Some tips on (R)-2-Methylpiperazine

75336-86-6 (R)-2-Methylpiperazine 7330434, 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.75336-86-6,(R)-2-Methylpiperazine,as a common compound, the synthetic route is as follows.

75336-86-6, To a 0 0C solution of (R)-2- methylpiperazine (5.0 g, 50 mmol, 1.0 equiv) in dry DCM (200 mL) was added triethylamine (21 mL, 150 mmol, 3 equiv) by syringe. A solution of BOC2O (10.4 g, 47.4 mmol, 0.95 equiv) was then added as a solution in dry DCM (100 mL) over the course of an hour. After stirring for an addition 15 min at 0 “C, the reaction mixture was stirred at room temperature for 30 min. The reaction mixture was then washed with aq. satd. NaHCO3 and brine. The resulting DCM solution was dried over sodium sulfate, filtered, and concentrated in vacuo, and used in the next step without further purification. The residue was dissolved in dry DCM (50 mL), and Et3N (21 mL, 150 mmol, 3 equiv) was added by syringe. To this room temperature solution was added CbzCI (8.4 mL, (>0 mmol, 1.2 equiv) dropwise by syringe. After stirring at room temperature for 30 minutes, the mixture was quenched by the addition of aq. satd. NaHCC<3. The solution was washed an additional time with aq. satd. NaHCO3, twice with aq. 1 N KHSO4, and twice with brine. The DCM layer was dried over sodium sulfate, filtered, and concentrated in vacuo. The resulting residue was dissolved in MeOH (100 mL), and HCl (4 N in dioxane, 150 mL, 600 mmol, 12 equiv) was added dropwise by syringe. After 2 h, the reaction mixture was concentrated in vacuo. To the resulting solid was added EtOAc and 1 N NaOH. The aqueous layer was extracted twice with EtOAc, and the organic layers were combined and washed with brine, dried over sodium sulfate, filtered and concentrated in vacuo to provide (/?)-benzyl 2-methylpiperazine-l-carboxylate (5.3 g, 45%). 75336-86-6 (R)-2-Methylpiperazine 7330434, apiperazines compound, is more and more widely used in various fields. Reference£º
Patent; CYTOKINETICS, INC.; WO2007/70683; (2007); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Simple exploration of 75336-86-6

The synthetic route of 75336-86-6 has been constantly updated, and we look forward to future research findings.

75336-86-6,75336-86-6, (R)-2-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(R)-2-methylpiperazine (5.025 g, 50.2 mmol) was dissolved in DCM (100 mL). A solution of boc anhydride (5.47 g, 25.1 mmol) in DCM (50 mL) was added dropwise at 0 C. The reaction mixture was stirred at rt for 1 h. The solution was filtered and concentrated under reduced pressure. Water (100 mL) was added to the residue, which was filtered again. The filtrate was saturated with K2CO3 and extracted with Et2O (3¡Á150 mL). The combined organic layers were dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to provide 5.04 g title compound (50%) as a solid. 1H NMR (300 MHz, CDCl3) delta ppm 1.03 (d, J=6.3 Hz, 3H) 1.45 (s, 9H) 1.56 (s, 1H) 2.30-2.46 (m, 1H) 2.65-2.72 (m, 1H) 2.74-2.76 (m, 2H) 2.93-2.95 (m, 1H) 3.93 (br s, 2H).

The synthetic route of 75336-86-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTRAZENECA AB; US2010/216812; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 75336-86-6

As the paragraph descriping shows that 75336-86-6 is playing an increasingly important role.

75336-86-6,75336-86-6, (R)-2-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(6-Chloro-4,5-dimethyl-pyridazin-3-yl)-pyridin-3-yl-methanone (1.2 g, 4.84 mmol) and (R)-2-methyl-piperazine (485 mg, 4.84 mmol) are added to a microwave vial followed by NMP (17 mL) and triethylamine (2.01 mL, 14.49 mmol). The vial is sealed and irradiated in the microwave at 170¡ã C. for 30 min. The crude material is directly purified via flash chromatography on silica gel (0-20percent methanol in CH2Cl2). The resulting oil is co-evaporated with CH2Cl2 and heptane to afford the title compound as a powder (1350 mg, 90percent). 1H NMR (400 MHz, DMSO-d6) delta=9.56 (br s, 1H), 8.96 (s, 1H), 8.84-8.86 (m, 1H), 8.21-8.24 (m, 1H), 7.60-7.63 (m, 1H), 3.72 (s, 1H), 3.69 (s, 1H), 3.45-3.50 (m, 1H), 3.26-3.31 (m, 4H), 2.30 (s, 6H), 1.32 (d, J=6.5 Hz, 3H).

As the paragraph descriping shows that 75336-86-6 is playing an increasingly important role.

Reference£º
Patent; Novartis AG; US2010/41663; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of (R)-2-Methylpiperazine

75336-86-6 (R)-2-Methylpiperazine 7330434, apiperazines compound, is more and more widely used in various fields.

75336-86-6, (R)-2-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a 250 mL flask containing 100 mL toluene was added 2.45 g sodium t-butoxide (25.5 mmol, 1.5 equiv), 191 mg palladium acetate (0.85 mmol, 0.05 equiv) and 517 mg tri-/?-tolylphosphine (1.7 mmol, 0.1 equiv) under N:*. After stirring for 20 mm., 3.Og 1 -bromo-4-fluorobenzene (17.0 mmol, 1.0 equiv) and 1.71 g (/?)-2-methylpiperazine (17.0 mmol, 1.0 equiv) were added to the solution. The resulting mixture was placed into a preheated 110 0C bath. After stirring for 7 h, the mixture was cooled to room temperature and stirred overnight. The mixture was filtered though a plug of celite. The celite plug was washed with 2 x CH2Cl2. The organics were dried (MgSO4) and concentrated under reduced pressure. Flash chromatography of the residue (SiO2, 2percent MeOH/CH2Cl2 to 2percent MeOH/CH2Cl2 with 1percent NH4OH) gave the product as a light-browiti oil., 75336-86-6

75336-86-6 (R)-2-Methylpiperazine 7330434, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; AMGEN INC.; WO2007/70506; (2007); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Some tips on (R)-2-Methylpiperazine

75336-86-6, The synthetic route of 75336-86-6 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.75336-86-6,(R)-2-Methylpiperazine,as a common compound, the synthetic route is as follows.

Dissolve 2, 3-DICHLOROPYRIDINE (8. 5 g, 0. 057 moles) and (R)- (-)-2-METHYLPIPERAZINE (5. 75 g, 0. 057 moles) in DMA (125. 0 mL) under nitrogen atmosphere. Add anhydrous powdered K2C03 (23. 75 g, 0. 172 moles) to this mixture and stir at 135-140¡ãC for 48 hours. Cool the reaction mixture to room temperature, dilute with water (400 mL), extract with EtOAc (3 x 200 mL) and wash the combined organic extract with brine (2 x 150 mL). Dry over MgS04, concentrate under vacuum to afford crude product as orange yellow liquid. Distil the crude under high vacuum to afford pyridylpiperazine derivative as yellow viscous oil.

75336-86-6, The synthetic route of 75336-86-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NEUROGEN CORPORATION; WO2005/7648; (2005); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Some tips on 75336-86-6

The synthetic route of 75336-86-6 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.75336-86-6,(R)-2-Methylpiperazine,as a common compound, the synthetic route is as follows.,75336-86-6

A 20 mL vial was charged with (R)-2-methylpiperazine (0.357 g, 3.56 mmol, Sigma-Aldrich, St. Louis, MO), 2-(4-bromophenyl)-l, 1,1, 3,3,3- hexafluoropropan-2-ol (1.00 g, 3.10 mmol, Bioorg. Med. Chem. Lett. 2002, 12, 3009), sodium tert-butoxide (0.625 g, 6.50 mmol) and 6 mL of toluene. To this was added dicyclohexyl(2′,6′-diisopropoxybiphenyl-2-yl)phosphine (RuPhos) (0.022 g, 0.046 mmol, Strem Chemical Inc, Newburyport, MA),tris(dibenzylideneacetone)dipalladium (0) (0.014 g, 0.015 mmol, Strem Chemical Inc, Newburyport, MA). The vial was sealed in heated at 100 C for 12 h. After that time, the mixture was diluted with water (20 mL) and extracted with EtOAc (2 x 50 mL). The combined extracts were dried (MgS04) and concentrated to give 1,1,1 ,3 ,3 ,3-hexafluoro-2-(4-((3R)-3-methyl- 1 -piperazinyl)phenyl)-2- propanol (0.950 g) as an oil which was used without purification.

The synthetic route of 75336-86-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AMGEN INC.; ASHTON, Kate; BARTBERGER, Michael David; BO, Yunxin; BRYAN, Marian C.; CROGHAN, Michael; FOTSCH, Christopher Harold; HALE, Clarence Henderson; KUNZ, Roxanne Kay; LIU, Longbin; NISHIMURA, Nobuko; NORMAN, Mark H.; PENNINGTON, Lewis Dale; POON, Steve Fong; STEC, Markian Myroslaw; ST. JEAN, David, Joseph, Jr.; TAMAYO, Nuria A.; TEGLEY, Christopher Michael; YANG, Kevin Chao; WO2012/27261; (2012); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

New learning discoveries about 75336-86-6

75336-86-6 (R)-2-Methylpiperazine 7330434, 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.75336-86-6,(R)-2-Methylpiperazine,as a common compound, the synthetic route is as follows.

75336-86-6, [1653] A solution of (R)-(-)-2-methylpiperazine (0.50 g, 0.005 mol, CAS 75336-86-6, Aldrich 39,716-4, 99percent) and 2-bromopyridine (5 mL, 0.05 mol) was heated to 120¡ã C. for 14 hours. The reaction mixture was cooled to 23¡ã C. and partitioned between a large volume of ethyl acetate and water. The layers were separated, and then additional water was added to the ethyl acetate solution. Drops of 1N Hydrochloric acid solution were added to the water/ethyl acetate mixture with vigorous mixing until all of the product was transferred to the aqueous phase. The layers were separated, and the combined aqueous phases concentrated under reduced pressure, and azeotroped with toluene/methanol (5.x.) to afford 1.29 g (>99percent yield) of 3-(R)-methyl-1-pyridin-2-yl-piperazine hydrobromide. 1H NMR (300 MHz, DMSO-d6) delta1.27 (d, J=6.6 Hz, 3H), 2.90 (dd, J=10.5, 14.1 Hz, 1H), 3.10 (m, 2H), 3.40 (m, 2H), 4.32 (m, 2H), 6.77 (dd, J=4.8, 6.9 Hz, 1H), 6.98 (d, J=8.1 Hz, 1H), 7.64 (m, 1H), 8.15 (m, 1H), 8.63 (br s, 1H), 8.92 (br s, 1H); MS (ESI) m/e 178 (M+H)+.

75336-86-6 (R)-2-Methylpiperazine 7330434, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Bhatia, Pramila A.; Daanen, Jerome F.; Hakeem, Ahmed A.; Kolasa, Teodozyj; Matulenko, Mark A.; Mortell, Kathleen H.; Patel, Meena V.; Stewart, Andrew O.; Wang, Xueqing; Xia, Zhiren; Zhang, Henry Q.; US2003/229094; (2003); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

New learning discoveries about (R)-2-Methylpiperazine

75336-86-6 (R)-2-Methylpiperazine 7330434, 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.75336-86-6,(R)-2-Methylpiperazine,as a common compound, the synthetic route is as follows.

15g of compound 6,150 ml of dichloromethane was added to the reaction flask.Cool down to 0 ¡ã C,Dissolve in 100 mL of dichloromethane16.5g of Boc-anhydride was added to the reaction flask and stirred for 1 hour.Point plate monitoring, after the reaction, filtering,The filtrate was spun dry, added with 100 mL of water, stirred, filtered, and the filtrate was added with saturated 10 g of potassium carbonate and stirred with methyl tert-butyl ether ether.Extract, dry over sodium sulfate, spin dry,Adding petroleum ether, stirring and crystallizing under cooling to obtain 25 g of compound 7;, 75336-86-6

75336-86-6 (R)-2-Methylpiperazine 7330434, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Tonghua Normal College; Geng Xiaoyu; Xue Mingxing; Zang Hao; Liu Xuekun; Sun Renshuang; Xue Changsong; Zhang Haifeng; (13 pag.)CN109438423; (2019); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of (R)-2-Methylpiperazine

75336-86-6 (R)-2-Methylpiperazine 7330434, apiperazines compound, is more and more widely used in various fields.

75336-86-6, (R)-2-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Dissolve 2-CHLORO-3-TRIFLUOROMETHYLPYRIDINE (0. 057 moles) and (R)- (-)-2- methylpiperazine (5. 75 g, 0. 057 moles) in DMA (125. 0 mL) under nitrogen atmosphere. Add anhydrous powdered K2CO3 (23. 75 g, 0. 172 moles) to this mixture and stir at 135-140¡ãC for 48 hours. Cool the reaction mixture to room temperature, dilute with water (400 mL), extract with EtOAc (3 x 200 mL) and wash the combined organic extract with brine (2 x 150 mL). Dry over MGS04, concentrate under vacuum to afford crude product as orange yellow liquid. Distil the crude under high vacuum to afford the title compound., 75336-86-6

75336-86-6 (R)-2-Methylpiperazine 7330434, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; NEUROGEN CORPORATION; WO2005/7648; (2005); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

New learning discoveries about 75336-86-6

75336-86-6 (R)-2-Methylpiperazine 7330434, 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.75336-86-6,(R)-2-Methylpiperazine,as a common compound, the synthetic route is as follows.

Intermediate 22: (3R)-1 -(4′-fluorobiphenyl-4-yl)-3-methylpiperazine; ,FA mixture of (R)-2-methylpiperazine (2.2 g, 22.1 mmol, 1.0 eq.), tris(dibenzylidene acetone)dipalladium(O) (607 mg, 0.66 mmol, 0.03 eq.) and (+/-)-BINAP (137 mg, 0.22 mmol; 0.01 eq.) in toluene was degassed 15 min under N2. 4-bromo^T-fluorobiphenyl (4.99 g, 19.9 mmol, 0.90 eq.) was added followed by sodium tert-butoxide (2.97 g, 30.9 mmol, 1.4 eq.). The resulting mixture was heated to 90¡ãC for 14h. The reaction was cooled to room temperature, filtered on a bed of cellite and washed with Et2O. The combined organic layers were then washed with H2O (3x), dried over MgSO4, filtered and evaporated to give a dark brown oil. This residue was purified by chromatography on silicagel (DCM/MeOH 20/80) to give the title product as off white solid (3.0 g, 50percent) M+(ESI): 271.3. HPLC (Condition A), Rt: 2.8 min (HPLC purity: 99.8 percent)., 75336-86-6

75336-86-6 (R)-2-Methylpiperazine 7330434, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Applied Research Systems ARS Holding N.V.; WO2006/10751; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics