Category: piperazines

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.

[0256] Alternatively, the title compound can be prepared via the mono-piperidine compound, shown in the above scheme, beginning with Intermediate C, using two stepwise pairs of (a) amino acid coupling from with l-(tert-butyl) 3-methyl piperazine- 1,3- dicarboxylate, and (b) ester hydrolysis. HATU and DIPEA in DMF were employed at room temperature for 12 hours for the coupling reactions. The hydrolyses were accomplished with LiOH at room temperature for one hour. The combination of coupling and hydrolysis occurred in roughly 60% yield when performed on a gram scale. The steps could be accomplished by someone skilled in the art.

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

Reference£º
Patent; BOARD OF REGENTS, THE UNIVERSITY OF TEXAS SYSTEM; LINK, James, T.; LISSANU DERIBE, Yonathan; (91 pag.)WO2019/200217; (2019); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.53788-49-1,tert-Butyl 4-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Example 8Synthesis of [F- 18]- 1 -methyl- l-(4-fluorophenyl)piperazinium saltt-BOC-Protected methylpiperizine was heated in the presence of l-fluoro-4- nitrobenzene under pressure in benzene to give 4-t-BOC-protected 1 -methyl- 1 -(4- nitrophenyl)piperazinium salt. The piperazinium salt was heated in the presence of potassium [18F]fluoride and Krytofx at 2000C for 10 minutes. The oil was treated with aq. 3 M HCl for 20 minutes to give [F-18]- 1 -methyl- l-(4-fluorophenyl)piperazinium chloride., 53788-49-1

The synthetic route of 53788-49-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; THE GENERAL HOSPITAL CORPORATION; WO2008/22319; (2008); A2;,
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438631-77-7, (R)-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

DIPEA (1.79 ml, 10.25 mmol) was added to a solution of 3-bromo-8-chloro-2,4-dimethyl-7-nitro-1,5-naphthyridine (2.95 g, 9.32 mmol) and 1-tert-butyl 3-methyl (3R)-piperazine-1,3-dicarboxylate (2.39 g, 9.79 mmol) in THF (40 ml). The resultant brown solution was heated at 65 C. for 24 h. The reaction mixture was concentrated in vacuo, the residue re-dissolved in ethyl acetate and washed with water (*2) and brine. The aqueous layer was back extracted with ethyl acetate and the combined organics dried (phase separator) and concentrated in vacuo to afford crude material as a brown foam. This was purified by flash silica chromatography (0 to 100% ethyl acetate in heptane) to afford 1-tert-butyl 3-methyl (3R)-4-(7-bromo-6,8-dimethyl-3-nitro-1,5-naphthyridin-4-yl)piperazine-1,3-dicarboxylate (4.13 g, 85%) as a yellow solid; 1H NMR (400 MHz, DMSO, 30 C.) 1.42 (9H, s), 2.74 (3H, s), 2.82 (3H, s), 3.09-3.15 (1H, m), 3.24 (1H, s), 3.55 (1H, d), 3.67 (3H, s), 3.73-3.84 (1H, m), 3.88 (1H, s), 4.37 (1H, d), 5.59 (1H, s), 9.04 (1H, s); m/z: ES+ [M+H]+ 523.9.

438631-77-7, 438631-77-7 (R)-1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate 6558432, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; ASTRAZENECA AB; Kettle, Jason Grant; Bagal, Sharanjeet; Robb, Graeme Richard; Smith, James Michael; Goldberg, Frederick Woolf; Cassar, Doyle Joseph; Feron, James Lyman; US2019/177338; (2019); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.694499-26-8,4-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline,as a common compound, the synthetic route is as follows.

694499-26-8, The compound prepared in step 2 above (25 mg, 0.07 mmol) was dissolved in DMF (1 ml), to which 4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline (36 mg, 0.13 mmol) (AK Scientific Co., CatNo. AK-83227, CAS [694499-26-8]), EDC (25 mg, 0.13 mmol) and DMAP (16 mg, 0.13 mmol) were added, followed by stirring at 60 C. for 15 hours. The reaction mixture was cooled down to room temperature. The reaction mixture was diluted with ethyl acetate, which was washed with saturated sodium bicarbonate solution, water and brine. The organic layer was dried over MgSO4, filtered and then concentrated. The obtained residue was purified by preparative HPLC (0.1% TFA in water/acetonitrile). As a result, a target compound was obtained (21 mg, 42.5% yield). 1H NMR (400 MHz, Methanol-d4) delta 8.29 (td, 3H), 8.18 (d, 1H), 8.04 (dd, 1H), 7.98 (dd, 1H), 7.80 (d, 1H), 7.56 (d, 1H), 7.43-7.30 (m, 2H), 7.26 (d, 2H), 7.23-7.16 (m, 2H), 3.80 (s, 2H), 3.56-3.43 (m, 2H), 3.24-3.13 (m, 2H), 3.13-2.98 (m, 2H), 2.93 (s, 3H), 2.70 (s, 3H), 2.64-2.42 (m, 2H), 2.37 (s, 3H); MS m/z: 638[M+H]; HPLC tR5.89 min (method A)

694499-26-8 4-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline 46838908, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; DAEGU-GYEONGBUK MEDICAL INNOVATION FOUNDATION; Choi, Hwan Geun; Son, Jung Beom; Kim, Shinae; Lee, Seungyeon; Ko, Eunhwa; Cho, Joongheui; Kang, Seock Yong; Kim, So Young; Park, Jin-Hee; Ko, Yi Kyung; Ryu, Hee Yoon; Kim, Nam Doo; Kim, Hyunkyoung; Lee, Younho; Lee, Sun-Hwa; Kim, Dayea; Lee, Sun Joo; Hong, Seongho; Min, Sang Hyun; Lee, Sungwoo; Choi, Dong Kyu; Bae, Jae Hyun; Hong, Eunmi; Jang, Tae-ho; Song, Jaeyoung; Kim, Sangbum; Yoon, Suk Kyoon; (108 pag.)US2019/315738; (2019); A1;,
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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

A mixture of (S) -5- (1- ( (tert-butoxycarbonyl)amino) ethyl) -2- (3- (cyclopropylmethoxy) -4- (difluoromethoxy) phenyl)oxazole-4-carboxylic acid (250 mg, 0.53 mmol) , tert-butyl 2-methylpiperazine-1-carboxylate (130mg, 0.64 mmol) , EDCI (155 mg, 0.80 mmol) and HOAT (182 mg, 1.33 mmol) in DCM(15 mL) was stirred at 0 , and DIPEA (0.37 mL, 2.14 mmol) was added dropwise.After the addition, the mixture was stirred at rt for 5 h and washed with water(10 mL ¡Á 2) . The organic layer was dried over anhydrous Na2SO4and concentrated. The residue was purified by silica gel chromatography elutedwith Petroleum ether/EtOAc (v/v) 2/1 to give the title compound as colorlessthick oil (215 mg, 60) . 1H NMR (400 MHz, CDCl3): delta ppm 7.58 (d, J 8.0 Hz, 1H) , 7.54 (s, 1H) , 7.24 (d, J 8.4 Hz, 1H) ,6.69 (t, JF-H 75.0 Hz, 1H) , 5.27-5.20 (m, 1H) , 4.64-4.43 (m, 3H), 3.96 (d, J 6.7 Hz, 2H) , 3.92-3.89 (m, 1H) , 3.25-3.02 (m, 3H) , 1.54 (d, J 7.0 Hz, 3H) , 1.48 (s, 9H) , 1.41 (s, 9H) , 1.35-1.32 (m, 1H) , 1.22-1.14 (m,3H) , 0.71-0.66 (m, 2H) , 0.41-0.40 (m, 2H) and MS-ESI: m/z 651.3 [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£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;,
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Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.59702-07-7,1-Methylpiperazin-2-one,as a common compound, the synthetic route is as follows.

59702-07-7, A mixture of 4,5-dibromo-2-(4-fluorobenzyl)pyridazin-3(2H)-one (0.8 g, 2.21 mmol), 1- methylpiperazin-2-one (0.33,2.87 mmol; see Example 7, Step 3), and diisopropylethyl-amine (0.34 g, 3.32 mmol) in absolute ethanol (3 mL) was heated in a sealed tube in an oil bath at 100 ¡ãC overnight. The mixture was concentrated under vacuum. The residue was partitioned between ethyl acetate and brine. The organic extract was dried over sodium sulfate, filtered, and concentrated under vacuum. The residue was subjected to column chromatography on silica gel eluted with hexanes and ethyl acetate gradient to give titled material. 1H NMR (400 MHz, CDCI3) No. 7.50 (s, 1H), 7.44 (dd, J = 8.6,5.4 Hz, 2H), 7.00 (t, J = 8.7 Hz, 2H), 5.27 (s, 2H), 4.00 (s, 2H), 3.71 (t, J = 5.6 Hz, 2H), 3.51 (t, J = 5.6 Hz, 2H), 3.03 (s, 3H). ES MS M+l = 395.2, 397.2

59702-07-7 1-Methylpiperazin-2-one 4399042, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK & CO., INC.; WO2005/110414; (2005); A2;,
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Piperazines – an overview | ScienceDirect Topics

59878-57-8, 1-(Cyclopropylcarbonyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 15 1-Cyclopropylcarbonyl-4-(6-methoxy-indan-1-yl)piperazine An intimate mixture of 6-methoxy-1-indanone (1.6 g, 10 mmol), 1-cyclopropanecarbonylpiperazine (1.5 g, 10 mmol) and titanium(IV) isopropoxide (4 mL, 12 mmol) was heated on the steam bath for 10 minutes. Additional titanium isopropoxide (1 mL, 3 mmol) was added and the mixture stirred for 20 hr. The material was dissolved in ethanol and sodium borohydride added (0.9 g, 22 mmol). After stirring for 1 hr the solution was heated to reflux and more sodium borohydride (0.9 g, 22 mmol) added. When solution had occurred 15% NaOH solution (50 mL) was added. The insoluble material was removed and discarded. The solution was concentrated in vacuo and the residue mixed with ether. The mixture was washed with water and 1N HCl solution. The acid washes were made basic and the mixture was extracted with ether to give the product as an oil which was converted to the fumarate salt and crystallized from acetone to give the salt (1.8 g)., 59878-57-8

59878-57-8 1-(Cyclopropylcarbonyl)piperazine 2064235, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Bristol-Myers Squibb Company; US5780470; (1998); 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.59702-07-7,1-Methylpiperazin-2-one,as a common compound, the synthetic route is as follows.,59702-07-7

Preparation of compound 30a: 4-(6-(5-(5-(4-methoxybenzylamino)-l,3,4-thiadiazol- 2-yl)-l-tosyl-lH-indol-3-yl)pyridin-2-yl)-l-methylpiperidin-2-oneA glass microwave reaction vessel was charged with 5-(3-(6-fluoropyridin-2-yl)-l-tosyl- lH-indol-5-yl)-N-(4-methoxybenzyl)-l,3,4-thiadiazol-2-amine (300 mg, 0.512 mmol) and l-methylpiperazin-2-one (117 mg, 1.024 mmol) in NMP (5 mL) followed by Et3N (214\L, 1.537 mmol). The reaction was stirred and heated in an oil bath at 150 ¡ãC for 60 h, and the mixture was diluted with DCM and washed with H20, brine, dried, filtered and concentrated to give the crude product. MS (ESI, pos. ion) m/z: 680 (M+1).

The synthetic route of 59702-07-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AMGEN INC.; WANG, Hui-Ling; CEE, Victor, C.; HERBERICH, Bradley, J.; JACKSON, Claire, L., M.; LANMAN, Brian, Alan; NIXEY, Thomas; PETTUS, Liping, H.; REED, Anthony, B.; WU, Bin; WURZ, Ryan; TASKER, Andrew; WO2012/129338; (2012); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.55121-99-8,(4-Aminophenyl)(4-methylpiperazin-1-yl)methanone,as a common compound, the synthetic route is as follows.

55121-99-8, A mixture of 0.3 g (1.12 mmol) of the product prepared in step 2.6 and 491 mg (2.24 mmol) of the product prepared in step 2.2 in 6 mL of NMP is placed in a 10 mL microwave tube. The sealed tube is placed in a microwave oven (CEM machine, Discover model) and the mixture is heated under pressure at 120 C. for 60 minutes at a power of 75 W, and then cooled to room temperature. 15 mL of water and then 5 mL of saturated aqueous NaHCO3 are added and the precipitate formed is drained by suction and then dried in an oven. The crude solid is purified by chromatography on a column of silica, eluting with a dichloromethane/methanol gradient (100/0 to 90/10). 0.055 g of the expected product is obtained in the form of an orange powder. m.p.=281 C. %. M+H+=451. Yield=11%. 1H NMR (DMSO-d6, 400 MHz): delta 11.8 (broad s, 1H); 10.3 (s, 1H); 10.2 (d, 1H); 9.0 (s, 1H); 8.0 (broad s, 1H); 7.8 (d, 2H); 7.40 (d, 2H); 7.2 (d, 1H); 4.4 (q, 2H); 3.5 (m, 4H); 3.30 (s, 3H); 2.30 (m, 4H); 1.3 (t, 3H).

The synthetic route of 55121-99-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SANOFI; US2012/277220; (2012); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

639068-43-2,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.639068-43-2,tert-Butyl 3,5-dimethylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

A solution of potassium carbonate (1.4370 g, 10.40 mmol) in water (3 mL) was added to a mixture of l-N-/-Boc-3,5-dimethyl piperazine (0.6882 g, 3.21 mmol) and mPEG3- Br (0.8872 g, 3.91 mmol) in a vial. The resulting mixture was heated at 120 ¡ãC for 1.5 h by using microwave. The mixture was diluted with water, extracted with dichloromethane (3 x 30 mL). The combined organic solution was washed with brine, dried over brine, concentrated. The residue was dried under high vacuum. The residue was separated with flash column chromatography on silica gel column using 1-5percent methanol/dichloromethane, and NH-column using 0-5percent methanol/ dichloromethane to afford the intermediate.

639068-43-2 tert-Butyl 3,5-dimethylpiperazine-1-carboxylate 22219990, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; NEKTAR THERAPEUTICS (INDIA) PVT. LTD.; NEKTAR THERAPEUTICS; SHARMA, PANKAJ; KHATRI, VIJAY KUMAR; GU, XUYUAN; SONG, YUAN; SHEN, MICHAEL LIXIN; SAUTHIER, JENNIFER RIGGS; ANAND, NEEL K.; KOZLOWSKI, ANTONI; ODINECS, ALEKSANDRS; RILEY, TIMOTHY A.; REN, ZHONGXU; MU. YONGQI; SHEN, XIAOMING; YUAN. XUEJUN; AURRECOECHEA, NATALIA; O’MAHONY, DONOGH JOHN ROGER; WO2015/92819; (2015); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics