Category: 129799-08-2

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.

A mixture of (S) -5- (1- ( (tert-butoxycarbonyl) amino) ethyl) -2- (3- (cyclopropylmethoxy) -4- (difluoromethoxy) phenyl) oxazole-4-carboxylic acid (0.6 g, 1.28 mmol) , 1-tert-butyl 3-methyl piperazine-1, 3-dicarboxylate (376 mg, 1.54 mmol) , EDCI (368 mg, 1.92 mmol) and HOAT (435 mg, 3.20 mmol) in DCM (20 mL) was stirred at 0 , and DIPEA (0.89 mL, 5.12 mmol) was added dropwise. After the addition, the mixture was stirred at rt for 6 h and washed with saturated aqueous NaCl (15 mL × 3) . The organic layer was dried over anhydrous Na2SO4 and concentrated. The residue was purified by silica gel chromatography eluted with Petroleum ether/EtOAc (v/v) 4/1 to give the title compound as a white solid (714 mg, 80) .1H NMR (400 MHz, CDCl3) : delta ppm 7.57 (s, 1H) , 7.52-7.54 (m, 1H) , 7.24-7.27 (m, 1H) , 6.72 (t, JF-H 75.0 Hz, 1H) , 5.21-5.28 (m, 1H) , 4.60-4.68 (m, 2H) , 3.99 (d, J 6.9 Hz, 2H) , 3.81 (s, 3H) , 3.24-3.29 (m, 1H) , 3.00-3.10 (m, 1H) , 1.52-1.57 (m, 3H) , 1.49 (s, 9H) , 1.44 (s, 9H) , 1.32-1.37 (m, 1H) , 0.68-0.73 (m, 2H) , 0.42-0.44 (m, 2H) and MS-ESI: m/z 695.3 [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; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; LIU, Bing; YU, Tianzhu; ZHANG, Xiangyu; ZHANG, Shiguo; ZHANG, Jiancun; CHENG, Changchung; (426 pag.)WO2016/34134; (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.129799-08-2,1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate,as a common compound, the synthetic route is as follows.

Step A: 1-tert-Butyl 3-methyl 4-formyl-1,3-piperazinedicarboxylate (0085) To a solution of pentafluorophenol in 520 mL of anhydrous ether placed at 0 C. there are successively added 49 g of 1-ethyl-3-(3?-dimethylaminopropyl)-carbodiimide (286 mmol) in portions and 12 mL of formic acid (312 mmol). The batch is stirred at ambient temperature for 2 hours. There is then added a mixture of 32 g of 1-tert-butyl 3-methyl 1,3-piperazinedicarboxylate (130 mmol) and 18 mL of triethylamine (130 mmol) dissolved in 520 mL of CH2Cl2. The batch is stirred overnight at ambient temperature. The reaction mixture is hydrolysed with 1N aqueous HCl solution and extracted with CH2Cl2. The organic phases are then combined and then washed with saturated aqueous NaHCO3 solution and then with saturated aqueous NaCl solution until neutral. After drying over MgSO4, filtering and concentrating to dryness, the product is isolated by chromatography over silica gel (petroleum ether/AcOEt gradient: 0-30%). The title product is obtained in the form of an oil. (0086) IR: nu: C?O: 1674-1745 cm-1 (0087) m/z (C12H20N2O5): 272.1 (M+); 295.121 (M+Na)+; 567.253 (2M+Na)+, 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; LES LABORATOIRES SERVIER; VERNALS (R&D) LIMITED; Le Tiran, Arnaud; Le Diguarher, Thierry; STARCK, Jerome-Benoit; Henlin, Jean-Michel; De Nanteuil, Guillaume; GENESTE, Olivier; Davidson, James Edward Paul; Murray, James Brooke; Chen, I-Jen; (36 pag.)US2016/176848; (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.129799-08-2,1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate,as a common compound, the synthetic route is as follows.

Example 46 1-tert-Butyl 3-methyl 4-(1-benzhydrylazetidin-3-yl)piperazine-1,3-dicarboxylate A mixture of 1-benzhydrylazetidin-3-yl methanesulfonate (2.4 g, 7.56 mmol), tert-butyl methyl piperazine-1,3-dicarboxylate (1.85 g, 7.56 mmol), K2CO3 (1.6 g, 11.34 mmol) in CH3CN (40 mL) was stirred at reflux for 16 h. The mixture was partitioned between ethyl acetate and water. The organic layer was washed with water and brine, dried over Na2SO4, and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel (10% petroleum ether/ethyl acetate) to afford the desired product (1.85 g, 51% yield)., 129799-08-2

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

Reference：
Patent; Ren, Pingda; Liu, Yi; Li, Liansheng; Feng, Jun; Wu, Tao; US2014/288045; (2014); 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

Step A – Preparation of Int 44-1 Int 44-1 To a solution of 1-tert-butyl 3-methyl piperazine-l,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 Int 44-1 (2.74 g). MS-ESI (m/z): 321 (M+l)+ R 0.3 (PE : EtOAc= 3 : 1)., 129799-08-2

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

Reference：
Patent; MERCK SHARP & DOHME CORP.; COBURN, Craig, A.; MALETIC, Milana, M.; LUO, Yunfu; QI, Zhiqi; YU, Tingting; SOLL, Richard; WO2015/73310; (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 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

A mixture of 7-benzyl-2,4-dichloro-6,8-dihydro-5H-pyrido[3,4-d] pyrimidine (3.00 g, 10.2 mmol, 1.00 eq), 1-tert-butyl-3-methyl piperazine-1,3-dicarboxylate (2.62 g, 10.7 mmol, 1.05 eq), DIEA (3.30 g, 25.5 mmol, 4.45 mL, 2.50 eq) in DMSO (50.0 mL) was degassed and purged with nitrogen 3 times. The mixture was stirred at 100° C. for 12 hours under a nitrogen atmosphere. The reaction mixture was diluted with DCM (200 mL), washed with brine (3 50 mL), dried over Na 2SO 4, filtered and concentrated under reduced pressure to dryness. The residue was purified by column chromatography (SiO 2, Petroleum ether/Ethyl acetate=10:1 to 3:1) to give 1-tert-butyl 3-methyl 4-(7-benzyl-2-chloro-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-yl)pipera- zine-1,3-dicarboxylate (2.10 g, 3.81 mmol, 37.4% yield, 91.0% purity) as a yellow oil. ESI MS m/z 502.1 [M+H] +.

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

Reference：
Patent; Mirati Therapeutics, Inc.; Array BioPharma Inc.; Blake, James F.; Burgess, Laurence E.; Chicarelli, Mark Joseph; Christensen, James Gail; Cook, Adam; Fell, Jay Bradford; Fischer, John P.; Marx, Matthew Arnold; Mejia, Macedonio J.; Savechenkov, Pavel; Vigers, Guy P.A.; Smith, Christopher Ronald; Rodriguez, Martha E.; US2019/144444; (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.

Step A: To a solution of pentafluorophenol in 520 mL of anhydrous ether at 0 C. there are added in succession 49 g of 1-ethyl-3-(3′-dimethylaminopropyl)-carbodiimide (286 mmol) in portions and 12 mL of formic acid (312 mmol). The whole is stirred at ambient temperature for 2 hours. There is subsequently added a mixture of 32 g of 1-tert-butyl 3-methyl 1,3-piperazinedicarboxylate (130 mmol) and 18 mL of triethylamine (130 mmol) in solution in 520 mL of CH2Cl2. The whole is stirred overnight at ambient temperature. The reaction mixture is hydrolysed with an 1N aqueous HCl solution and extracted with CH2Cl2. The organic phases are subsequently combined and then washed with a saturated aqueous NaHCO3 solution and then with a saturated aqueous NaCl solution until neutral. After drying over MgSO4, filtration and concentration to dryness, the product is isolated by chromatography over silica gel (petroleum ether/AcOEt gradient: 0-30%). The title product is obtained in the form of an oil. IR: nu: C=O: 1674-1745 cm-1 m/z (C12H20N2O5): 272.1 (M+); 295.121 (M+Na)+; 567.253 (2M+Na)+

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

Reference：
Patent; Le Diguarher, Thierry; Casara, Patrick; Starck, Jerome-Benoit; Henlin, Jean-Michel; Davidson, James Edward Paul; Murray, James Brooke; Graham, Christopher John; Chen, I-Jen; Geneste, Olivier; Hickman, John; Depil, Stephane; Le Tiran, Arnaud; Nyerges, Miklos; De Nanteuil, Guillaume; US2015/51189; (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

REFERENCE EXAMPLE 19 A mixture of methyl 4-(tert-butoxycarbonyl)piperazine-2-carboxylate (3.5 g) obtained in Reference Example 16, 3,4,5-trimethoxybenzyl chloride (4.6 g), potassium carbonate (6.0 g) and acetonitrile (80 ml) is refluxed by heating for 10 hours while stirring. The reaction mixture is concentrated under reduced pressure. The concentrate is added to water and extracted with ethyl acetate. The organic layer is washed with water and dried, then the solvent is distilled off under reduced pressure. The residue is purified by means of a silica gel column chromatography (hexane:ethyl acetate =3:2) to afford methyl 4-tert-butoxycarbonyl-1-(3,4,5-trimethoxy-benzyl)piperazine-2-carboxylate as a colorless oily product (5.2 g).

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; Takeda Chemical Industries, Ltd.; US4997836; (1991); 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

To a mixture of 1-tert-butyl 3-methyl piperazine-1, 3-dicarboxylate (1.0 g, 4.1 mmol) , nickel chloride (640 mg, 4.9 mmol) and anhydrous ethanol (10 mL) was added sodium borohydride (380 mg, 10.0 mmol) at 0 . The mixture was stirred for 4 h and quenched with ice-water (5 mL) . The mixture was adjusted with concentrated hydrochloric acid to pH 1. After the mixture was clear, a NaOH aqueous solution (1.0 M) was added to adjust pH 10. The resulting mixture was extracted with EtOAc (10 mL × 3) . The combined organic layers were dried over anhydrous Na2SO4 and concentrated to give tert-butyl 3- (hydroxymethyl) piperazine-1-carboxylate as a reseda solid (890 mg, 83) .1H NMR (400 MHz, CD3OD) : delta ppm 3.99-4.02 (m, 1H) , 3.90-3.93 (m, 1H) , 3.48-3.54 (m, 2H) , 2.96-3.00 (m, 1H) , 2.83-2.93 (m, 1H) , 2.66-2.72 (m, 2H) , 2.56-2.66 (m, 1H) , 1.48 (m, 9H) and MS-ESI: m/z 217.10 [M+H] +., 129799-08-2

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

Reference：
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; LIU, Bing; YU, Tianzhu; ZHANG, Xiangyu; ZHANG, Shiguo; ZHANG, Jiancun; CHENG, Changchung; (426 pag.)WO2016/34134; (2016); 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 4,4′-(chloromethylene)bis(fluorobenzene) (1.5 g, 6.29 mmol) in acetonitrile (15 mL) was added 1-(tert-butyl) 3-methyl piperazine-1,3-dicarboxylate (1.842 g, 7.54 mmol), followed by DIPEA (3.29 mL, 18.86 mmol). The reaction mixture was stirred at 85 C overnight. The reaction mixture was concentrated under reduced pressure to remove the volatiles and the residue was dissolved in ethyl acetate (150 mL) and washed with water. The aqueous layer was back-extracted with ethyl acetate (100 mL x 2). The combined organic layer was washed with brine, dried over Na2SO4, filtered and the filtrate was concentrated under reduced pressure to give the crude product. The crude residue was purified via silica gel chromatography on ISCO (5-10 % (0493) EtOAc/petroleum ether; 40 g column) to afford the 1-(tert-butyl) 3-methyl 4-(bis(4- fluorophenyl)methyl)piperazine-1,3-dicarboxylate (2.15 g, 4.82 mmol, 77 % yield). (0494) LCMS: m/z = 447.4 (M+H); rt 2.16 min. (LCMS Method: Column: Waters Acquity UPLC BEH C18 (2.1 x 50 mm) 1.7 mm, Mobile phase A: 10 mM ammonium (0495) acetate:acetonitrile (95:5); Mobile phase B: 10 mM ammonium acetate:acetonitrile (5:95), Gradient = 20-90 % B over 1.1 minute, then a 0.6 minute hold at 90 % B; Temperature: 50 C; Flow rate: 0.7 mL/min; Detection: UV at 220 nm)., 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; BRISTOL-MYERS SQUIBB COMPANY; VELAPARTHI, Upender; CHUPAK, Louis S.; DARNE, Chetan Padmakar; DING, Min; GENTLES, Robert G.; HUANG, Yazhong; KAMBLE, Manjunatha Narayana Rao; MARTIN, Scott W.; MANNOORI, Raju; MCDONALD, Ivar M.; OLSON, Richard E.; RAHAMAN, Hasibur; JALAGAM, Prasada Rao; ROY, Saumya; TONUKUNURU, Gopikishan; VELAIAH, Sivasudar; WARRIER, Jayakumar Sankara; ZHENG, Xiaofan; TOKARSKI, John S.; DASGUPTA, Bireshwar; REDDY, Kotha Rathnakar; RAJA, Thiruvenkadam; (0 pag.)WO2020/6018; (2020); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics