Simple exploration of 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.

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

(a) 4-[3-(4-Cyclopropanecarbonyl-piperazine-1-carbonyl)-4-fluoro-benzyl]-2H-phthalazin-1-one (Compound A)2-Fluoro-5-[(4-oxo-3,4-dihydrophthalazin-1-yl)methyl]benzoic acid (D)(15.23g, 51.07 mmol) was suspended with stirring under nitrogen in acetonitrile (96 ml). Diisopropylethylamine (19.6 ml, 112.3 mmol) was added followed by 1-cyclopropylcarbonylpiperazine (l)(9.45g, 61.28 mmol) and acetonitrile (1ml). The reaction mixture was cooled to 18C. O-Benzotriazol-1-yl- tetramethyluronium hexafluorophosphate (25.18g, 66.39 mmol) was added over 30 minutes and the reaction mixture was stirred for 2 hours at room temperature. The reaction mixture was cooled to 3C and maintained at this temperature for 1 hour, before being filtered. The filter cake was washed with cold (3C) acetonitrile (20 ml) before being dried in vacuo at up to 400C to give the title compound as a pale yellow solid (20.21 g).Mass Spectrum: MH+ 4351H NMR (400MHz, DMSO-d6) delta: 0.70 (m, 4H), 1.88 (br s, 1H), 3.20 (br s, 2H), 3.56 (m, 6H), 4.31 (s, 2H), 7.17 (t, 1H), 7.34 (dd, 1 H), 7.41 (m, 1H), 7.77 (dt, 1H), 7.83 (dt, 1H), 7.92 (d, 1H), 8.25 (dd, 1 H)1 12.53 (S1 1H).

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

Reference:
Patent; KUDOS PHARMACEUTICALS LIMITED; WO2009/50469; (2009); A1;,
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Brief introduction of 1-(Cyclopropylcarbonyl)piperazine

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 round bottom flask containing 2-(4,4,5,5-Tetramethyl-l,3,2-dioxaborolan-2-yl)benzoic acid (1.00 g, 4.03 mmol) was added DCM (40 mL), diisopropylethylamine (1.05 mL, 6.04 mmol) and HBTU (2.29 g, 6.04 mmol). The reaction mixture was stirred for 30 min before adding cyclopropylpiperazine-l-ylmethanone (0.86 mL, 6.04 mmol). The reaction was stirred overnight before the excess solvent with removed in vacuo and the crude material purified via flash column chromatography (EtOAc:MeOH 10:1) affording (4- (Cyclopropanecarbonyl)piperazin-l-yl)(2-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2- yl)phenyl)methanone as a white solid (1.08 g, 2.82 mmol, 70%) in a mixture of rotamers (2:1). The shifts relating to the minor rotamer has been donated with an asterisk.* *H NMR (400 MHz, CDCh) d = 7.81 (d, J = 7.4 Hz, 1H + 1H*), 7.45 (td, J = 7.6, 1.5 Hz, 1H + 1H*), 7.35 (td, / = 7.5, 1.3 Hz, 1H + 1H*), 7.22 (d, J = 7.5 Hz, 1H + 1H*), 3.86 – 3.69 (m, 4H, 4H*), 3.67 – 3.50 (m, 2H, 2H*), 3.34 – 3.07 (m, 2H, 2H*), 1.81 – 1.52 (m, 1H + 1H*), 1.29 (s, 12H + 12H*), 1.04 – 0.95 (m, 2H + 2H*), 0.67 – 0.87 (m, 2H + 2H*); 13C NMR (100 MHz, CDCh) d = 172.3 (1C + 1C*), 171.3 (1C + 1C*), 142.3 (1C + 1C*), 135.7 (1C + 1C*), 131.2 (1C + 1C*), 128.2 (1C + 1C*), 125.4 (1C + 1C*), 84.1 (2C + 2C*), 47.3 (1C*), 47.0, 45.2 (1C*), 44.9, 41.9 (2C), 41.6 (2C*) 24.9 (4C + 4C*), 11.0 (1C + 1C*), 7.65 (2C + 2C*) (the carbon bearing the boron substituent is not observed); IR (v, cm 1): 2970, 1634, 1467, 1213, 1014, 741; HRMS (ESI) for C2iH3o10BN204 [M+H]+ requires 384.2220 found 384.2218; Mp: 85 – 87C.

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

Reference£º
Patent; OXFORD UNIVERSITY INNOVATION LIMITED; GOUVERNEUR, Veronique; CORNELISSEN, Bart; WILSON, Thomas Charles; (152 pag.)WO2019/186135; (2019); A1;,
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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

Compound 340 was synthesized from compound 306 using General Method 2. To a microwave vessel were added 3-bromo-6-(3-(4-methylpiperazin-l-yl)azetidin-l-yl)pyrazolo[l,5-a]pyrimidine (80 mg, 0.23 mmol), cyclopropyl(piperazin-l-yl)methanone (49 mg, 0.32 mmol), Pd2(dba)3 (21 mg, 0.023 mmol), t-BuXPhos (39 mg, 0.091 mmol), sodium tert-butoxide (66 mg, 0.68 mmol) and toluene (3 ml). The vessel was purged with nitrogen for 1 min, sealed and subjected to microwave irradiation for 3 hr. The mixture was partitioned between EtOAc and water. The organic layer was separated, washed with brine and dried over Na2S04. After the removal of solvent under vacuum, the residue was directly purified through preparative HPLC to give desired product 339. LC/MS (method 2): tR= 2.92 min, m/z (M + H)+ = 425.4., 59878-57-8

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

Reference£º
Patent; THE BRIGHAM AND WOMEN’S HOSPITAL, INC.; THE UNITED STATES OF AMERICA, AS REPRESENTED BY THE SECRETARY, DEPARTMENT OF HEALTH AND HUMAN SERVICES; YU, Paul, B.; HUANG, Wenwei; SANDERSON, Philip, Edward; JIANG, Jian-kang; SHAMIM, Khalida; ZHENG, Wei; HUANG, Xiuli; TAWA, Gregory; LEE, Arthur; ALIMARDANOV, Asaf; HUANG, Junfeng; (357 pag.)WO2018/200855; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Simple exploration of 59878-57-8

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

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

Step 3: 8-Fluoro-1,3,4,5-tetrahydro-2- (4-carboxyphenyl) -6H- pyrrolo [4,3,2-EF] [2] benzazepin-6 (100 mg, 0.31 mmol), benzotriazole-N, N, N ‘, N’- tetramethyluronium hexafluorophosphate (HBTU, 129 mg, 0.34 mmol), 1-(cyclopropanecarbonyl)piperazine (52 mg, 0.34 mmol), N, N-diisopropylethylamine (DIPEA, 80 mg, 0.62 mmol) and DMF (3 mL) were added to the reaction flask and stirred at room temperature for 2 h. H20 (5 mL) was added dropwise and the mixture was stirred to precipitate a solid which was filtered to give a gray solid which was recrystallized from methanol (10 mL) to give 8-fluoro-1,3,4,5-tetrahydro-2-(4-(4-(cyclopropanoyl)piperazine-1-carbonyl)phenyl)-6H-pyrrolo[4,3,2-EF][2]benzazepin-6-one (I-1) as a white solid (70 mg, yield 49.3%)., 59878-57-8

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

Reference£º
Patent; Shanghai Xunhe Pharmaceutical Technology Co., Ltd.; Zheng Yongyong; Jin Hua; Zhou Feng; Huang Meihua; Meng Xin; (23 pag.)CN107286166; (2017); A;,
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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

INTERMEDIATE 48(S)-tert~BvLtyl 1 – { 8-chloro-2- F4-C cvclopropanecarbonvDpiperazin- 1 -yl] quinolin-3- vDethylcarbamateIntermediate 11 (150 mg, 0.44 mmol), cyclopropyl(piperazin-l-yl)methanone (0.16 mL, 1.1 mmol), NMP (2 mL) and DIPEA (0.38 mL, 2.2 mmol) were combined in a sealed tube and heated to 14O0C for 36 h. After cooling, Et2O was added to the reaction mixture. The organic layer was washed with water and brine. The organic layer was dried (MgSO4), filtered and the solvent was removed in vacuo. Purification by column chromatography on silica, eluting with 0-5% MeOH in EtOAc, gave the title compound (175 mg, 86%) as a yellow gum. deltaH (CDCl3) 8.00 (IH, s), 7.71 (IH, dd, J7.5, 1.3 Hz), 7.62 (IH, dd, J8.1, 1.3 Hz), 7.34-7.28 (IH, m), 5.15 (IH, br s), 4.95 (IH, br s), 3.86 (4H, br s), 3.60 (2H, br s), 3.34 (2H, br s), 1.85-1.77 (IH, m), 1.46 (3H, s), 1.44 (9H, s), 1.05- 1.00 (2H, m), 0.80 (2H, dd, J 7.8, 3.5 Hz). LCMS (ES+) 459 (M+H)+.

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

Reference£º
Patent; UCB PHARMA S.A.; ALLEN, Daniel, Rees; BUeRLI, Roland; HAUGHAN, Alan, Findlay; MACDONALD, Jonathan, David; MATTEUCCI, Mizio; NASH, David, John; OWENS, Andrew, Pate; RAPHY, Gilles; SAVILLE-STONES, Elizabeth, Anne; SHARPE, Andrew; WO2010/100405; (2010); A1;,
Piperazine – Wikipedia
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New learning discoveries about 59878-57-8

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

59878-57-8,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.

General procedure: A solution of 5-bromo-5-(4-phenoxyphenyl)pyrimidine-2,4,6(1H,3H,5H)-trione (1.0 mmol) in methanol (5 ml) was treated with the substituted piperazines or homopiperazines (2 mmol) and stirred for 24 h at ambient temperature. Compounds 8a, 8b, 8c, 8f, and 8g precipitated. The precipitates were collected by filtration and dried in vacuo to afford the solids. In the case of compounds 8d, 8e, 8h, 8i and 9a-d, the solvents of reactions were removed and the residues purified by flash column chromatography and dried to yield the pure solids.

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

Reference£º
Article; Wang, Jun; Medina, Carlos; Radomski, Marek W.; Gilmer, John F.; Bioorganic and Medicinal Chemistry; vol. 19; 16; (2011); p. 4985 – 4999;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 1-(Cyclopropylcarbonyl)piperazine

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, General procedure: Compound 6 (1.0 equiv) with catalytic equivalent KI was dissolved in freshly distilled DMF in an oven-dried round bottom flask. Different aliphatic amines (3.0 equiv) was added dropwise. The reaction mixture was stirred at room temperature for about 4h. After the reaction monitored by TLC was over, water was added to the reaction mixture under stirring, and the suspended mixture was filtered. The crude residue was purified by column chromatography on silica gel to obtain the final products.

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

Reference£º
Article; Chen, Lijuan; Chen, Yong; Deng, Dexin; Liu, Kongjun; Pei, Heying; Tang, Minghai; Xue, Linlin; Yang, Tao; Yang, Zhuang; Ye, Haoyu; Zheng, Shoujun; European Journal of Medicinal Chemistry; vol. 197; (2020);,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics