Category: 163765-44-4

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.163765-44-4,(R)-1-Boc-3-Methylpiperazine,as a common compound, the synthetic route is as follows.

The compound (R) -4-Boc-2- methylpiperazine (200mg, 1.00mmol), cyproterone acetate (120mg, 1.20mmol),1- ethyl-3- (3- Dimethylaminopropyl) carbodiimide hydrochloride (287mg, 1.50mmol) and N- hydroxy-7-azabenzotriazole(340mg, 2.50mmol) was dissolved In dichloromethane (20 mL), and under conditions of 0 C tothis solution was added dropwise N, N- diisopropylethylamine (0.70mL, 4.00mmol), room temperature Stirringfor 16h, water was added (10mL ¡Á 2) washing the organic phase was dried over anhydrous Na 2 SO 4, thesolvent was removed concentrate was separated by column chromatography (leaching Lotion: Petroleumether /EtOAc (v / v) = 2/1), to give 260mg of colorless liquid: 1-cyclopropyl-acetyl-4-tert-butoxycarbonyl -2- (R) -Methylpiperazine, yield: 92%., 163765-44-4

As the paragraph descriping shows that 163765-44-4 is playing an increasingly important role.

Reference£º
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

163765-44-4, (R)-1-Boc-3-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of 3-[6-(6-methoxy-pyridin-3-yl)-quinazolin-4-yl]-benzoic acid (100mg, 0.254 mmol) in 2 mL of D F, was added HBTU (144 mg, 0.381 mmol) and DI PEA (0.177 mL, 1 .016 mmol). The reaction mixture was stirred at rt for 30 min, (R)-3-methyl-piperazine- 1 -carboxylic acid tert-butyl ester (76 mg, 0.381 mmol) was added and the resulting reaction mixture stirred for a further 2h at rt. The reaction was quenched with H20, and extracted with CH2CI2. The organic layer was washed with brine, dried over MgS04, filtered and evaporated under vacuum. The residue was dissolved in 3ml of CH2CI2 and TFA ( 1 ml) was added. The reaction mixture was stirred at ambient temperature for 2h. After this period of time, the mixture was concentrated and purified by preparative reverse phase Gilson H PLC and subsequent neutralization of the combined fractions over PL-HC03 MP gave the title compound (29 mg, 26% yield) as a white powder. 1H-N R (400 MHz, DMSO-d8, 298 K): delta ppm 1 .23 (d, 3 H) 2.55-3.2 (m, 7 H) 3.91 (s, 3H) 6.95 (d, 1 H) 7.62 (d, 1 H) 7.72 (t, 1 H) 7.81 (s, 1 H) 7.98 (d, 1 H) 8.1 1 (d, 1 H) 8.22 (d, 2 H) 8.38 (d, 1 H) 8.59 (s, 1 H) 9.38 (s, 1 H). MS: 440.1 [M-H ] Rt(2”= 0.89 min., 163765-44-4

163765-44-4 (R)-1-Boc-3-Methylpiperazine 2756811, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; NOVARTIS AG; COOKE, Nigel Graham; FERNANDES GOMES DOS SANTOS, Paulo Antonio; FURET, Pascal; HEBACH, Christina; HOeGENAUER, Klemens; HOLLINGWORTH, Gregory; KALIS, Christoph; LEWIS, Ian; SMITH, Alexander Baxter; SOLDERMANN, Nicolas; STAUFFER, Frederic; STRANG, Ross; STOWASSER, Frank; TUFILLI, Nicola; VON MATT, Anette; WOLF, Romain; ZECRI, Frederic; WO2013/88404; (2013); 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.163765-44-4,(R)-1-Boc-3-Methylpiperazine,as a common compound, the synthetic route is as follows.

7-Bromo-5-methyl-4-oxo-4,5-dihydrofuro[3,2-c]pyridine-2-carbaldehyde (69-1) (1 g, 3.90 mmol) and (R)-tert-butyl 3-methylpiperazine-1-carboxylate (70-1) (0.935 g, 4.67 mmol) were dissolved in DCE (26 mL) and acetic acid (0.266 mL, 4.67 mmol) was added. The reaction was stirred for 30 min and sodium triacetoxyborohydride (4.13 g, 19.5 mmol) was added portionwise. After stirring for 16 hours the reaction was quenched by the slow addition of sat. sodium bicarbonate (100 mL) and extracted with DCM (2 x 100 mL). The combined organics were washed with brine, dried over sodium sulfate and concentrated. The residue was purified by column chromotagraphy (silica, 0-10 % MeOH in DCM) to give (R)-tert-butyl 4-((7-bromo-5- methyl-4-oxo-4,5-dihydrofuro[3,2-c]pyridin-2-yl)methyl)-3-methylpiperazine-1-carboxylate (70.2) (1.3 g, 76 %) as a white solid. LC/MS (ES+): m/z 440.8 [M + H]+, 163765-44-4

163765-44-4 (R)-1-Boc-3-Methylpiperazine 2756811, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; C4 THERAPEUTICS, INC.; PHILLIPS, Andrew, J.; NASVESCHUK, Chris, G.; HENDERSON, James, A.; LIANG, Yanke; FITZGERALD, Mark, E.; MICHAEL, Ryan, E.; (790 pag.)WO2017/197056; (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.163765-44-4,(R)-1-Boc-3-Methylpiperazine,as a common compound, the synthetic route is as follows.

Under argon protection,Add to 250mL three-neck bottleLithium tetrahydrogen aluminum (1.36g, 36mmol)Cool down to about 0 C, add THF (100 mL), drop,Then a solution of (R)-3-methylpiperazine-1-carboxylic acid tert-butyl ester (3.60 g, 18 mmol) in THF (10 mL).The temperature was controlled at -5 to 0 C, and the mixture was heated to 60 C for 2 h. TLC monitors the reaction.The reaction of the raw materials was complete, and the temperature was lowered to about 0 C, and water (1.37 mL) was slowly added dropwise.The aqueous sodium hydroxide solution (2N, 1.37 mL) was quenched with water (2.74 mL).Stir for 5min,Filtration, the filter cake was rinsed with 15 mL of methanol, and the filtrate was concentrated under reduced pressure at 40 C to give 2 g of colorless oil. The crude product was purified by column chromatography, using neutral alumina as an adsorbent, eluting with DCM/MeOH=20/1.The product was collected and concentrated to give 1.3 g of a colorless oil, yield: 65%.

163765-44-4, The synthetic route of 163765-44-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Beijing Purunao Bio-technology Co., Ltd.; Zhang Peilong; Shi Hepeng; Lan Wenli; Song Zhitao; (250 pag.)CN108707139; (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.163765-44-4,(R)-1-Boc-3-Methylpiperazine,as a common compound, the synthetic route is as follows.

A mixture of (R) -tert-butyl 3-methylpiperazine-1-carboxylate (300 mg, 1.5 mmol) , butyric acid (200 mg, 2.3 mmol) , EDCI (595 mg, 3.0 mmol) and HOAT (306 mg, 2.3 mmol) in DCM (10 mL) was stirred at 0 , and DIPEA (0.76 mL, 4.5 mmol) was added dropwise. After the addition, the mixture was stirred at rt for 10 h and washed with water (10 mL ¡Á 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) 2/1 to give (R) -tert-butyl 4-butyryl-3-methylpiperazine-1-carboxylate as colorless liquid (370 mg, 91) .1H NMR (600 MHz, CDCl3) : delta ppm 4.74-4.81, 4.34-4.41 (m, 0.5H, 0.5H) , 3.80-4.12, 3.53-3.60 (m, 2.5H, 0.5H) , 3.26-3.35, 2.75-2.98 (m, 0.5H, 2.5H) , 2.26-2.35 (m, 2H) , 1.61-1.69 (m, 2H) , 1.47 (s, 9H) , 1.13-1.24 (m, 3H) , 1.12 (t, J 7.3 Hz, 3H) and MS-ESI: m/z 215.10 [M-55] +., 163765-44-4

The synthetic route of 163765-44-4 has been constantly updated, and we look forward to future research findings.

Reference£º
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

163765-44-4, (R)-1-Boc-3-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

163765-44-4, The (R) – 1-BOC-3-methyl-piperazine (300 mg, 1 . 5mmol) dissolved in acetonitrile (10 ml) in, adding DIEA (390 mg, 3mmol) and 3,3-dimethoxy dibutyl-propyl bromide (258 mg, 1 . 73mmol), 50 C reaction 2d, cessation of the reaction, the reaction liquid concentrated, column chromatography (DCM: MeOH=60 the […] the 1 – – 50 […] 1) to get the yellow oily 300 mg, yield 75%.

163765-44-4 (R)-1-Boc-3-Methylpiperazine 2756811, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Institute Of Materia Medica Chinese Academy Of Medical Sciences; Xu, Bailing; Chen, Xiaoguang; Yao, Haiping; Ji, Ming; Jin, Jing; Zhou, Jie; Wang, Ke; Zhao, Dalong; (55 pag.)CN105461697; (2016); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

163765-44-4, (R)-1-Boc-3-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(c) (R)-4-[5-(4-Bromo-2-fluoro-5-trifluoromethoxy-phenylcarbamoyl)-pyridin-2-yl]-3-methyl-piperazine-1-carboxylic acid tert-butyl ester The solid from the previous step was dissolved in a mixture of N,N-diisopropylethylamine (3 mL, 20 mmol) and DMSO (3 mL) and (R)-3-methyl-piperazine-1-carboxylic acid tert-butyl ester (2.2 g, 11 mmol) was added. The reaction mixture was heated at 120 C. overnight, concentrated by rotary evaporation, dissolved in a small amount of DCM, and purified by silica gel chromatography (0-40% ethyl acetate:hexanes) to produce the title intermediate as a white solid (3.6 g, 80% yield). (m/z): [M+H]+ calcd for C23H25BrF4N4O4 577.10; 579.10. found 577.5, 580.3., 163765-44-4

The synthetic route of 163765-44-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; LONG, Daniel D.; MCKINNELL, Robert Murray; JIANG, Lan; LOO, Mandy; LEPACK, Kassandra; VAN ORDEN, Lori Jean; OGAWA, Gavin; HUANG, Xiaojun; ZHANG, Weijiang; US2013/115194; (2013); 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.163765-44-4,(R)-1-Boc-3-Methylpiperazine,as a common compound, the synthetic route is as follows.

Preparation 33: (R)-4-(5-Carboxy-pyridin-2-yl)-3-methyl-piperazine-1-carboxylic acid tert-butyl ester A mixture of 6-fluoronicotinic acid (150 g, 1.063 mol) and (R)-3-methylpiperazine-1-carboxylic acid tert-butyl ester (234.2 g, 1.169 mol) in tetrahydrofuran (1.75 L) was cooled to -40 C and then 2 M isopropylmagnesium chloride in tetrahydrofuran (1.196 L, 2.39 mol) was added slowly maintaining the temperature less than -20 C. The reaction mixture was slowly warmed to RT, stirred at RT for 4 h and then 1 N HCl (1.75 L) and water (1.175 L) were added. The reaction mixture was extracted with ethyl acetate (4 L). The organic phase was evaporated to provide crude solid (534 g). To the crude solid was added acetone (2 L) and water (200 mL). The resulting reaction mixture was heated to 50 C and then water (2.8 L) was added slowly. Seed crystals from a previous run at smaller scale were added after ~ 1 L of water. The reaction mixture was cooled to 20 C over 3 h, stirred at 20 C overnight and filtered. The solid was washed with 2:3 acetone:water (2 x 500 mL) and dried under vacuum to provide the title compound (329 g, 96 % yield) as an off-white solid. HPLC Method A: Retention time 9.73 min., 163765-44-4

As the paragraph descriping shows that 163765-44-4 is playing an increasingly important role.

Reference£º
Patent; Theravance Biopharma R&D IP, LLC; MCKINNELL, Robert Murray; LONG, Daniel D.; VAN ORDEN, Lori Jean; JIANG, Lan; LOO, Mandy; SAITO, Daisuke Roland; ZIPFEL, Sheila; STANGELAND, Eric L.; LEPACK, Kassandra; OGAWA, Gavin; HUANG, Xiaojun; ZHANG, Weijiang; EP2635571; (2015); B1;,
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.163765-44-4,(R)-1-Boc-3-Methylpiperazine,as a common compound, the synthetic route is as follows.

Preparation 33: (R)-4-(5-Carboxy-pyridin-2-yl)-3-methyl-piperazine-1-carboxylic acid tert-butyl ester A mixture of 6-fluoronicotinic acid (150 g, 1.063 mol) and (R)-3-methylpiperazine-1-carboxylic acid tert-butyl ester (234.2 g, 1.169 mol) in tetrahydrofuran (1.75 L) was cooled to -40 C and then 2 M isopropylmagnesium chloride in tetrahydrofuran (1.196 L, 2.39 mol) was added slowly maintaining the temperature less than -20 C. The reaction mixture was slowly warmed to RT, stirred at RT for 4 h and then 1 N HCl (1.75 L) and water (1.175 L) were added. The reaction mixture was extracted with ethyl acetate (4 L). The organic phase was evaporated to provide crude solid (534 g). To the crude solid was added acetone (2 L) and water (200 mL). The resulting reaction mixture was heated to 50 C and then water (2.8 L) was added slowly. Seed crystals from a previous run at smaller scale were added after ~ 1 L of water. The reaction mixture was cooled to 20 C over 3 h, stirred at 20 C overnight and filtered. The solid was washed with 2:3 acetone:water (2 x 500 mL) and dried under vacuum to provide the title compound (329 g, 96 % yield) as an off-white solid. HPLC Method A: Retention time 9.73 min., 163765-44-4

As the paragraph descriping shows that 163765-44-4 is playing an increasingly important role.

Reference£º
Patent; Theravance Biopharma R&D IP, LLC; MCKINNELL, Robert Murray; LONG, Daniel D.; VAN ORDEN, Lori Jean; JIANG, Lan; LOO, Mandy; SAITO, Daisuke Roland; ZIPFEL, Sheila; STANGELAND, Eric L.; LEPACK, Kassandra; OGAWA, Gavin; HUANG, Xiaojun; ZHANG, Weijiang; EP2635571; (2015); B1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

163765-44-4, (R)-1-Boc-3-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 2: (R)-tert-Butyl 3-methyl-4-(3-(methylcarbamoyl)pyridin-2-yl)piperazine-1-carboxylate At rt, to a solution of 2-chloro-N-methyl-pyridine-3-carboxamide (300.00 mg, 1.76 mmol) in DMF (8.00 mL) was added (R)-tert-butyl 3-methylpiperazine-1-carboxylate (1.06 g, 5.28 mmol) and K2CO3 (729.75 mg, 5.28 mmol). The reaction mixture was stirred at 130 C. for 4 h under microwave. Then cooled to rt and diluted with H2O (100 mL), extracted with EtOAc (60 mL*3), the combined organic layer was washed with brine, dried (Na2SO4), filtered, concentrated and purified by chromatography (silica, ethyl acetate/petroleum ether=1/5) to afford (R)-tert-butyl 3-methyl-4-(3-(methylcarbamoyl)pyridin-2-yl)piperazine-1-carboxylate (450.00 mg, 1.35 mmol, 76.70% yield) as solid. ESI-MS (EI+, m/z): 335.0 [M+H]+, 163765-44-4

As the paragraph descriping shows that 163765-44-4 is playing an increasingly important role.

Reference£º
Patent; Navitor Pharmaceuticals, Inc.; O’Neill, David John; Saiah, Eddine; Kang, Seong Woo Anthony; Brearley, Andrew; Bentley, Jonathan; (519 pag.)US2018/127370; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics