New learning discoveries about 1-(Cyclopropylcarbonyl)piperazine

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.59878-57-8,1-(Cyclopropylcarbonyl)piperazine,as a common compound, the synthetic route is as follows.

59878-57-8, 0.62g to 1.0g of Intermediate VI and cyclopropylmethyl – piperazin-1-yl – methyl ketone was added to a 100mL one-neck flask was added10mLDMF clear solution was stirred, then add 2.05gHBTU, 0.82g triethylamine, room temperature for 5h. After completion of the reaction the reactionIt was poured into water, extracted with ethyl acetate, dried over anhydrous sodium sulfate spin column chromatography to give 1.1g solid.

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

Reference:
Patent; Warwick Nanjing Pharmaceutical Technology Co., Ltd.; Zhang, Xiaoqing; Song, Zhinchun; Bao, Jinyuan; Jiang, Yuwei; (25 pag.)CN105254628; (2016); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 59878-57-8

As the paragraph descriping shows that 59878-57-8 is playing an increasingly important role.

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

59878-57-8, To a stirred suspension of 4-(bromomethyl)pyridin-2-amine hydrobromide (10.0 g, 37.3 mmol)in acetonitrile (75 mL) was added potassium carbonate (16.0 g, 116 mmol) andcyc?opropyl(piperazin-1-yl)methanone (6.10 g, 39.6 mmol) (CAS-RN 59878-57-8) The mixture was stirred at 75 C for 2 h. Direct silicagel chro matography of the reaction mixture gave a solid which was triturated with ether to give 7.20 g (74 % yield) of the title compound. LC-MS (Method 5): Rt = 0.14 mm; MS (ESIpos): m/z = 261 [M+H]1H-NMR (400 MHz, DMSO-d6) [ppm]: 0.655 (0.49), 0.667 (1.47), 0.674 (3.50), 0.680 (2.08),0.687 (1.70), 0.694 (4.26), 0.699 (3.30), 0.705 (3.66), 0.712 (3.58), 0.717 (4.34), 0.724 (1.98),0.737 (0.54), 1.905 (0.42), 1.917 (0.87), 1.924 (0.93), 1.928 (0.69), 1.936 (1.55), 1.942 (0.73),1.948 (0.90), 1.956 (0.83), 2.304 (1.43), 2.376 (1.45), 2.490 (0.57), 2.495 (1.18), 2.500 (1.61),2.504 (1.18), 2.509 (0.57), 3.332 (16.00), 3.355 (0.68), 3.462 (1.29), 3.599 (0.53), 3.615 (0.43),3.661 (1.28), 5.805 (4.16), 6.408 (3.74), 6.428 (2.21), 6.431 (1.88), 6.441 (2.19), 6.444 (1.89),7.815 (2.34), 7.828 (2.29).

As the paragraph descriping shows that 59878-57-8 is playing an increasingly important role.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; SCHULZE, Volker; HEINRICH, Tobias; PRINZ, Florian; LEFRANC, Julien; SCHROeDER, Jens; MENGEL, Anne; BONE, Wilhelm; BALINT, Joszef; WENGNER, Antje; EIS, Knut; IRLBACHER, Horst; KOPPITZ, Marcus; BOeMER, Ulf; BADER, Benjamin; BRIEM, Hans; LIENAU, Philip; CHRIST, Clara; STOeCKIGT, Detlef; HILLIG, Roman; (1256 pag.)WO2017/102091; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 59878-57-8

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

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

To a solution of 2-Fluoro-5-((4-oxo3,4-dihydrophthalazin-l-yl)methyl)benzoic acid (50 mg, 0.168 mmol) in DMA (1 mL) was added DIPEA (56 L, 0.336 mmol) and HBTU (64 mg, 0.170 mmol). The reaction mixture was stirred for 1 hour before addition of cyclopropylpiperazine-l-ylmethanone (0.170 mmol) was carried out. The reaction mixture was stirred at room temperature for 48 h. The reaction mixture was then extracted with DCM (3 x 5 mL) and washed with water (3 x 20 mL). The organic layers were collected, dried with MgS04 and the excess solvent removed in vacuo. Purification via reverse phase HLPC was carried out affording 4-(3-(4 (cyclopropanecarbonyl) piperazine- l-carbonyl)-4- fluorobenzy phthalazin- 1 (2//)-one (olaparib) (25 mg, 34%) as a white solid. *H NMR (400 MHz, CDCh) d = 10.65 (s, 1H), 8.44 – 8.37 (m, 1H), 7.75 – 7.61 (m, 3H), 7.34 – 7.22 (m, 2H), 6.97 (t, J = 8.9 Hz, 1H), 4.22 (s, 2H), 3.90 – 3.09 (m, 8H), 1.79 – 1.52 (s, 3H), 0.99 – 0.88 (m, 2H), 0.81 – 0.63 (s, 2H); {}1^ NMR (376 MHz, CDCb) d = – 117.6; Mp: 69 – 7lC. Data is in accordance with known literature (Menear, K.A., et al., ibid.).

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

Reference:
Patent; OXFORD UNIVERSITY INNOVATION LIMITED; GOUVERNEUR, Veronique; CORNELISSEN, Bart; WILSON, Thomas Charles; (152 pag.)WO2019/186135; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Some tips on 59878-57-8

The synthetic route of 59878-57-8 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.59878-57-8,1-(Cyclopropylcarbonyl)piperazine,as a common compound, the synthetic route is as follows.

A mixture of 6-bromopyrrolo[1,2-b]pyridazin-4-yl trifluoromethanesulfonate (30 g, 86.9 mmol), cyclopropyl(piperazin-1-yl)methanone (16.0 g, 104 mmol), and triethylamine (13.1 g, 130 mmol) in NMP (300 mL) was stirred at 100 C for 30 mm. The reaction mixture was cooled and diluted with EA. The organic layer was washed with water and brine, concentrated andpurified by silica gel column to give the title product (26.0 g, yield 86%) as a yellow solid. MS (ES+) C15H17BrN4O requires: 348, found: 349 [M+H]., 59878-57-8

The synthetic route of 59878-57-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BLUEPRINT MEDICINES CORPORATION; BROOIJMANS, Natasja; BRUBAKER, Jason, D.; FLEMING, Paul, E.; HODOUS, Brian, L.; KIM, Joseph, L.; WAETZIG, Josh; WILLIAMS, Brett; WILSON, Douglas; WILSON, Kevin, J.; (347 pag.)WO2017/181117; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 59878-57-8

As the paragraph descriping shows that 59878-57-8 is playing an increasingly important role.

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

59878-57-8, 0.06 mol of methyl o-fluorobenzoate,0.022 mol DIC,6.6 mmol DMAP was added to 100 mL dichloromethane, Stirring to continue stirring at room temperature for 30min,Gradually warming to 45 ~ 50 ,The reaction flask was charged with 1-cyclopropanecarbonylpiperazine (0.08 mol)Continue stirring reaction 9 ~ 10h.After the reaction is completed,Cool to 0 C and stir 45min,filter,The filtrate was washed with water (3 * 50 mL)Dried over anhydrous sodium sulfate,The methylene chloride was evaporated under reduced pressure,It was solid,Compound 2 (15.27 g),The yield was 92.57%Purity 99.92%

As the paragraph descriping shows that 59878-57-8 is playing an increasingly important role.

Reference:
Patent; Shandong Yuxin Pharmaceutical Co., Ltd.; Liu Zhenteng; Sun Yiwei; Li Hua; Gong Wenju; Wang Libiao; (10 pag.)CN107325055; (2017); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 59878-57-8

As the paragraph descriping shows that 59878-57-8 is playing an increasingly important role.

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

59878-57-8, 0.06 mol of methyl o-fluorobenzoate,0.022 mol DIC,6.6 mmol DMAP was added to 100 mL dichloromethane, Stirring to continue stirring at room temperature for 30min,Gradually warming to 45 ~ 50 ,The reaction flask was charged with 1-cyclopropanecarbonylpiperazine (0.08 mol)Continue stirring reaction 9 ~ 10h.After the reaction is completed,Cool to 0 C and stir 45min,filter,The filtrate was washed with water (3 * 50 mL)Dried over anhydrous sodium sulfate,The methylene chloride was evaporated under reduced pressure,It was solid,Compound 2 (15.27 g),The yield was 92.57%Purity 99.92%

As the paragraph descriping shows that 59878-57-8 is playing an increasingly important role.

Reference:
Patent; Shandong Yuxin Pharmaceutical Co., Ltd.; Liu Zhenteng; Sun Yiwei; Li Hua; Gong Wenju; Wang Libiao; (10 pag.)CN107325055; (2017); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 59878-57-8

As the paragraph descriping shows that 59878-57-8 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.59878-57-8,1-(Cyclopropylcarbonyl)piperazine,as a common compound, the synthetic route is as follows.

59878-57-8, EXAMPLE 2 4-Amino-2-[4-(cyclopropylcarbonyl)-1-piperazinyl]-6,7-dimethoxyquinazoline N-(Cyclopropylcarbonyl)piperazine (3.08 g., 0.02 mole) and 2-chloro-4-amino-6,7-dimethoxyquinazoline (4.74 g., 0.02 mole) are reacted according to the procedure of Example 1(a). The crude product crystallized from ethanol affords analytically pure 4-amino-2-[4-(cyclopropylcarbonyl)-1-piperazinyl]-6,7-dimethoxyquinazoline, m.p. 283.5-285.5 C. (corr.). Analysis. Calcd. for C18 H23 N5 O3 (percent): C, 60.49; H, 6.49; N, 19.59. Found (percent): C, 60.56; H, 6.46; N, 19.41.

As the paragraph descriping shows that 59878-57-8 is playing an increasingly important role.

Reference:
Patent; Mead Johnson & Company; US4060615; (1977); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Some tips on 1-(Cyclopropylcarbonyl)piperazine

59878-57-8, The synthetic route of 59878-57-8 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.59878-57-8,1-(Cyclopropylcarbonyl)piperazine,as a common compound, the synthetic route is as follows.

To the solution of 124 mg (0.357 mmol) of Intermediate II-1 in 4.0 ml of dry DCM, 69.5 mg (0.428 mmol) 1-(cyclopropylcarbonyl)piperazine were added and then stirred at room temperature. After 1 h, 151 mg (0.714 mmol) of sodium triacetoxyborohydride were added and stirring was continued at room temperature for further 1 h. Water was added to the reaction mixture and phases were separated. Aqueous phase was extracted 3x with chloroform. Combined organic phases were dried over anhydrous sodium sulphate. After filtration of the drying agent and evaporation of the solvent under reduced pressure, the residue was purified on a chromatographic plate. CHCl3/MeOH 90/10 system was used for separation. After separation, 170 mg (98%) of the compound 1 were obtained. 1H NMR (300 MHz, CDCl3) delta 8.55 (bs; 1H); 7.61 (dd; J = 7.4; 0.8 Hz; 1H); 7.52 – 7.47 (m; 1H); 7.36 – 7.27 (m; 2H); 7.13 – 7.08 (m; 1H); 6.66 (s; 1H); 6.64 (s; 1H); 4.03 – 3.95 (m; 4H); 3.84 (s; 2H); 3.81 – 3.65 (m; 8H); 2.71 – 2.53 (m; 4H); 1.81 – 1.70 (m; 1H); 1.02 – 0.95 (m; 2H); 0.79 – 0.71 (m; 2H). MS-ESI: (m/z) calculated for C27H31N7O2 [M+H]+: 486.59; determined 486.2.

59878-57-8, The synthetic route of 59878-57-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CELON PHARMA S.A.; DYMEK, Barbara; ZAGOZDA, Marcin; WIECZOREK, Maciej; DUBIEL, Krzysztof; STANCZAK, Aleksandra; ZDZALIK, Daria; GUNERKA, Pawel; SEKULAR, Mariola; DZIACHAN, Maciej; (70 pag.)WO2016/157091; (2016); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 59878-57-8

As the paragraph descriping shows that 59878-57-8 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.59878-57-8,1-(Cyclopropylcarbonyl)piperazine,as a common compound, the synthetic route is as follows.

100 mg (0.32 mmol) of 5,5′-diallyl-3- (chloromethyl)-[1,1′-biphenyl] -2,2′-diol (Intermediate 4),59mg (0.38mmol) 1-cyclopropanoylpiperazine,140.44mg (0.43mmol) of cesium carbonate, a catalytic amount of potassium iodide was added to a 10ml round bottom flask, acetonitrile was added to dissolve, heated to 80 C, and reacted overnight. After the reaction was completed, the reaction solution was cooled to room temperature, and then poured into water. It was extracted with ethyl acetate, washed with saturated brine, dried over anhydrous sodium sulfate, spin-dried, and passed through a column (dichloromethane-methanol = 20/1) to obtain 98 mg of an off-white powdery solid with a yield of 70.9%., 59878-57-8

As the paragraph descriping shows that 59878-57-8 is playing an increasingly important role.

Reference:
Patent; Sichuan University; Chen Lijuan; Wei Yuquan; Ye Haoyu; (42 pag.)CN110343033; (2019); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 59878-57-8

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

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

General procedure: 74 (250 mg, 0.71 mmol) was mixed with acetonitrile (5 mL), diisopropylethylamine (3 mL) and KI (250 mg) and 2,2-dimethyl-1-(piperazin-1-yl)propan-1-one (600 mg) and heated at 80 C for 12 h. On cooling, the mixture was poured into a saturated solution of ammonium chloride (40 mL) and extracted with ethyl acetate (3 x 20 mL). The organic phases were combined, washed with brine (40 mL), dried (magnesium sulfate), filtered and concentrated. The crude residue was purified by Flashmaster II (eluting with 0-50 % ethyl acetate in dichloromethane) to give 1-(4-{[2-fluoro-4-(trifluoromethyl)phenyl](pyridin-3-yl)methyl}piperazin-1-yl)-2,2-dimethylpropan-1-one (14) (52 mg, 17 %) as a yellow oil.

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

Reference:
Article; Keenan, Martine; Alexander, Paul W.; Diao, Hugo; Best, Wayne M.; Khong, Andrea; Kerfoot, Maria; Thompson, R. C. Andrew; White, Karen L.; Shackleford, David M.; Ryan, Eileen; Gregg, Alison D.; Charman, Susan A.; Von Geldern, Thomas W.; Scandale, Ivan; Chatelain, Eric; Bioorganic and Medicinal Chemistry; vol. 21; 7; (2013); p. 1756 – 1763;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics