New learning discoveries about 1-(2,4-Difluorophenyl)piperazine

As the paragraph descriping shows that 115761-79-0 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.115761-79-0,1-(2,4-Difluorophenyl)piperazine,as a common compound, the synthetic route is as follows.

115761-79-0, General procedure: To a solution of 4 (100 mg, 0.23 mmol) in acetonitrile (CH3CN, 10 mL) was added the corresponding arylpiperazine or phenylpiperidine (1.2 equiv) and potassium carbonate (6.0 equiv). The reaction mixture was stirred at reflux for 16 h. After cooling to ambient temperature, the reaction mixture was filtered through a Buchner funnel. After filtration the filtrate was concentrated in vacuo and the residue was purified by silica gel column chromatography using ethyl acetate/petroleum ether (1/5, v/v) as eluent to afford the corresponding products, and all compounds were recrystallized from trichloromethane and n-hexane.

As the paragraph descriping shows that 115761-79-0 is playing an increasingly important role.

Reference:
Article; Chen, Hong; Liang, Xue; Xu, Fang; Xu, Bingbing; He, Xuelan; Huang, Biyun; Yuan, Mu; Molecules; vol. 19; 8; (2014); p. 12048 – 12064;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 115761-79-0

115761-79-0, As the paragraph descriping shows that 115761-79-0 is playing an increasingly important role.

115761-79-0, 1-(2,4-Difluorophenyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 2- (5-amino-2- (furan-2-yl) -8H-pyrazolo [4, 3-e] [1, 2, 4] triazolo [1, 5-c] pyrimidin-8-yl) pentanoic acid (50 mg, 0.15 mmol) , 1- (2, 4-difluorophenyl) piperazine (32 mg, 0.16 mmol) , HATU (69 mg, 0.18 mmol) and DIEA (39 mg, 0.3 mmol) in DMF (5 mL) was stirred at rt for 2 hrs. The solution was added with water (5 mL) , extracted with ethyl acetate (10 mL) and washed with brine (10 mL) . The organic layer was dried, concentrated and purified by column chromatography (PE: EA = 1: 1) to get the desired product (49 mg, 64%) .1H NMR (400 MHz, DMSO-d6) delta 8.76 (s, 1H) , 7.95 (s, 1H) , 7.66 (br. s, 2H) , , 7.19-6.96 (m, 4H) , 6.74-6.73 (m, 1H) , 5.71-5.67 (m, 1H) , 3.78-3.65 (m, 4H) , 2.94-2.83 (m, 4H) , 2.19-1.99 (m, 2H) , 1.33-1.17 (m, 2H) , 0.92 (t, J = 8.0 Hz, 3H) ppm. MS: M/e 522 (M+1)+

115761-79-0, As the paragraph descriping shows that 115761-79-0 is playing an increasingly important role.

Reference£º
Patent; BEIGENE, LTD.; ZHANG, Guoliang; SUN, Hanzi; ZHOU, Changyou; (253 pag.)WO2020/20097; (2020); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 115761-79-0

115761-79-0, As the paragraph descriping shows that 115761-79-0 is playing an increasingly important role.

115761-79-0, 1-(2,4-Difluorophenyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 4 6-[4-(2,4-Difluoro-phenyl)-piperazin- 1 -yl]- 1 -methyl- 1 ,5-dihydro-pyrazolo[3,4- d]pyrimidin-4-one (1-16) A microwave reaction vial was charged with 6-chloro- 1 -methyl- 1 , 5-dihydro- pyrazolo[3,4-d]pyrimidin-4-one (Intermediate A) (37 mg, 0.2 mmol), l-(2,4- difluorophenyl)piperazine (79.5 mg, 0.41 mmol), and DIPEA (77.7 mg, 0.60 mmol) in ethanol (2 mL). The vial was sealed and heated in the microwave at 140 C for 20 min. At this time, the resulting mixture was concentrated in vacuo. Flash chromatography (20/1 methylene chloride/methanol) afforded 6-[4-(2,4-difiuoro-phenyl)-piperazin- 1 -yl]- 1 -methyl- 1 ,5-dihydro- pyrazolo[3,4-d]pyrimidin-4-one (64 mg, 92.2%). H NMR (400 MHz, DMSO-d6) delta ppm 2.94 – 3.10 (m, 4 H) 3.74 (s, 3 H) 3.76 – 3.88 (m, 4 H) 7.01 (td, J=8.16, 2.76 Hz, 1 H) 7.12 (td, J=9.35, 6.15 Hz, 1 H) 7.23 (ddd, J=12.30, 9.16, 2.89 Hz, 1 H) 7.79 (s, 1 H) 11.01 (s, 1 H). LC-MS calcd. for Ci6Hi7F2N60 [(M+H)+] 347, obsd. 347.0.

115761-79-0, As the paragraph descriping shows that 115761-79-0 is playing an increasingly important role.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; FENG, Jianwen; HAYNES, Nancy-Ellen; HERMANN, Johannes Cornelius; KIM, Kyungjin; LIU, Jin-Jun; SCOTT, Nathan Robert; YI, Lin; ZAK, Mark; ZHAO, Guiling; WO2013/182546; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 115761-79-0

The synthetic route of 115761-79-0 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.115761-79-0,1-(2,4-Difluorophenyl)piperazine,as a common compound, the synthetic route is as follows.

General procedure: A mixture of 3 (100 mg, 0.28 mmol), arylpiperazines or piperidines,K2CO3, (1.2 equiv), potassium carbonate (6.0 equiv) and CH3CN(25 mL) were placed in 50-mL round-bottomed flask equipped withmagnetic stirrer for 14 h at 85 C (monitored by TLC). After completionof reaction, the reaction mixture was filtered, and the filtrate wasconcentrated in vacuo. Then the residue was purified by chromatographyon silica-gel column (petroleum ether: ethyl acetate=5:1, v/v)to obtain the corresponding products (4-26), and all compounds wererecrystallized from dichloromethane and n-hexane., 115761-79-0

The synthetic route of 115761-79-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Chen, Hong; Liang, Xue; Sun, Tao; Qiao, Xiaoguang; Zhan, Zhou; Li, Ziyong; He, Chaojun; Ya, Huiyuan; Yuan, Mu; Steroids; vol. 134; (2018); p. 101 – 109;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 115761-79-0

115761-79-0, As the paragraph descriping shows that 115761-79-0 is playing an increasingly important role.

115761-79-0, 1-(2,4-Difluorophenyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of Intermediate?A? (200 mg, 0.55 mmol), l-(2,4-difluorophenyl)- piperazine (328 mg, 1.65 mmol), and Et3N (170 mg) in CH2CI2 (5 g) was stirred for 16 h at rt, then extracted with 2×30 mL of CH2CI2. The combined organic layers were concentrated under vacuum and purified with silica gel column chromatography using EtOAc / hexane (1:1) to afford 240 mg (97%) of the title compound as an off-white solid. LC-MS: (ES, m/z): 449.

115761-79-0, As the paragraph descriping shows that 115761-79-0 is playing an increasingly important role.

Reference£º
Patent; CENTAURUS THERAPEUTICS; ROMERO, Donna, L.; BLITZER, Jeremy; (242 pag.)WO2019/140188; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 115761-79-0

115761-79-0, The synthetic route of 115761-79-0 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.115761-79-0,1-(2,4-Difluorophenyl)piperazine,as a common compound, the synthetic route is as follows.

(S)-3-(hydroxymethyl)-6a,7,8,9-tetrahydropyrido[3,2-e]pyrrolo[1,2-a]pyrazin-6(5H)-one (150 mg, 0.684 mmol), 1-(2,4-difluorophenyl)piperazine (136 mg, 0.684 mmol), (cyanomethyl)trimethylphosphonium iodide (249 mg, 1.026 mmol) and N,N-diisopropylethylamine (0.597 ml, 3.42 mmol) were suspended in propionitrile (2 ml) and heated in a closed vial at 90 C. for 2 h. The reaction mixture became a clear dark brown solution. It was cooled to room temperature, diluted with DMSO (2 mL) and purified using preparative HPLC (25-95% acetonitrile in water, NH4HCO3 buffered). The fractions containing product were concentrated in vacuo and crystallized from water (3 mL). The precipitate was filtered and dried in vacuum to afford (S)-3-((4-(2,4-difluorophenyl)piperazin-1-yl)methyl)-6a,7,8,9-tetrahydropyrido[3,2-e]pyrrolo[1,2-a]pyrazin-6(5H)-one (63.2 mg, 0.158 mmol, 23.13% yield) as a light brown solid. 1H NMR (400 MHz, DMSO-d6) delta (ppm): 1.84-2.03 (m, 3H) 2.09-2.26 (m, 1H) 2.41-2.49 (m, 4H) 2.88-2.99 (m, 4H) 3.34-3.43 (m, 3H) 3.54-3.63 (m, 1H) 3.94-4.02 (m, 1H) 6.93-7.09 (m, 3H) 7.18 (ddd, J=12.44, 9.16, 2.91 Hz, 1H) 7.61 (d, J=1.77 Hz, 1H) 10.44 (s, 1H); [M+H] calc’d for C21H23F2N5O, 400; found, 400.

115761-79-0, The synthetic route of 115761-79-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; US2010/190763; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 1-(2,4-Difluorophenyl)piperazine

115761-79-0, The synthetic route of 115761-79-0 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.115761-79-0,1-(2,4-Difluorophenyl)piperazine,as a common compound, the synthetic route is as follows.

General procedure: Arylpiperazines (1.2 equiv) and potassium carbonate (4.0 equiv)were added to a solution of 2 (100 mg, 0.43 mmol) in acetonitrile(CH3CN, 15 mL). The reaction mixture was heated to 85 C and stirred for 16 h. Afterward the mixture was cooled to room temperature. The reaction mixture was filtered, and the filtrate was concentrated invacuo. Then the residue was purified by chromatography on silica-gel column (petroleum ether: ethyl acetate=3:1, v/v) to obtain the corresponding products (3-24).

115761-79-0, The synthetic route of 115761-79-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Chen, Hong; Zhang, Jingxiao; Hu, Peixin; Qian, Yuna; Li, Jing; Shen, Jianliang; Bioorganic and Medicinal Chemistry; vol. 27; 20; (2019);,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Simple exploration of 1-(2,4-Difluorophenyl)piperazine

115761-79-0 1-(2,4-Difluorophenyl)piperazine 2734637, apiperazines compound, is more and more widely used in various fields.

115761-79-0, 1-(2,4-Difluorophenyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1-(2, 4-Difluoro-phenyl)-piperazine (3.3 mmol ; prepared by reacting piperazine with L-BROMO-2, 4-difluorobenzene according to the procedure described in WO 01/92264) was dissolved in 20 mL of THF and 1. 1 eq. OF PROPARGYL bromide was added, followed by [how much?] eq. of anhydrous K2CO3. The reaction mixture was stirred at room temperature for 18 hours. It was then diluted with EtOAc and washed with brine, dried with Na2SO4 and concentrated to afford 1- (2, 4-difluoro-phenyl) -4-prop-2- ynyl-piperazine., 115761-79-0

115761-79-0 1-(2,4-Difluorophenyl)piperazine 2734637, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; BIOGEN IDEC MA INC.; WO2004/92172; (2004); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 1-(2,4-Difluorophenyl)piperazine

115761-79-0, As the paragraph descriping shows that 115761-79-0 is playing an increasingly important role.

115761-79-0, 1-(2,4-Difluorophenyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To 48 (26 mg, 0.1 mmol) in DMF (1 mL) was added 2,4- difluorophenylpiperazine (20 mg, 0.1 mmol). The reaction mixture was stirred for 1.5 hours. To the crude mixture was added 2-thiopheneethylamine (14 pL, 0.12 mmol), DIEA (38 pL, 0.22 mmol) and HATU (42 mg, 0.11 mmol). The reaction was stirred overnight at room temperature. The reaction mixture was poured into water and extracted with EtOAc. The combined organic layers were washed with 0.1 N NaOH, 0.1 N HCI, and brine; dried over sodium sulfate and concentrated in vacuo to yield 49 as an oil (49 mg, 94%). HPLC- MS tR = 2.10 min (UV254 nm); mass calculated for formula C24H27F2N3O6S 523.2, observed LCMS m/z 524.4 (M+H) ; purity > 95% (ELSD).

115761-79-0, As the paragraph descriping shows that 115761-79-0 is playing an increasingly important role.

Reference£º
Patent; SCHERING CORPORATION; WO2005/121130; (2005); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics