New learning discoveries about cis-2,6-Dimethylpiperazine

The synthetic route of 21655-48-1 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.21655-48-1,cis-2,6-Dimethylpiperazine,as a common compound, the synthetic route is as follows.

Description 4; Methyl-3-(4-{[(3R,5S)-3,5-dimethyl-1-piperazinyl]methyl}phenyl)-2-pyridine carboxylate (D4); To a solution of D3 (260 mg, 1.08 mmol) in dry DCM (30 ml) was added (2R,6S)-dimethylpiperazine (185 mg, 1.62 mmol) at 0° C. under argon. The reaction mixture was then warmed to 25° C. and stirred for 1 h. After this period, sodium (triacetoxy)borohydride (343 mg, 1.62 mmol) was added portionwise and the reaction mixture stirred at 25° C. under argon for 18 h. The reaction was then quenched with saturated NaHCO3 solution (50 ml) and extracted with DCM (3.x.50 ml). The organic layers were combined, washed with water, dried (Na2SO4) and concentrated in vacuo. The crude oil was purified by column chromatography on silica eluting with a 0-10percent [(9:1)MeOH:ammonia]/EtOAc gradient to afford the title compound (213 mg, 58percent). deltaH (CDCl3, 250 MHz) 1.04 (6H, d), 1.64 (2H, t), 2.79 (2H, m), 2.89-2.99 (2H, m), 3.54 (2H, s), 3.79 (3H, s), 7.28-7.50 (5H, m), 7.77 (1H, dd), 8.66 (1H, dd). MS (ES): C20H25N3O2 requires 339. found 340 (MH+), 21655-48-1

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

Reference:
Patent; Glaxo Group Limited; US2008/312209; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

New learning discoveries about cis-2,6-Dimethylpiperazine

The synthetic route of 21655-48-1 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.21655-48-1,cis-2,6-Dimethylpiperazine,as a common compound, the synthetic route is as follows.

Example 6 To a solution of Compound A (0.3 g, 0.73 mmol) in acetonitrile (6 mL) at room temperature were added diisopropylethylamine (0.5 mL, 2.9 mmol) and cis-2,6-dimethylpiperazine (0.125 g, 1.09 mmol) and the reaction mixture was heated to 80° C. On heating, the reaction mixture became clear and after 15 min commencement of precipitation of solid was observed. Heating was continued for 3 hr and then the reaction mixture was cooled. The solid obtained was collected by filtration, washed with acetonitrile and dried under vacuum. LC/MS: (M+H)+: 489. An NMR spectrum is provided in FIG. 6.Yield: 0.26 g (73percent)., 21655-48-1

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

Reference:
Patent; Sudhakar, Anantha; US2011/105497; (2011); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of cis-2,6-Dimethylpiperazine

21655-48-1, 21655-48-1 cis-2,6-Dimethylpiperazine 6950261, 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.21655-48-1,cis-2,6-Dimethylpiperazine,as a common compound, the synthetic route is as follows.

Step 1: Pd2(dba)3 (330 mg, 0.3 mmol), Xantphos (350 mg, 0.7 mmol) and KOtBu (1.6 g, 15 mmol) were addedinto a solution of compound 180-1 (2.0 g, 5.4 mmol) and (2S,6R)-2,6-dimethylpiperazine (0.8 g, 7 mmol) in toluene (30mL). Under nitrogen gas atmosphere, the reaction mixture was stirred at 120°C for 5h, then poured into H2O. The mixturewas extracted with ether (3330 mL), the organic phase was dried over sodium sulfate. The residue was purified bycolumn chromatography to deliver compoud 180-2 (1.7 g, yield 70percent) as yellow solid. MS ESI calcd for C29H28N4O [M+H]+ 449, found 449.

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

Reference:
Patent; GUANGDONG ZHONGSHENG PHARMACEUTICAL CO., LTD; WU, Hao; LIN, Jun; LI, Yunhui; WEI, Changqing; CHEN, Shuhui; LONG, Chaofeng; CHEN, Xiaoxin; LIU, Zhuowei; CHEN, Lijuan; (212 pag.)EP3124482; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of cis-2,6-Dimethylpiperazine

21655-48-1, 21655-48-1 cis-2,6-Dimethylpiperazine 6950261, 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.21655-48-1,cis-2,6-Dimethylpiperazine,as a common compound, the synthetic route is as follows.

Step 1: Pd2(dba)3 (330 mg, 0.3 mmol), Xantphos (350 mg, 0.7 mmol) and KOtBu (1.6 g, 15 mmol) were addedinto a solution of compound 180-1 (2.0 g, 5.4 mmol) and (2S,6R)-2,6-dimethylpiperazine (0.8 g, 7 mmol) in toluene (30mL). Under nitrogen gas atmosphere, the reaction mixture was stirred at 120°C for 5h, then poured into H2O. The mixturewas extracted with ether (3330 mL), the organic phase was dried over sodium sulfate. The residue was purified bycolumn chromatography to deliver compoud 180-2 (1.7 g, yield 70percent) as yellow solid. MS ESI calcd for C29H28N4O [M+H]+ 449, found 449.

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

Reference:
Patent; GUANGDONG ZHONGSHENG PHARMACEUTICAL CO., LTD; WU, Hao; LIN, Jun; LI, Yunhui; WEI, Changqing; CHEN, Shuhui; LONG, Chaofeng; CHEN, Xiaoxin; LIU, Zhuowei; CHEN, Lijuan; (212 pag.)EP3124482; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

New learning discoveries about cis-2,6-Dimethylpiperazine

The synthetic route of 21655-48-1 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.21655-48-1,cis-2,6-Dimethylpiperazine,as a common compound, the synthetic route is as follows.,21655-48-1

To a solution of 4-(trifluoromethoxy)-benzaldehyde (776 uL, 4.38 mmol) in methylene chloride (30 mL) was added cis-2,6-dimethyl piperazine (1.0 g, 8.77 mmol). After 1 hour sodium triacetoxy borohydride (2.45 g, 8.77 mmol) was added to the mixture. The solution was stirred at room temperature for an additional 4 hours. The reaction was concentrated in vacuo, diluted with ethyl acetate and extracted with 1N HCl (2*50 mL). The aqueous layer was then neutralized with NaOH and extracted with ethyl acetate (3*50 mL). The organic layer was dried (Na2SO4) and concentrated to provide cis-3,5-dimethyl-1-(4-trifluoromethoxy-benzyl)-piperazine (1.01 g, 80percent). 1H NMR (400 MHz, CD3OD) delta 7.42 (d, 2H), 7.23 (d, 2H), 3.54 (s, 2H), 2.98-2.88 (m, 2H), 2.82-2.74 (m, 2H), 1.69 (t, 2H), 1.05 (d, 6H); LCMS 289.5 (M+1)+.

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

Reference£º
Patent; KALYPSYS, INC.; US2007/249519; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 21655-48-1

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

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

To a solution of the cis-2,6-dimethyl-piperazine (2 g, 17.515 mmol, 1 eq.) in DCM (200 mL) at 0C is added dropwise a solution of di-tert-butyl dicarbonate in DCM (20 mL). After 3.5h, reaction mixture is quenched by a saturated Na2C03 solution, the organic layer is separated, and the aqueous layer is extracted with DCM. The combined organic layers are washed with brine, dried over anhydrous Na2S04, filtered and concentrated in vacuo. Purification by flash chromatography on silica gel (eluting with DCM/MeOH 100/0 to 90/10) affords the expected product., 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; GALAPAGOS NV; LES LABORATOIRES SERVIER; BREBION, Franck, Laurent; ALVEY, Luke, Jonathan; AMANTINI, David; DEPREZ, Pierre, Marc, Marie, Joseph; GOSMINI, Romain, Luc, Marie; JARY, Helene, Marie; PEIXOTO, Christophe; VARIN, Marie, Laurence, Claire; DE CEUNINCK, Frederic, Andre; POP-BOTEZ, Iuliana, Ecaterina; (317 pag.)WO2016/102347; (2016); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Simple exploration of 21655-48-1

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

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

The 5 – ((2,4-dioxo -3,4-dihydrochinazolines having antiviral properties -1 (2H)-yl) methyl) – 2-fluoro-benzoic acid (50 mg, 0 . 16mmol), EDCI (62 mg, 0 . 32mmol), HOBT (44 mg, 0 . 32mmol) and TEA (33 mg, 0 . 32mmol) into the reaction bottle in, addition of about 2 ml of the dissolution of water-free DMF, r.t. The lower stirring 60 min, then dropwise (2S, 6R) – 2,6-dimethyl piperazine (28 mg, 0 . 24mmol) in the DMF solution to the reaction solution, r.t. The lower stirring overnight, the reaction solution is poured into 100 ml water, using 100mLDCM extraction, an organic layer for sequentially 1MHCl (100 ml), saturated NaCl (100 ml) and water (100 ml) washing, concentrating under reduced pressure, column chromatography, to obtain 40 mg solid, yield 61.3percent.

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

Reference£º
Patent; Institute Of Materia Medica Chinese Academy Of Medical Sciences; Xu, Bailing; Chen, Xiaoguang; Yao, Haiping; Ji, Ming; Jin, Jing; Zhou, Jie; Wang, Ke; Zhao, Dalong; (55 pag.)CN105461697; (2016); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Simple exploration of 21655-48-1

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

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

(Formula 12-7: methyl 4-(((3S,5R)-3,5-dimethyl-N-(3-(trifluoromethyl)phenyl)piperazine-1-carboxamido)methyl)benzoate)[1793][1794]Compound ofFormula 1-3(methyl 4-((((4-nitrophenoxy)carbonyl)(3-(trifluoromethyl)phenyl)amino)methyl)benzoate; 1.263 g, 2.662 mmol), (2S,6R)-2,6-dimethylpiperazine (1.520 g, 13.309 mmol) and potassium carbonate (0.736 g, 5.323 mmol) were dissolved in N,N-dimethylformamide (5 mL) at 40 ¡ãC and stirred at the same temperature for 16 hours. Then, the temperature was lowered to room temperature, and the reaction was completed. Then, water was poured into the reaction mixture, and the organic layer was extracted with ethyl acetate. Then, the organic layer was washed with saturated sodium chloride aqueous solution, dehydrated with anhydrous magnesium sulfate, filtered, and then concentrated under reduced pressure. The concentrate was purified and concentrated by column chromatography (silica; ethyl acetate/hexane=20-50percent) to give the desired compound ofFormula 12-7(0.726 g, 60.7percent) in the form of a yellow liquid.

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

Reference£º
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; LEE, Changsik; YANG, Hyun-Mo; CHOI, Hojin; KIM, Dohoon; KIM, Soyoung; HA, Nina; LIM, Hyojin; KO, Eunhee; YOON, Seongae; BAE, Daekwon; WO2014/178606; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 21655-48-1

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

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

General procedure: Methyl 4-fluorobenzoate (4.6 g, 29.7 mmol) was dissolved in DMSO (20 mL), followed by the addition of K2CO3 (12.3 g, 89.1 mmol) and 1-ethylpiperazine (7.6 mL, 59.4 mmol). The mixture was heated to 110 ¡ãC and stirred for 10 h before being cooled to room temperature and diluted with water (50 mL) and EtOAc (200 mL). The organic phase was washed with brine (50 mL), dried over Na2SO4, filtered, and concentrated. The residue was purified by silica gel column chromatography using CH2Cl2?MeOH (10:1) to get 4a (6.4 g, 89.2percent) as a yellow solid.

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

Reference£º
Article; Cui, Jing; Peng, Xia; Gao, Dingding; Dai, Yang; Ai, Jing; Li, Yingxia; Bioorganic and Medicinal Chemistry Letters; vol. 27; 16; (2017); p. 3782 – 3786;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Some tips on 21655-48-1

21655-48-1, 21655-48-1 cis-2,6-Dimethylpiperazine 6950261, 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.21655-48-1,cis-2,6-Dimethylpiperazine,as a common compound, the synthetic route is as follows.

Part A: 1,1 -Dimethylethyl (3R,5S)-3,5-dimethyl-1-piperazinecarboxylate. To a solution of c/s-2,6-dimethylpiperazine (1.142 g, 10 mmol) in dichloromethane (25 ml.) at 0 0C was added dropwise bis(1 ,1-dimethylethyl) dicarbonate (2.161 g, 9.9 mmol) in dichloromethane (6 ml_). The reaction mixture was allowed to warm to room temperature and stirred overnight before being diluted with dichloromethane and washed with saturated aqueous Na2CO3 solution. The aqueous layer was back extracted with dichloromethane once. The combined organic layers were washed with brine, dried (MgSO4) and evaporated to yield 1 ,1-dimethylethyl (3R,5S)-3,5-dimethyl-1- piperazinecarboxylate (2.04 g, 95%). LCMS: (M+H)+: 215.1.

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; SMITHKLINE BEECHAM CORPORATION; WO2009/61879; (2009); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics