Category: 21655-48-1

21655-48-1, cis-2,6-Dimethylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate 66: (3R*,5Si:)-3,5-Dimethyl-piperazin-l-yl)-(l-m-tolyl-lH-[l ,2,4]triazol-3-yl)- methanone A mixture of 610 mg (3.00 mmol) l-m-tolyl-lH-[l,2,4]triazole-3-carboxylic acid, 350 mg (3.00 mmol) cz’s-2,6-dimethyl-piperazine, 1.06 g (3.30 mmol) TBTU and 770 mu, (4.50 mmol) DIPEA in 5.0 mL DMF was stirred with at RT for 12 h. The reaction mixture was poured into ice water and extracted with EtOAc. The combined organic phases were washed with saturated NaHC03 solution, dried over sodium sulfate, filtered and concentrated in vacuo. Yield: 520 mg (58 percent) ESI-MS: m/z = 300 (M+H)+ Rt(HPLC): 0.80 min (method 8), 21655-48-1

As the paragraph descriping shows that 21655-48-1 is playing an increasingly important role.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HEIMANN, Annekatrin; DAHMANN, Georg; GRUNDL, Marc; MUELLER, Stephan Georg; WELLENZOHN, Bernd; WO2013/87805; (2013); A1;,
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.21655-48-1,cis-2,6-Dimethylpiperazine,as a common compound, the synthetic route is as follows.

To a solution of czs-2,6-dimethylpiperazine (1.00 g, 8.70 mmol) in CHC13 (20 mL) was added Boc anhydride (1.90 g, 8.70 mmol) drop-wise at 0 C, and the reaction mixture was stirred at room temperature for 16 h. The reaction mixture was diluted with DCM (30 mL) and washed with H20 (30 mL). The organic layer was separated, washed with brine (10 mL), dried over anhydrous Na2S04 and concentrated in vacuo to afford tert-butyl cz5-3,5-dimethylpiperazine-l- carboxylate (1.82 g crude) as an off-white solid. This compound was used as such for the next reaction without further purification. LC/MS (ESI) m/e [M+H]+/RT (min)/%: (0321) 215.00/2.52/83.4%. 1H NMR (400 MHz, DMSO-d6) delta 1.05 (d, J = 6.1 Hz, 6H), 1.20 (d, J = 6.7 Hz, 1H), 1.46 (s, 9H), 2.32-2.40 (m, 2H), 2.72-2.82 (m, 2H), 3.80-4.02 (m, 2H)., 21655-48-1

As the paragraph descriping shows that 21655-48-1 is playing an increasingly important role.

Reference£º
Patent; NEUROPORE THERAPIES, INC.; WRASIDLO, Wolfgang; STOCKING, Emily, M.; HALL, Adrian; MACCOSS, Malcolm; (139 pag.)WO2017/20010; (2017); A1;,
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.21655-48-1,cis-2,6-Dimethylpiperazine,as a common compound, the synthetic route is as follows.

Compound P42: 5-(Morpholin-4-yl)-2-nitroaniline To the flask 2-amino-3-nitro-6-chloropyridine (1.50 g, 8.47 mmol), potassium carbonate (1.30 g, 9.32 mmol) and morpholine (10.5 ml, 119 mmol) were added. The reaction was carried out under argon flow at 130¡ãC overnight. The progress of the reaction was monitored by TLC (system: heptane/ethyl acetate, 1 /1 ). The mixture was cooled to room temperature and poured into the ice-water. A precipitated yellow solid was filtered and dried. 1.789 g of the title product were obtained (yield 94.2percent). Compound P48: 5-[(3R,5S)-3,5-dimethylpiperazin-1 -yl]-2-nitroaniline; The compound was obtained by the method analogous to that described for Compound P42. Starting from 5-chloro-2-nitroaniline (0.800 g, 4.64 mmol), potassium carbonate (0.705 g, 5.10 mmol) and cis-2,6-dimethylpiperazine (1.620 g, 13.9 mmol) in 5 ml of DMF, 1.144 g of the title product in the form of a yellow solid were obtained (yield 98.6percent). MS-ESI: (m/z) calculated for C12H19N4O2 [ + H]+: 251.15, found 251.1.

21655-48-1, 21655-48-1 cis-2,6-Dimethylpiperazine 6950261, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; CELON PHARMA S.A.; ZDZALIK, Daria; LIPNER, Joanna; WIECZOREK, Maciej; DZWONEK, Karolina; YAMANI, Abdellah; DUBIEL, Krzysztof; LAMPARSKA-PRZYBYSZ, Monika; GRYGIELEWICZ, Paulina; STANCZAK, Aleksandra; WO2014/141015; (2014); A1;,
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.21655-48-1,cis-2,6-Dimethylpiperazine,as a common compound, the synthetic route is as follows.

Compound 9 (10g, 82.6mmol) placed in 500mL single-port flask, 200mLDMSO. At room temperature was added (2R, 6S) -2,6-dimethylpiperazine (14g, 124mmol) and K2CO3 (28.5g, 206.5mmol), and mix well. Then heated to 130 , reaction 8h. After completion of the reaction was poured into 1L of water. (150mL * 3) and extracted three times with ethyl acetate. The organic phase was washed with 100mL saturated brine, dried over anhydrous sodium sulfate, the solvent spin dried to give a yellowish solid 15g, yield 85%.

21655-48-1, The synthetic route of 21655-48-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ShangHai HaiHe Pharmaceutical Co., Ltd.; Shanghai Institute of Materia Medica Chinese Academy of Sciences; Geng, Meiyu; Liu, Lei; Jiang, Lei; Huang, Min; Chua, Chuantao; Ai, Jing; Wang, Lei; Cao, Jianhua; Ding, Jian; (58 pag.)CN105524048; (2016); A;,
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.21655-48-1,cis-2,6-Dimethylpiperazine,as a common compound, the synthetic route is as follows.

Preparation 6 (5-Bromo-l,2-benzothiazol-7- l)-[cz5,-3,5-dimethylpiperazin-l-yl]methanone To a mixture of 5-bromo-l,2-benzothiazole-7-carboxylic acid (10 g, 0.039 mol) and DMF (100 mL) is added cw-2,6-dimethylpiperazine (6.64 g, 0.058 mol) at 28 ¡ãC. The resulting mixture is cooled to 0 ¡ãC and HATU (22.1 g, 0.058 mol) is added in portions (internal temperature is 0 to 2 ¡ãC). The mixture is warmed to 25 ¡ãC and stirred at this temperature for 16 h. The mixture is concentrated under vacuum, poured into water (30 mL) and extracted with ethyl acetate (3 chi 50 mL). The combined organic portions are washed with saturated sodium bicarbonate solution (30 mL) and brine (30 mL). The organic portion is concentrated and the resulting residue is dissolved in a mixture of dichloromethane (30 mL) and water (30 mL). 6 N HC1 is added dropwise until a majority of the solid appears. The solid is collected by filtration. The aqueous phase of the filtrate is separated and combined with the solid cake, basified with sodium bicarbonate solution to pH 8, and then extracted with dichloromethane (3 chi 50 mL). The organic phase is concentrated to give the title compound (10.1 g, 74percent). LC-ES/MS m/z (79Br/81Br) 354/356 [M+H]+., 21655-48-1

As the paragraph descriping shows that 21655-48-1 is playing an increasingly important role.

Reference£º
Patent; ELI LILLY AND COMPANY; GENIN, Michael James; HOLLOWAY, William Glen; REKHTER, Mark David; (41 pag.)WO2016/81311; (2016); A1;,
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.21655-48-1,cis-2,6-Dimethylpiperazine,as a common compound, the synthetic route is as follows.

In the following order 6.82 g (29.9 mmol) of the methylated bromo compound, 4.03 g (35.9 mmol) of the dimethyl piperazine, 13.6 g (41.9 mmol) of Cs2CO3, 1.42 g (2.99 mmol) of X-Phos (see Huang et al., J. Am. Chem. Soc., 125(2003)6653). and 0.55 g (0.6 mmol) of Pd2(dba)3 were added to 225 ml of toluene which was degassed for 4 hours prior to usage. While stirring and under a nitrogen atmosphere the temperature was raised to 100¡ã C. for 20 hours, after which it was allowed to reach room temperature. The mixture was diluted with CH2Cl2 after which it was filtered and concentrated in vacuo. The residue was put on top of a flash chromatography column (SiO2) using DMA 0.25. The combined product containing fractions yielded after concentration in vacuo 0.73 g (9percent) of the desired pure piperazine VIII-H., 21655-48-1

As the paragraph descriping shows that 21655-48-1 is playing an increasingly important role.

Reference£º
Patent; SOLVAY PHARMACEUTICALS B.V.; US2006/122189; (2006); A1;,
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.21655-48-1,cis-2,6-Dimethylpiperazine,as a common compound, the synthetic route is as follows.

Preparation 8:1-[3-((3R,5S)-3,4,5-TrimethyI-pperazin-1-yI)-phenyl]-ethanone; STEP A; An oven-dried MW tube was charged with Pd2(dba)3 (592 mg, 0.65 mmol), K3PO4 (1.92 g, 9.06 mmol) and (2′-dicyclohexylphosphanyl-biphenyl-2-yl)-dimethyl-amine (127 mg, 0.32 mmol). The tube was purged and backfilled with N2 and then 1-(3- chloro-phenyl)-ethanone (1 g, 6.47 mmol), (2R,6S)-2,6-dimethyl-piperazine (886 mg, 7.76 mmol) and DME (10 ml) were added. The mixture was heated in a MW apparatus for 4 h at 1000C and then further Pd2(dba)3 (592 mg, 0.65 mmol) and (2′-dicyclohexylphosphanyl-biphenyl-2-yl)-dimethyl-amine (127 mg, 0.32 mmol) were added. The reaction mixture was heated to 1000C for additional 10 h and then the solid was filtered off over a Celite pad. The filtrate was diluted with AcOEt and extracted with 1 M HCI. The aqueous phase was brought to basic conditions with NH4OH and extracted with AcOEt. The organic phase was dried over Na2SO4 and evaporated in vacuo. The crude reaction mixture was purified by column chromatography (eluent: AcOEt/MeOH 8:2) to give 226 mg of 1-[3-((3R,5S)-3,5- dimethyl-piperazin-1-yl)-phenyl]-ethanone. Y= 15percent

21655-48-1, The synthetic route of 21655-48-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; DAC S.R.L.; WO2007/113249; (2007); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

21655-48-1, cis-2,6-Dimethylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a sealed tube, 7-fluoro-9-methyl-2-(2-methyl-[l,2,4]triazolo[l,5-b]pyridazin-6-yl)-4H- pyrido[l,2-a]pyrimidin-4-one (Intermediate (VT3), 30 mg, 0.097 mmol), TEA (48.9 mg, 67.4 mu, 0.483 mmol, 5 eq.) and (2S,6R)-2,6-dimethylpiperazine (33.1 mg, 0.290 mmol, 3 eq.) were stirred in DMSO (1.5 ml) at 120¡ãC for 24 hours. The crude was purified by column (0428) chromatography (Si02, DCM/MeOH=90/10) to afford the title product (30 mg, 76percent) as a brown solid. MS m/z 405.3 [M+H]+.

21655-48-1, The synthetic route of 21655-48-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; GILLESPIE, Robert Jack; HASANE, Ratni; SARIE, Jerome Charles; (89 pag.)WO2016/184832; (2016); A1;,
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.21655-48-1,cis-2,6-Dimethylpiperazine,as a common compound, the synthetic route is as follows.

[20351 Step 1: Synthesis of (3R.55?)-tert-butyl 3 .5-dimethylpiperazine- 1 -carboxylate [20361 (2S,6R)-2,6-dimethylpiperazine (10.000 g, 87.573 mmol) and TEA (24.278 mL,175.147 mmol) were dissolved in methylene chloride (150 mL) at room temperature, and Boc2O (20.119 mL, 87.573 mmol) was added to the solution, which was then stilTed at the same temperature for 16 hours. Water was added to the reaction mixture, followed by extraction with methylene chloride. The organic layer was washed with a saturated aqueous solution of sodium chloride, dried with anhydrous magnesium sulfate, filtered, and then concentrated under reduced pressure. The concentrate was purified by column chromatography (silicon dioxide, 80 g cartridge; methanol methylene chloride = from 0 % to 5 %) and concentrated to afford the desired compound (15.393 g, 82.0 %) as a yellow solid.

21655-48-1, 21655-48-1 cis-2,6-Dimethylpiperazine 6950261, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; SONG, Hyeseung; LEE, Changgon; KWAK, Dalyong; LEE, Jaeyoung; BAE, Suyeal; KIM, Yuntae; BAE, Daekwon; HA, Nina; BAE, Miseon; KIM, Jihyun; WO2015/137750; (2015); A1;,
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.21655-48-1,cis-2,6-Dimethylpiperazine,as a common compound, the synthetic route is as follows.

Intermediate 21: Ethyl 4-{cis-3,5-dimethyl-(piperazin-1-yl)}-benzoate Dimethyl sulfoxide (10 ml) was added to 3.6 g of cis-2,6-dimethylpiperazine to prepare a suspension, and 2.5 g of ethyl 4-fluorobenzoate was added to the suspension. The mixture was stirred at 80 C. for 24 hr and was then cooled to room temperature, and 100 mg of water was added thereto. The mixture was extracted three times with 100 ml of ethyl acetate. The combined organic layer was dried over anhydrous magnesium sulfate, and concentrated under the reduced pressure. The residue was purified by column chromatography on silica gel (development system: methylene chloride-methanol-concentrated aqueous ammonia=900:100:1) to prepare 1.5 g of the title compound. Physicochemical Properties of Intermediate 21, 21655-48-1

21655-48-1 cis-2,6-Dimethylpiperazine 6950261, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Meiji Seika Kaisha, Ltd.; US6451800; (2002); B1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics