Category: 129799-08-2

129799-08-2, 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of Intermediate 2 (1.0 g, 4.1 mmol) in anhydrous dichloromethane (40 mL) was added triethylamine (0.82 mL, 5.9 mmol) and 3-methoxy-4-tert-butylbenzoyl chloride* (1.11 g, 4.9 mmol). The resultant mixture was stirred at ambient temperature for 18 hours and washed with water. The organic phase was separated and evaporated to a gum, then purified by chromatography over silica gel using cyclohexane-ethyl acetate (4: 1, 3: 1 and then 2: 1 v/v) as eluent. The fractions containing the desired product were combined and evaporated to give the title compound as an amorphous solid. MS calcd for (C23H34N206 + H) + : 435. Found: (M+H) + = 435. * Prepared from 3-methoxy-4-tert-butylbenzoic acid (J. Org. Chem. (1961) 26,1732) using thionyl chloride., 129799-08-2

129799-08-2 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate 2756819, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; GLAXO GROUP LIMITED; WO2005/79799; (2005); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

129799-08-2, 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of Intermediate 2 (1.0 g, 4.1 mmol) in anhydrous dichloromethane (40 mL) was added triethylamine (0.82 mL, 5.9 mmol) and 3-methoxy-4-tert-butylbenzoyl chloride* (1.11 g, 4.9 mmol). The resultant mixture was stirred at ambient temperature for 18 hours and washed with water. The organic phase was separated and evaporated to a gum, then purified by chromatography over silica gel using cyclohexane-ethyl acetate (4: 1, 3: 1 and then 2: 1 v/v) as eluent. The fractions containing the desired product were combined and evaporated to give the title compound as an amorphous solid. MS calcd for (C23H34N206 + H) + : 435. Found: (M+H) + = 435. * Prepared from 3-methoxy-4-tert-butylbenzoic acid (J. Org. Chem. (1961) 26,1732) using thionyl chloride., 129799-08-2

129799-08-2 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate 2756819, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; GLAXO GROUP LIMITED; WO2005/79799; (2005); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

129799-08-2, 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation of 1-tert-butyl 3-methyl 4-(5-chloro-2-nitrobenzyl)piperazine-1,3-dicarboxylate (52)1.5 g (8.2 mmol) of the aldehyde 51 and 2.0 g (8.2 mmol) of the amine 5 are initially introduced in a mixture of 50 ml of dichloroethane and 50 ml of THF. 0.940 ml of glacial acetic acid are then added, and the mixture is stirred at RT for about 3 h. 5.5 g (24.6 mmol) of NaB(OAc)3 and a further 0.940 ml of acetic acid are subsequently added, and the mixture is stirred overnight at room temperature. The batch is stirred with saturated NaHCO3 solution, diluted with dichloromethane and extracted by shaking. The organic phase is again washed by shaking with water, the aqueous phase is again extracted by shaking with DCM. The combined organic phases are dried over Na2SO4, filtered off with suction and evaporated to dryness in vacuo. The 3.5 g of crude product obtained are dissolved in THF, adsorbed onto Isolute and separated on silica gel 60 (Flashmaster). The relevant fractions are combined and evaporated to dryness in a rotary evaporator, thus giving the desired product 52 (1.6 g, 21% yield) in a purity of 45% (mass: [M+]=414; HPLC method D, RT=3.86 min) as yellow oil, which is reacted further without further purification., 129799-08-2

129799-08-2 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate 2756819, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Merck Patent Gesellschaft Mit Beschrankter Haftung; US2012/115852; (2012); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

129799-08-2, 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

At 0 deg.C, to pentafluorophenol in 520mL of anhydrous ether solution were added in portions 49g 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide (286mmol) and 12mL formic acid (312mmol). The batch was stirred at ambient temperature for 2 hours. Then add 32g 1-tert-butyl 3-methyl 1,3-piperazindicarboxylate (130mmol) and 18mL triethylamine (130mmol) dissolved in 520mL CH2Cl2 mixture. The batch was stirred at ambient temperature overnight. 1N HCl was hydrolyzed with an aqueous solution of the reaction mixture was extracted with CH2Cl2. The organic phases were then combined, then washed with saturated aqueous NaHCO3, and then washed with a saturated aqueous solution of NaCl until neutrality. Dried over MgSO4, filtered and concentrated to dryness, purified product (petroleum ether / AcOEt gradient: 0-30%) by silica gel chromatography. To give the title product as an oil.

129799-08-2, The synthetic route of 129799-08-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Les Laboratoires Servier; Vernalis (R&D) Limited; Le Tiran, A.; Le Diguarher, T.; Starck, J-B.; Henlin, J-M.; De Nanteuil, G.; Geneste, O.; Davidson, J.E.P.; Murray, J.B.; Chen, I-J.; (57 pag.)CN105579450; (2016); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

129799-08-2, 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

At 0 deg.C, to pentafluorophenol in 520mL of anhydrous ether solution were added in portions 49g 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide (286mmol) and 12mL formic acid (312mmol). The batch was stirred at ambient temperature for 2 hours. Then add 32g 1-tert-butyl 3-methyl 1,3-piperazindicarboxylate (130mmol) and 18mL triethylamine (130mmol) dissolved in 520mL CH2Cl2 mixture. The batch was stirred at ambient temperature overnight. 1N HCl was hydrolyzed with an aqueous solution of the reaction mixture was extracted with CH2Cl2. The organic phases were then combined, then washed with saturated aqueous NaHCO3, and then washed with a saturated aqueous solution of NaCl until neutrality. Dried over MgSO4, filtered and concentrated to dryness, purified product (petroleum ether / AcOEt gradient: 0-30%) by silica gel chromatography. To give the title product as an oil.

129799-08-2, The synthetic route of 129799-08-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Les Laboratoires Servier; Vernalis (R&D) Limited; Le Tiran, A.; Le Diguarher, T.; Starck, J-B.; Henlin, J-M.; De Nanteuil, G.; Geneste, O.; Davidson, J.E.P.; Murray, J.B.; Chen, I-J.; (57 pag.)CN105579450; (2016); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

129799-08-2, 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of crude ethyl 6-tert-butyl-l0-methoxy-2-oxo-9-[2-[2-[2-(p- tolylsulfonyloxy)ethoxy]ethoxy]ethoxy]-6,7-drhydrobenzo[a]quinolizine-3-carboxylate (0382) (compound 10b, 65.8 mg, 0.1 mmol) , l-tert-butyl 3-methyl piperazine- l,3-dicarboxylate (29 mg, 0.12 mmol), potassium carbonate (28 mg, 0.2 mmol) and sodium iodide (15 mg, 0.1 mmol) in acetonitrile (1 mL) was heated at 90 C for 20 h. After cooling to room temperature, the reaction mixture was partitioned between CH2CI2 and water, and then extracted with CH2CI2 for three times. The combined organic layer was washed with brine, dried and concentrated to give crude O l-tert-butyl 03-methyl 4-[2-[2-[2-[(6-tert-butyl-3-ethoxycarbonyl-l0-methoxy-2-oxo-6,7- dihydrobenzo [a] quino lizin-9-yl)oxy] ethoxy] ethoxy] ethyl]piperazine- 1 ,3 -dicarboxylate (0383) (compound 11a, 85 mg) as a brown oil, which was directly used for next step without further purification. MS obsd. (ESI+) [(M+H)+]: 730.

129799-08-2, As the paragraph descriping shows that 129799-08-2 is playing an increasingly important role.

Reference：
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HAN, Xingchun; JIANG, Min; WANG, Yongguang; YANG, Song; (83 pag.)WO2019/129681; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

129799-08-2, 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of /ert-butyl (2-oxoethyl)carbamate (4.89 g, 30.7 mmol) in 1,2- dichloroethane (50 mL) was added to a solution of l-(tert-butyl) 3-methyl piperazine- 1,3- dicarboxylate (5 g, 20.5 mmol) in l,2-dichloroethane (25 mL). The solution stirred at 25 C under nitrogen atmosphere for 30 min. Sodium triacetoxyborohydride (8.69 g, 41.0 mmol) was added, and the resulting mixture stirred at 25 C for 15 h. The reaction was quenched by the addition of water (50 mL) at 25 C. The resulting mixture was extracted with dichloromethane (3 x 50 mL). The combined organic layers were washed with brine (50 mL), dried over anhydrous sodium sulfate, and the solids were filtered out. The filtrate was concentrated under vacuum. The residue was purified by silica gel chromatography (eluting with 1 : 1 ethyl acetate/petroleum ether) to afford l-ter/-butyl 3- methyl 4-(2-(/er/-butoxycarbonylamino)ethyl)piperazine-l,3-dicarboxylate as yellow oil (5.1 g, 64%). LCMS (ES, m/z): 388 [M+H]+.

129799-08-2, The synthetic route of 129799-08-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; FORMA THERAPEUTICS, INC.; MARTIN, Matthew W.; BUCKMELTER, Alexandre Joseph; (158 pag.)WO2019/222468; (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.129799-08-2,1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate,as a common compound, the synthetic route is as follows.

To a solution of 1-tert-butyl 3-methyl piperazine-1,3-dicarboxylate (2.44 g, 10 mmol) in DCM (50 mL) was added phenylboronic acid (2.35 g, 20 mmol), Cu(OAc)2 (1.82 g, 10 mmol) and pyridine (1 .58 g, 20 mmol) in turns with stirring. The reaction mixture was stirred at ambient temperature for 24 hrs under an oxygen atmosphere. The reaction mixture was filtered and filtrate was concentrated. The residue was purified by column chromatography on silica gel(petroleum ether: EtOAc= 3:1) to afford compound Tnt 44-1 (2.74 g). MS-EST (mlz): 321 (M+1) Rf: 0.3 (PE : EtOAc= 3 : 1).

129799-08-2, The synthetic route of 129799-08-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; MERCK SHARP & DOHME CORP.; COBURN, Craig; MALETIC, Milana; LUO, Yunfu; QI, Zhiqi; YU, Tingting; SOLL, Richard; WO2015/70367; (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.129799-08-2,1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate,as a common compound, the synthetic route is as follows.

To a solution of 1-tert-butyl 3-methyl piperazine-1,3-dicarboxylate (2.44 g, 10 mmol) in DCM (50 mL) was added phenylboronic acid (2.35 g, 20 mmol), Cu(OAc)2 (1.82 g, 10 mmol) and pyridine (1 .58 g, 20 mmol) in turns with stirring. The reaction mixture was stirred at ambient temperature for 24 hrs under an oxygen atmosphere. The reaction mixture was filtered and filtrate was concentrated. The residue was purified by column chromatography on silica gel(petroleum ether: EtOAc= 3:1) to afford compound Tnt 44-1 (2.74 g). MS-EST (mlz): 321 (M+1) Rf: 0.3 (PE : EtOAc= 3 : 1).

129799-08-2, The synthetic route of 129799-08-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; MERCK SHARP & DOHME CORP.; COBURN, Craig; MALETIC, Milana; LUO, Yunfu; QI, Zhiqi; YU, Tingting; SOLL, Richard; WO2015/70367; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

129799-08-2, 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a vial containing piperazine-l,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester (907 mg, 4.04 mmol), was added 4-bromo-l-chloro-2-methoxybenzene (913 mg, 4.12 mmol), palladium acetate (33 mg, 0.14 mmol) and 2-(di-tert- butylphosphino)biphenyl (88 mg, 0.29 mmol). The vial was evacuated and back-filled with nitrogen and to it was added toluene (2 mL). The reaction mixture was heated to 80 0C for 5 min to give a homogeneous solution. Upon cooling to room temperature, sodium tert- butoxide (557 mg, 5.80 mmol) was added to the reaction solution. The resultant mixture was again heated to 80 0C. After 4 h, the reaction mixture was cooled to room temperature, then diluted with EtOAc (10 mL) and hexanes (10 mL). The resultant solution was filtered through celite, and the filtrate concentrated in vacuo and purified by silica gel flash chromatography (30 g) (20% EtOAc/Hexanes) to afford 4-(4-chloro-3- methoxyphenyl)piperazine-l,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester (63) (239 mg, 15% yield): HPLC retention time = 2.72 minutes. MS (ES) [M+H]+ expected 385.2, found 385.1.

129799-08-2, The synthetic route of 129799-08-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; CHEMOCENTRYX, INC.; WO2007/22257; (2007); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics