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

EXAMPLE 4 9-hydroxy-7-isopropyl-2- (quinolin-2-ylmethyl)-3, 4-dihydro-2H-pyrazino [1, 2-c] pyrimidine-1, 6,8 (7H) – trione Step 1 : 1- (2-Propenyl)-4-tert-butyloxycarbonyl-2-piperazinone To a stirred solution of 4-tert-butyloxycarbonyl-2-piperazinone (10 g, 50 mmol) and allyl bromide (7.25 g, 60 mmol) in DMF (75 mL) at 0 C was added sodium hydride (2.4 g of a 60% suspension in mineral oil, 60 mmol) in portions over a period of 10 min. The mixture was allowed to warm to ambient temperature and stirred for 18 h. The solvent was removed in vacuo and the residue was partitioned between EtOAc and water. The EtOAc layer was dried (MgS04), filtered, and the solvent was removed in vacuo. The residue was purified by silica gel column chromatography using a gradient elution of 33%, 40%, 50%, 60% EtOAc in hexanes. Concentration of product-containing fractions in vacuo gave the title compound as an oil. HPLC RT = 2.80 min (Method A), ES MS (M+H) = 241,’H NMR (400 MHz, CDC13) 8 5.76 (ddt, 1H), 5.2 (overlapping doublets, 2H), 4.10 (s, 2H), 4.04 (d, J = 6 Hz, 2H), 3.64 (t, J = 7 Hz, 2 H), 3.50 (t, J = 7 Hz, 2H), 1.47, (s, 9H).

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

Reference：
Patent; MERCK & CO., INC.; WO2005/92099; (2005); 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, With reference to the process described in , 2-nitro-5-bromopyridine (1.01 g, 5.0 mmol), tert-butyl 2-oxo-4-piperazinecarboxylate (1.00 g, 5.0 mmol) and cesium carbonate (3.26 g, 10.0 mmol) were suspended in 1,4-dioxane. Nitrogen gas was bubbled into the suspension for 30 minutes. Xantphos (246 mg, 0.43 mmol) and tris(dibenzylideneacetone)dipalladium (229 mg, 0.25 mmol) were added to the suspension and the reaction mixture was stirred under reflux with heating for two hours. The reaction mixture was cooled to room temperature. Water and ethyl acetate were added to the mixture. The solution was filtered through a Celite pad. The organic phase was separated from the filtrate. The aqueous phase was extracted with ethyl acetate. The extracted organic phases were combined and dried over anhydrous sodium sulfate. The solid was filtered out, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (1.08 g, yield: 67%). 1H-NMR(CDCl3) delta: 8.67 (1H,d,J=2.4 Hz), 8.32 (1H,d,J=8.8 Hz), 8.15 (1H,dd,J=8.8,2.4 Hz), 4.33 (2H,s), 3.93-3.83 (4H,m), 1.51 (9H,s).

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

Reference：
Patent; Teijin Pharma Limited; MIZUNO, Tsuyoshi; SHIMADA, Tomohiro; UNOKI, Gen; MARUYAMA, Akinobu; SASAKI, Kosuke; YOKOSAKA, Takuya; TAKAHASHI, Hiroshi; HORIE, Kyohei; SAKAI, Yuri; (181 pag.)EP3546458; (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.

a) A solution of (2-bromoethoxy)-tert-butyldimethylsilane (4.71 g, 19.7 mmol) in tetrahydrofuran (20 ml) was added dropwise at room temperature to a stirred solution of tert- butyl 3-OXOPIPERAZINE-1-CARBOXYLATE (3.94 g, 19.7 mmol), powdered potassium hydroxide -183- (1.32 g, 23.6 mmol) and tetrabutylammonium bromide (1.27 g, 3.94 mmol) in tetrahydrofuran (30 ml) and the resulting mixture was stirred for 4 hours. The mixture was filtered and then evaporated to leave a colourless viscous oil which was purified by silica gel chromatography eluting with methyl tert-butyl ether as eluent to give tert-butyl 4-(2-{[TERT- butyl (dimethyl) silyl] OXY} ETHYL)-3-OXOPIPERAZINE-1-CARBOXYLATE (3.42 g, 45% yield) as a colourless oil: 1H-NMR (CDC13): 4.08 (s, 2H), 3.80 (t, 2H), 3.61 (m, 2H), 3.50 (m, 4H), 1.46 (s, 9H), 0.87 (s, 9H), 0.05 (s, 6H)., 76003-29-7

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

Reference：
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/94410; (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

-(tert-Butyloxycarbonyl)-piperazin-2-one (8.0 g, 40 mmol), EXAMPLE 40, is dissolved in THF (160 mL), cooled in an ice bath and treated with 60% sodium hydride (1.9 g, 48 mmol). The reaction mixture is stirred 40 minutes, then treated with tetra-butylammon

76003-29-7 1-Boc-3-Oxopiperazine 3157178, 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

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, To a solution of the product of Step 7 (10.0 g, 50.0 mmol) in anhydrous DMF(250 ml) in an ice-water bath were added sodium hydride (2.40 g, 60.0 mmol) andbenzyl chloride (6.60 g, 52.5 mmol). The mixture was stirred at RT for 4.5 h. Thereaction was quenched with water (10 ml), diluted with CH2CI2 (500 ml), and washedwith water (2x250ml). The organic layer was extracted with saturated NH4CI (200 ml),dried (MgSO4), concentrated, and purified by column chromatography (gradientMeOH/CH2CI2 0-5%) to give the product (10.7 g, 74%). 1H-NMR (CDCI3): 6=7.2-7.3(m, 5H), 4.57 (s, 2H), 4.10 (s, 2H), 3.53 (m, 2H), 3.19 (m, 2H), 1.41 (s, 9H).

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

Reference：
Patent; SCHERING CORPORATION; WO2006/14944; (2006); 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 solution of tert-butyl 3-oxopiperazine-1-carboxylate (1.00 g) in dimethylformamide (20 ml) was added at 0C sodium hydride (240 mg) in three portions and stirring was continued at22C for 30 mm. (2-Bromoethoxy)(tert-butyl)dimethylsilane (1.43 g) was added at 0C andstirring was continued at 22C for 4 h. The mixture was partitioned between water and ethylacetate, the organic layer was dried, evaporated and the residue purified by flashchromatography (silica gel, 0 – 5% methanol in dichloromethane) to give the title compound(6.85 g) as a light yellow oil.MS (ESI, m/z): 359.2 [(M+H)], 76003-29-7

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

Reference：
Patent; SAVIRA PHARMACEUTICALS GMBH; EUROPEAN MOLECULAR BIOLOGY LABORATORY; LERNER, Christian; KREIS, Lukas; WEIKERT, Robert James; NEIDHART, Werner; HILPERT, Hans; (97 pag.)WO2017/158147; (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.76003-29-7,1-Boc-3-Oxopiperazine,as a common compound, the synthetic route is as follows.

A mixture of 1 ,1-dimethylethyl 3-oxo-1-piperazinecarboxylate (0.200 g, 0.999 mmol), 1-bromo-4-fluorobenzene (0.091 mL, 0.832 mmol), copper(l) iodide (0.008 g, 0.042 mmol), potassium carbonate (0.230 g, 1.665 mmol) and N,N’-dimethyl-1 ,2- ethanediamine (0.009 mL, 0.083 mmol) in toluene (5 mL) was heated at reflux under nitrogen overnight. The reaction mixture was filtered through silica gel. The filtrate was evaporated and the residue was purified by silica gel chromatography (EtOAc:hexane) to give1 ,1-dimethylethyl 4-(4-fluorophenyl)-3-oxo-1-piperazinecarboxylate (0.180 g, 73%) as a white solid., 76003-29-7

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

Reference：
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

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 A1, 1-dimethylethyl 4-(2-fIuoro-4-methylphenyl)-3-oxo-1-piporazinecarboxylate A mixture of 1 ,1-dimethylethyl 3-oxo-1 -piperazinecarboxylate (0.326 g, 0.00163 mol), 1-bromo-2-fluoro-4-methylbenzene (0.308 g, 0.0163 mol), (1 R,2R)-N,N’-dimethyl~ 1 ,2-cyclohexanediamine (0.026 mL, 0.163 mmol), copper(l) iodide (3.10 mg, 0.016 mmol) and potassium carbonate (450 mg, 3.26 mmol) in 1 ,4-dioxane (6 mL) in a septum-sealed vial was heated in an oil bath at 120 C overnight. The reaction mixture was cooled to room temperature and filtered through Celite washing with ethyl acetate. The filtrate was washed with saturated aqueous ammonium chloride, water and brine, dried over sodium sulfate and concentrated. The residue was purified by chromatography on silica gel to give the title compound (0. 253 g, 50%). MS (ESI) m/z: 309 (M+1 )., 76003-29-7

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

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

In a 500 mL three-necked flask, 12.70 g (63.0 mmol, 1.0 eq.) of Compound 1 was dissolved in 280 mL of dimethylformamide and cooled to 0 C in an ice bath.1.73 g (73.0 mmol, 1.15 equivalents) of sodium hydride were added and stirred under ice cooling for 1 hour.Then 6.60 mL (69.0 mmol, 1.10 equivalents) of methyl bromoacetate was added via syringe.After further stirring for 20 minutes under ice cooling, the reaction solution was warmed to room temperature.After 18 hours, 10 mL of methanol, 10 mL of deionized water and 180 mL of a saturated sodium chloride solution were added to the reaction solution.The aqueous phase was extracted once with 250 mL and extracted three times with 140 mL of diethyl ether.The combined organic phases were dried with MgSO Subsequently, the residual dimethylformamide was removed under reduced pressure at a water temperature of 55 C over 2 hours to obtain 13.4 g of an orange liquid.Purification by flash chromatography using petroleum ether / ethyl acetate 4:1: petroleum ether / ethyl acetate 2:1 as eluent to afford white solid, yield: 14.16 g (82%, 52.0 mmol)., 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; Shaoxing University; Hu Chunqi; Li Xin; Shi Yaru; Du Wenting; Tong Jie; Su Wanting; Xia Weiqi; (20 pag.)CN108610332; (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.

A suspension of />-iodo-aniline (918mg, 4.8mmol), 3-oxo-piperazine-l-carboxylic acid tert-butyl ester (960mg, 4.2mmol) (7R,2R)-cyclohexane-l,2-diamine (0.05mL, 0.42mmol), copper (I) iodide (14.9mg,0.0042mmol) and K2CO3 (1.19g, 2.04mmol) in dioxane (4mL), is purged with nitrogen for 5 min in a reaction tube. The tube is sealed and the reaction mixture is heated at 1190C for 15 hours. After cooling to room temperature, the reaction mixture is filtered through a silica cartridge washing with ethyl acetate (4OmL). The filtrate is concentrated in vacuo to afford the title compound as a brown liquid (1.06g, 87%). LCMS: Rt 0.88min (91%)., 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; GALAPAGOS N.V.; WO2007/138072; (2007); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics