Category: 120737-78-2

120737-78-2, tert-Butyl 2-methylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 43A tert-butyl (2S)-4-[(6-{[5-(difluoromethyl)pyridin-2-yl]oxy}quinolin-2-yl)carbonyl]-2-methylpiperazine-1-carboxylate The product from Example 14A (200 mg, 0.632 mmol) was subjected to the conditions described in Example 14B, substituting (S)-tert-butyl 2-methylpiperazine-1-carboxylate for tert-butyl piperazine-1-carboxylate to give 155 mg (49%) of the titled compound., 120737-78-2

120737-78-2 tert-Butyl 2-methylpiperazine-1-carboxylate 15087784, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; AbbVie Inc.; Bogdan, Andrew; Cowart, Marlon D.; DeGoey, David A.; Jinkerson, Tammie K.; Koenig, John R.; Kort, Michael E.; Liu, Bo; Matulenko, Mark A.; Nelson, Derek W.; Patel, Meena V.; Peltier, Hillary; Scanio, Marc J.; Wakefield, Brian D.; US2015/218102; (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.120737-78-2,tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

[00203] Under a N2 atmosphere tert-butyl 2-methylpiperazine-l-carboxylate (2.0 mmol), (E)-(3-bromoprop-l-en-l-yl)benzene (2.4mmol), K2CO3 (3 mmol) were combined in a vial, CH3CN (2 mL) was added, and the reaction mixture was stirred at 60 C overnight, The crude reaction mixture was diluted with EtOAc and washed with H20 and brine. The organic layer was dried over Na2S04, filtered and condensed. The crude mixture was purified using flash silica gel column chromatography to get the pure product tert-butyl 4-cinnamyl-2- methylpiperazine-l-carboxylate (yield 70%).

120737-78-2, As the paragraph descriping shows that 120737-78-2 is playing an increasingly important role.

Reference：
Patent; THE GENERAL HOSPITAL CORPORATION; PETERSON, Randall T.; RENNEKAMP, Andrew J.; KOKEL, David; (121 pag.)WO2015/200674; (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.120737-78-2,tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

The compound (S) -5- (1 – ((tert-butoxycarbonyl) amino) ethyl) -2- (3- (cyclopropylmethoxy) -4-(difluoromethoxy) phenyl ) -oxazole-4-carboxylic Acid (250mg, 0.53mmol), 1-Boc-2- methylpiperazine(130mg, 0.64mmol), 1- ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride Salt (155mg, 0.80mmol)and N- hydroxy-7-aza-benzotriazole (182mg, 1.33mmol) was dissolved in dichloromethane (15mL), and 0 Cunder conditions to this solution was added dropwise N, N- diisopropylethylamine (0.37mL, 2.14mmol), stirredat room temperature 5h, was added water (10mL × 2)Washing the organic phase was dried over anhydrous Na2 SO 4, the solvent was removed concentrate was subjected to column chromatography (eluent: Petroleumether/ EtOAc (V / v) = 2/1), to give 215mg of colorless viscous material, yield: 60%.

120737-78-2, 120737-78-2 tert-Butyl 2-methylpiperazine-1-carboxylate 15087784, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Guangdong East Sunshine Pharmaceutical Co., Ltd; Zhang, Ying jun; Liu, Bing; Yu, Tian Zhu; Zhang, Xiang Yu; (348 pag.)CN105399698; (2016); 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.120737-78-2,tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

The 100 mg compound II, 120 mg compound III by adding 5 ml dichloromethane (DCM) in, stirring, 40 C reaction 2 hours, TLC monitoring, after the reaction, the solvent turns on lathe does, the reactant putting into the 100 ml water, ethyl acetate (20 ml × 3) extraction, standing liquid, organic phase are respectively 5% of NaHCO3 (20 Ml × 3), saturated salt water (20 ml × 3) washing, then drying water-free magnesium sulfate, filtered, reduced pressure to remove the ethyl acetate to get the yellow oily compound IV 90 mg.

120737-78-2, As the paragraph descriping shows that 120737-78-2 is playing an increasingly important role.

Reference：
Patent; Southern Medical University; Chen Jianjun; Cheng Binbin; (22 pag.)CN109456284; (2019); 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.120737-78-2,tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

The 100 mg compound II, 120 mg compound III by adding 5 ml dichloromethane (DCM) in, stirring, 40 C reaction 2 hours, TLC monitoring, after the reaction, the solvent turns on lathe does, the reactant putting into the 100 ml water, ethyl acetate (20 ml × 3) extraction, standing liquid, organic phase are respectively 5% of NaHCO3 (20 Ml × 3), saturated salt water (20 ml × 3) washing, then drying water-free magnesium sulfate, filtered, reduced pressure to remove the ethyl acetate to get the yellow oily compound IV 90 mg.

120737-78-2, As the paragraph descriping shows that 120737-78-2 is playing an increasingly important role.

Reference：
Patent; Southern Medical University; Chen Jianjun; Cheng Binbin; (22 pag.)CN109456284; (2019); 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.120737-78-2,tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Example 62A tert-butyl (2R)-2-methyl-4-[(6-{[6-(trifluoromethyl)pyridin-3-yl]oxy}quinolin-2-yl)carbonyl]piperazine-1-carboxylate The titled compound was prepared using the reaction conditions described for Example 1E, substituting 6-{[6-(trifluoromethyl)pyridin-3-yl]oxy}quinoline-2-carboxylic acid for 6-{[5-(trifluoromethyl)pyridin-2-yl]oxy}quinoline-2-carboxylic acid and (R)-tert-butyl 2-methylpiperazine-1-carboxylate for tert-butyl piperazine-1-carboxylate (254 mg, 82%).

120737-78-2, As the paragraph descriping shows that 120737-78-2 is playing an increasingly important role.

Reference：
Patent; AbbVie Inc.; Bogdan, Andrew; Cowart, Marlon D.; DeGoey, David A.; Jinkerson, Tammie K.; Koenig, John R.; Kort, Michael E.; Liu, Bo; Matulenko, Mark A.; Nelson, Derek W.; Patel, Meena V.; Peltier, Hillary; Scanio, Marc J.; Wakefield, Brian D.; US2015/218102; (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.120737-78-2,tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

(RS) tert-butyl 4-(3,5-dichloropyridin-4-yl)-2-methyl-piperazine-l-carboxylate(RS) tert-butyl 2-methylpiperazine-l-carboxylate (2.2Og, 10.98 mmol) and 3,4,5 trichloropyridine were combined and heated at 100 0C for 64 hours. The reaction mixture was cooled to ambient temperature and purified by flash column chromatography (4Og silica column, eluting with DCM containing 0 – 10% of methanol) to give the title compound as a brown oil, 5.87 g, 100 %, 1H NMR (400 MHz, DMSOd6) delta 1.22 (3H, d), 1.42 (9H, s), 2.74- 3.09 (5H, m), 3.76 – 3.77 (2H, m), 7.96 (2H, s), m/z 346 (M+H)+ [I]., 120737-78-2

120737-78-2 tert-Butyl 2-methylpiperazine-1-carboxylate 15087784, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/135427; (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.120737-78-2,tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

A mixture of ethyl 4,6-dimethyl-2-(4-methylpyridin-3-yl)pyrimidine-5-carboxylate (23)(23 mg, 85 mmol) and lithium hydroxide (50 mg, 2.09 mmol) in ethanol (3 mL) was heated at reflux for 3 h. The solvent was removed in vacuo before the residue was purified via reverse phase(C18) HPLC with a gradient elution of H2O/MeOH (100/0% to 10/90%) to afford compound 27 as an orange-brown solid (18 mg, 87%). 1HNMR (D2O, MeOD) d: 8.77 (s, 1H), 8.43 (d, J4.8 Hz, 1H), 7.39 (d,J4.8 Hz, 1H), 2.59 (s, 6H), 2.53 (s, 3H). 13C NMR (D2O, MeOD) d:170.5, 163.2, 162.6, 150.8, 149.8, 149.0, 136.3, 133.8, 127.5, 22.3, 20.4.LRMS (ESI): m/z 244.1 [MH] (100%); (ESI): m/z 242.0 [MH](100%).A solution of 4,6-dimethyl-2-(4-methylpyridin-3-yl)pyrimidine-5-carboxylic acid (27) (40 mg, 0.16 mmol), ()-tert-butyl 2-methylpiperazine-1-carboxylate45 (36 mg, 0.18 mmol), HOBt(24 mg, 0.18 mmol), EDCI (36 mg, 0.18 mmol) and DIPEA (0.08 mL,0.33 mmol) in DCM (10 mL) was stirred at room temperature for 18 h. The reaction mixture was diluted in H2O, extracted with DCM (310 mL), and the combined organic layers concentrated to 3 mL.To the solution was then added 10 drops of TFA before stirring for 3 h. The reaction mixture was then extracted with H2O (33 mL)and the combined aqueous layers freeze dried. The residue was purified via reverse phase (C18) HPLC with a gradient elution ofH2O/MeOH (100/0% to 10/90%), to afford the desired product asa pale yellow solid (4 mg, 7%) as a mixture of conformers. 1H NMR (MeOD) d: 8.44 (br s, 1H), 7.64e7.58 (m, 1H), 7.45 (m, 1H), 7.15e7.07(m, 1H), 4.59 (m, 2H), 3.95 (br s, 2H), 3.63e3.06 (complex, 6H), 2.39(br s, 3H), 1.32 (m, 3H). 13C NMR (MeOD) d: 157.0, 148.9, 147.8,139.2, 129.7, 129.4, 127.4, 127.0, 125.2, 123.4, 123.1, 113.6, 113.3, 52.0,51.9, 47.1, 30.7, 19.9, 17.1, 16.9. HRMS (APCI): m/z calcd forC18H24N5O [MH]: 326.1981, found: 326.1978; (APCI): m/z calcdfor C19H22N4O [MH]: 324.1824, found: 324.1829., 120737-78-2

The synthetic route of 120737-78-2 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Lim, Zelong; Duggan, Peter J.; Wan, Soo San; Lessene, Guillaume; Meyer, Adam G.; Tuck, Kellie L.; Tetrahedron; vol. 72; 9; (2016); p. 1151 – 1160;,
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.120737-78-2,tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a mixture of 2-methylpiperazine-1-carboxylic acid tert-butyl ester (2 g),2-bromo-3,5-dimethylpyridine (1.95 g),tris(dibenzylideneacetone)dipalladium(0)(183 mg),rac-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (250 mg) and tert-butoxy sodium (1.3 g) was added toluene (33 mL) and the mixture was stirred with heating under reflux for 8 hr. The reaction mixture was cooled and filtered through celite. The filtrate was evaporated and the obtained residue was purified by column chromatography (hexane:ethyl acetate)to give 4-(3,5-dimethylpyridin-2-yl)-2-methylpiperazine-1-carboxylic acid tert-butyl ester (1.61 g). MS(ESI)m/z:206(M+H)+

120737-78-2, The synthetic route of 120737-78-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Mitsubishi Tanabe Pharma Corporation; ISHIBUCHI, Seigo; SARUTA, Kunio; HAMADA, Maiko; MATOBA, Nobuatsu; MATSUDAIRA, Tetsuji; SEKI, Maki; TARAO, Akiko; HONJO, Takashi; OGATA, Shingo; KAWATA, Atsushi; MOROKUMA, Kenji; FUJIE, Naoto; AOYAMA, Yukio; (251 pag.)EP3321256; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

120737-78-2, tert-Butyl 2-methylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example C.4 Preparation of rac-4-(6-Carboxy-pyridin-3-yl)-2-methyl-piperazine-1 carboxylic acid tertbutylester A solution of 5-fluoropicolinic acid (0.47g, 3.33 mmol) and 2-methylpiperazine N1 Boc (1.00 g,5.00 mmol) in DMA (2.00 ml) was heated to 160C in a microwave reactor for 1 hour. Thesolvent was evaporated under high vacuum. The residue was taken in water and acidified to pH 3.The aqueous phase was extracted 3 times with ethyl acetate, dried and concentrated. The crudeproduct was purified with flash column chromatography on silica gel (Eluent: Heptane/ethyl acetate 0 to 20) to provide 1.17 g (100 %) of the title compound.

120737-78-2, As the paragraph descriping shows that 120737-78-2 is playing an increasingly important role.

Reference：
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; PTC THERAPEUTICS INC.; DAKKA, Amal; GREEN, Luke; KARP, Gary; NARASIMHAN, Jana; NARYSHKIN, Nikolai; PINARD, Emmanuel; QI, Hongyan; RATNI, Hasane; RISHER, Nicole; WEETALL, Marla; WOLL, Matthew; WO2014/209841; (2014); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics