl)methyl]-3-oxo-1 – piperazinecarboxylate (763 mg, 2.066 mmol, 83 % yield) as an oil which solidified to a white solid over 16 h. LCMS (method A): Retention time 1.14 min, [M+H]+ = 370.95 (1 Br)

76003-29-7 1-Boc-3-Oxopiperazine 3157178, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXOSMITHKLINE LLC; DEMONT, Emmanuel, Hubert; GARTON, Neil, Stuart; GOSMINI, Romain, Luc, Marie; HAYHOW, Thomas, George, Christopher; SEAL, Jonathan; WILSON, David, Matthew; WOODROW, Michael, David; WO2011/54841; (2011); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

76003-29-7,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.76003-29-7,1-Boc-3-Oxopiperazine,as a common compound, the synthetic route is as follows.

A 60% dispersion of sodium hydride in mineral oil (3.6 g, 150 mmol, 1.5 equiv) was added in portions to a solution of tert- butyl 3-oxopiperazine-l-carboxylate (20.02 g, 100 mmol, 1 equiv) in anhydrous THF (400 mL) at 5 C and the mixture was stirred at room temperature for 1.5 hours. Benzyl bromide (14.27 mL, 120 mmol, 1.2 equiv) was added and the mixture was stirred at room temperature for 15 hours. Water (100 mL) was carefully added to quench the reaction and the mixture was extracted with ethyl acetate (3 x 200 mL). The combined organic layers were washed with saturated brine (200 mL), dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue was triturated with heptanes (200 mL) to give tert-butyl 4-benzyl-3-oxopiperazine-l- carboxylate (23.5 g, 81% yield) as a white solid.

The synthetic route of 76003-29-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CONATUS PHARMACEUTICALS, INC.; SPADA, Alfred, P.; TERNANSKY, Robert, J.; (0 pag.)WO2020/6341; (2020); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics