Category: 75336-86-6

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

i) tert-Butyl (3/?)-3-methylpiperazine-l-carboxylate;To a solution of (2No.)-2-methylpiperazine (Ig) in THF (10ml) was added di-tert-butyldicarbonate (1.45g). The reaction mixture was allowed to stir at room temperaturefor 18h.The reaction mixture was then partitioned between DCM (100 ml) and HaO (100 ml). Theorganics were separated and the aqueous layer was re-extracted with DCM (2 x 150ml).Organics were combined, dried (MgSO4) and reduced in vacuo to give the subtitle compoundas a clear oil. Yield: 1. Ig’H NMR: (DMSO) 8 0.92 (d, 3H), 1.38 (s, 9H), 2.57-2.70 (m, 1H), 2.76-2.81 (m, 1H), 2.87-2.99 (m, 1H), 3.66-3.74 (m, 4H)

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

Reference：
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/24823; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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

75336-86-6, (R)-2-methylpiperazine (1.25g, 12.5mmol), and K2CO3 (4.0g) were combined with chloroform (30 mL) in a 50mL flask fitted with a magnetic stirrer. A chloroform (25 mL) solution of 1-chloromethyl-4-vinylbenzene (4.00 g, 26.2 mmol) was added dropwise slowly within 30min at 40-50 °C under stirring. The reaction mixture was heated to reflux for 4h till the starting material disappeared by TLC detection (n-hexane:ethyl acetate=5:1, V/V). The resultant mixture was filtered to remove the solid. The solvent was removed from the filtrate under reduced pressure to yield a viscous oil that was then diluted with ethanol (60mL). Adding HCl/ethanol to the above solution till pH 1-2 yielded a white solid. The resultant precipitate was collected by suction filtration, washed with cold ethanol, and then mixed with water (10mL). The pasty was adjusted to pH 10-11 with ammonium hydroxide and then extracted with methylene dichloride twice (80 mL). The organic phase was washed with saturated brine and dried with magnesium sulfate. Removing solvent afforded 3.3 g (R)-MbVBP as white crystalline powders in 79.5percent yield based on (R)-2-methylpiperazine.

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

Reference：
Article; Wang, Guo-Xi; Xing, Zheng; Chen, Li-Zhuang; Han, Guang-Fan; Journal of Molecular Structure; vol. 1091; (2015); p. 16 – 19;,
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.75336-86-6,(R)-2-Methylpiperazine,as a common compound, the synthetic route is as follows.,75336-86-6

Solid Na2CO3 (200 mg, 1.9 mmol, 1.9 eq) is added to a solution of l-benzyl-4- chlorophthalazine (250 mg, 0.98 mmol, 1 eq) and (i?)-2-methyl-piperazine (400 mg, 4.0 mmol, 4.0 eq) in dioxane (5 mL) in a microwave vial. The vial is sealed and irradiated in the microwave at 150 0C (high absorption setting) for 30 minutes. The reaction mixture is filtered and concentrated, then diluted with EtOAc (50 mL) and water (15 mL). The organic fraction washed with water and then brine, then is dried over sodium sulfate. The solvent is evaporated under reduced pressure to afford the title compound as a white solid (180 mg, 58 percent yield).IH NMR (400 MHz, CHLOROFORM-^) delta ppm 8.08 (d, J=7.07 Hz, 1 H) 8.00 (d, J=7.71 Hz, 1 H) 7.69 – 7.79 (m, 2 H) 7.34 – 7.39 (m, 2 H) 7.25 – 7.32 (m, 2 H) 7.20 (d, J=7.20 Hz, 1 H) 4.61 – 4.65 (m, 2 H) 3.76 – 3.82 (m, 2 H) 3.13 – 3.30 (m, 4 H) 2.85 (dd, ./=12.63, 10.23 Hz, 1 H) 1.17 (d, J=6.32 Hz, 3 H) MS (m/z, MH+): meas. 319.1

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

Reference£º
Patent; NOVARTIS AG; WO2008/110611; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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

75336-86-6, In a nitrogen atmosphere, 115 mL of di-tert-butyl dicarbonate was dropwise added to chloroform (500 mL) solution of 50.0 g of (R)-2-methylpiperazine, over 1 hour. The reaction liquid was washed with water, and dried with anhydrous magnesium sulfate. The solvent was evaporated off under reduced pressure, and the residue was separated and purified through silica gel column chromatography (hexane/ethyl acetate = 2/1) to obtain 63.5 g of the entitled compound as a colorless oily substance.

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

Reference£º
Patent; BANYU PHARMACEUTICAL CO., LTD.; EP1726590; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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

In a sealed tube, 7-fluoro-2-(2-methylimidazo[1,2-b]pyridazin-6-yl)-4H-pyrido[1,2-a]pyrimidin-4-one (Intermediate 1; 50 mg, 0.169 mmol), and (R)-2-methylpiperazine (68 mg, 0.677 mmol, 4.0 eq.) were stirred in DMSO (2 mL) at 110 C. overnight. The solvent was removed under high vacuum. The residue was taken up in CH2Cl2 and washed with an aqueous saturated solution of NaHCO3. The organic layer was separated and dried over Na2SO4 and concentrated in vacuo. The crude was purified by column chromatography (SiO2, CH2Cl2/MeOH=95/5 to 90/10) to afford the title product (48 mg, 75%) as a light yellow solid. MS m/z 376.3 [M+H+].

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

Reference£º
Patent; Hoffmann-La Roche Inc.; PTC Therapeutics, Inc.; Ratni, Hasane; Green, Luke; Weetall, Maria L.; Naryshkin, Nikolai A.; (33 pag.)US2019/315773; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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

(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. H2O (100 mL) was added to the residue, which was filtered again. The filtrate was saturated with K2CO3 and extracted with Et2O (3*150 mL). The combined organic layers were dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to provide 5.04 g Intermediate D (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). Intermediate D is also commercially available from Lanzhou Boc Chemical Co.

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

Reference£º
Patent; COLLINS, Craig D.; US2011/201622; (2011); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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

Example 26A (3R)-3-methyl-1-pyridin-2-ylpiperazine (R)-(-)-2-Methylpiperazine (0.50 g, 0.005 mol, Aldrich) and 2-bromopyridine (5 mL, 0.05 mol) were combined and heated at 120¡ã C. for 14 hours. The reaction mixture was allowed to cool 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 1 N HCl solution were added to the water/ethyl acetate mixture with vigorous mixing. The layers were separated, and the combined aqueous phases were basified to pH ~11 with a solution of saturated sodium bicarbonate and solid sodium carbonate. Sodium chloride was added, and the saturated aqueous solution was extracted with chloroform containing a few drops of isopropyl alcohol (5*). The combined organic extracts were dried over Na2SO4, filtered, and the filtrate concentrated under reduced pressure to afford 0.79 g (89percent yield) of the title compound. 1H NMR (400 MHz, DMSO-d6) delta1.02 (d, J=6.0 Hz, 3H), 2.27 (dd, J=10, 12 Hz, 1), 2.67 (m, 3H), 2.92 (m, 1H), 4.07 (m, 2H), 6.58 (dd, J=6, 8 Hz, 1H), 6.77 (d, J=8 Hz, 1H), 7.49 (m, 1H), 8.08 (m, 1H); MS (ESI) m/e 178 (M+H)+., 75336-86-6

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

Reference£º
Patent; Cowart, Marlon D.; Bhatia, Pramila A.; Daanen, Jerome F.; Stewart, Andrew O.; Patel, Meena V.; Kolasa, Teodozyj; Brioni, Jorge D.; Rohde, Jeffrey; Engstrom, Kenneth M.; US2003/162790; (2003); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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

Example 43.1: 2-((R)-3-Methyl-piperazin-l -yl)-nicotinonitrile. A mixture of (R)-2-methyl piperazine (507 mg, 5.06 mmol), 2-chloro-nicotinonitrile (1.05 g, 7.6 mmol), triethylaniine (2 mL, 14.3 mmol) and tetrahydrofuran (8 mL) was heated at 80¡ã C overnight. The reaction mixture was cooled to room temperature and aqueous saturated sodium bicarbonate (75 mL) was added. The mixture was extracted with dichloromethane (3×200 mL) and the combined organic layer washed with water (75 mL), washed with brine (75 mL), dried over sodium sulfate, filtered and concentrated. The residue was purified on silica gel using dichloromethane: 2M ammonia in methanol (95:5) to give 2- ((R)-3-methyl-piperazin-l-yl)-nicotinonitrile (964 mg, 94 percent). 1H NMR (300 MHz, CDCl3): delta(ppm) 8.34 (dd, IH), 7.77 (dd, IH), 6.74 (m, IH), 4.27 (m, 2H), 3.08 (m, 4H), 2.70 (m, IH), 1.15 (d, 3H).

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

Reference£º
Patent; ASTRAZENECA AB; WO2008/112440; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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

Step IA: A mixture of (R)-2-methyl-piperazine (25.0 g, 250 mmol), 2-bromo 5- fluoro benzotrifluoride (55.1 g, 227 mmol), tris(dibenzylidineacetone)dipalldium (0) (2.08g, 2.27 mmol), rac-2,2′-bis(diphenylphosphino)-l,r-binaphthyl (4.24 g, 6.81 mmol) and sodium tert-butoxide (27.3 g, 280 mmol) was mixed and purged with N2. Anhydrous toluene (500 mL) was added and purged with N2 again. The resulting mixture was heated in an oil bath at 105 0C under N2 for 3.5 hours. After cooling, the reaction mixture was concentrated and then filtered through a pad of Celite, washed with Et2O. The organic layer was concentrated, diluted with Et2O (500 mL), filtered through a pad of Celite again, and washed with IN aq. HCl (2 x 150 mL). The aqueous layer was basified with NaOH at 0 0C (pH = -10) and then was extracted with Et2O (3 x 200 mL). The combined organic layer was dried over MgSO4 and concentrated under vacuum to give (3i?)-l-[4- fluoro-2-(trifluoromethyl)phenyl]-3-methylpiperazine as a brown oil (58.5 g, 98percent), which was used without further purification.

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

Reference£º
Patent; WYETH LLC; WAN, Zhao-Kui; CHENAIL, Eva; IPEK, Manus; LI, Huan-Qiu; MANSOUR, Tarek, Suhayl; SURI, Vipin; XIANG, Jason, Shaoyun; SAIAH, Eddine; WO2010/141550; (2010); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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

75336-86-6, Triethylamine (5.51 g, 4 mL, 54.6 mmol, 2.7 eq) is added to a solution of 6-chloro- nicotinonitrile (2.76 g, 20 mmol, 1 eq), (i?)-2-methyl- piperazine (2.0Og, 20 mmol, 1 eq) in DMF (15 mL), and the resulting solution is stirred at rt for 36 h. A white precipitate of triethylamine hydrochloride forms in the course of the reaction. Water (15 mL) and EtOAc (100 mL) are added, the organic layer is separated, dried over sodium sulfate and concentrated under reduced pressure to a white residue. The solid is further dried under high vacuum to yield the desired product as a white solid (2.3 g, 59percent). IH NMR (400 MHz, CHLOROFORM-*/) delta ppm 8.32 (d, J=2.40 Hz, 1 H), 7.52 (dd, J=9.09, 2.27 Hz, 1 H), 6.52 (d, J=8.97 Hz, 1 H), 4.14 – 4.24 (m, 2 H), 3.01 – 3.07 (m, 1 H), 2.72 – 2.94 (m, 3 H), 2.52 (dd, J=12.76, 10.36 Hz, 1 H), 1.07 (d, J=6.32 Hz, 3 H).

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

Reference£º
Patent; NOVARTIS AG; WO2008/110611; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics