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.

Method 27 (3R, 5S)-3,5-Dimethyl-1-(4-nitrophenyl)piperazine; 1-Fluoro-4-nitrobenzene (lOg, 70. 87mmol) and (2R, 6S)-2, 6-dimethylpiperazine (17g, 148. 83mmol) were heated in acetonitrile (25ml) at 70°C for 2h. The solution was concentrated in vacuo, then the residue was partitioned between DCM and water + sat. sodium hydrogen carbonate. The organic extract was washed with water (4 times), brine, dried and concentrated to give the title compound as a yellow solid which was dried in vac oven overnight at 50°C (16.13g, 97percent). NMR (400MHz) 1.04 (d, 6H), 2.39 (m, 2H), 2.77 (m, 2H), 3.89 (dd, 2H), 7.02 (d, 2H), 8.03 (d, 2H); m/z 236.

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

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/75461; (2005); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 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.

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

Example 211 N-{[1,6-Diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}-N’-[(3′-{[(3R,5S)-3,5-dimethyl-1-piperazinyl]methyl}-6-fluoro-3-biphenylyl)methyl]-2,6-pyridinedicarboxamide N-{[1,6-Diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}-N’-[(6-fluoro-3′-formyl-3-biphenylyl)methyl]-2,6-pyridinedicarboxamide (0.059 mmol) was diluted in DMSO (1.5 mL) and dispensed into a 1 dram vial containing (2R,6S)-2,6-dimethylpiperazine (0.177 mmol, 3.0 eq) and acetic acid (3.55 mg, 0.059 mmol) and fitted a magnetic stir bar. The resulting solution was stirred at room temperature for 4 h. MP-B(OAc)3H (0.591 mmol, 138 mg, 10.0 eq) was added and the solution was stirred for another 12 h. The polymer reagent was filtered. Purification was completed via a Gilson HPLC (acidic conditions). The product was dissolved in 3 mL of MeOH and passed through 0.5 g amine columns (washed with 8 mL of MeOH) to afford 29.9 mg of the title compound (66.5percent). LC-MS m/z 763 (M+H)+, 1.31 min (ret time).

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

Reference:
Patent; Glaxo Group Limited; US2009/203657; (2009); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Some tips on 21655-48-1

21655-48-1, As the paragraph descriping shows that 21655-48-1 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.21655-48-1,cis-2,6-Dimethylpiperazine,as a common compound, the synthetic route is as follows.

Methyl 8-cyclohexyl-1a[[[3R,5S]-3,5-dimethyl-1-piperizinylycarbonyl]-12-methoxy-1,1a,2,12b-tetrahydrocyclopropa[d]indolo[2,1,-a][2]benzazepine-5-carboxylate. To the 8-cyclohexyl-12-methoxy-5-(methoxycarbonyl)-1,12b-dihydrocyclopropa [d]indolo[2,1-a][2]benzazepine-1a(2H)-carboxylic acid(70 mg, 0.15 mmol) in 1.0 mL of an. DMF in a 3 dram vial equipped with a Teflon lined screw cap was added DIPEA (0.1 mL, 0.57 mmol), 2-(1H-Benzotriazole-1-yl)-1,1,3,3,-Tetramethyluronium Tetrafluoroborate (TBTU, 67 mg, 0.21 mmol) followed by 2,6-dimethyl piperizine (21 mg, 0.18 mmol). The reaction was shaken on an Innova 2000 orbital shaker at 240 rpm overnight at room temperature. The reaction solution was filtered and purified by Prep HPLC (Acetonitrile/water with TFA buffer) to yield the title compound as yellow solid (70 mg, 85percent yield). MS m/e 556 (MH+).

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

Reference:
Patent; Bristol-Myers Squibb Company; US2007/270406; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of cis-2,6-Dimethylpiperazine

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

Reference Example 38; 2-Chloro-6-(alpha5-3,5-dimethyI-piperazin-l-yImethyl)-4-morphoIin-4-yl-thieno[3,2- d]pyrimidipite; To a solution of 6-bromomethyl-2-chloro-4-morpholin-4-yl-thieno[3,2- djpyrimidine (150 mg, 0.43 mmol) in DMF (4 mL) were added (cz>)-2,6-dimethyl- piperazine (74 mg, 0.648 mmol) and potassium carbonate (117 mg, 0.847 mmol). The resulting mixture was stirred at RT for 17 h, then concentrated in vacuo. The resulting residue was triturated with water to give the title compound as an off-white solid (127 mg, 77 percent). [M + H]+ 382.3, 21655-48-1

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

Reference:
Patent; PIRAMED LIMITED; WO2007/122410; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 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.

General procedure: A solution of intermediate4a or 4b (1mmol), corresponding aliphatic amine (2mmol), K2CO3 (2mmol) in DMF was stirred at room temperature overnight. DMF was removed in vacuo and then H2O was added. The layer was extracted with CH2Cl2 (15mL×3). Organic layers were dried on Na2SO4 and the solvent was removed under pressure. Compounds were purified by column chromatography using dichloromethane/methanol as an eluent to give 5a-11a and 12b-21b.

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

Reference:
Article; Wang, Yu; Chen, Shaowei; Hu, Gang; Wang, Jiao; Gou, Wenfeng; Zuo, Daiying; Gu, Yucheng; Gong, Ping; Zhai, Xin; European Journal of Medicinal Chemistry; vol. 143; (2018); p. 123 – 136;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 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.

General procedure: A solution of intermediate4a or 4b (1mmol), corresponding aliphatic amine (2mmol), K2CO3 (2mmol) in DMF was stirred at room temperature overnight. DMF was removed in vacuo and then H2O was added. The layer was extracted with CH2Cl2 (15mL×3). Organic layers were dried on Na2SO4 and the solvent was removed under pressure. Compounds were purified by column chromatography using dichloromethane/methanol as an eluent to give 5a-11a and 12b-21b.

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

Reference:
Article; Wang, Yu; Chen, Shaowei; Hu, Gang; Wang, Jiao; Gou, Wenfeng; Zuo, Daiying; Gu, Yucheng; Gong, Ping; Zhai, Xin; European Journal of Medicinal Chemistry; vol. 143; (2018); p. 123 – 136;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of cis-2,6-Dimethylpiperazine

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

Add cis-2,6-dimethylpiperazine (1.0 g, 8.76 mmol) to a 100 mL single-mouth bottleAnd dichloromethane(20mL),Cool down to 0-5 C.Add triethylamine (2.22 g, 21.89 mmol),A solution of (Boc) 2O (1.92 g, 8.76 mmol) in dichloromethane (10 mL) was added dropwise.Warm to room temperature and stir overnight. The reaction was monitored by TLC. After the reaction was completed, the reaction mixture was concentrated under reduced pressure and purified by column chromatography.Eluent: DCM/MeOH = 30/1,The collected product was concentrated under reduced pressure to give 1.9 g.

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

Reference:
Patent; Beijing Purunao Bio-technology Co., Ltd.; Zhang Peilong; Shi Hepeng; Lan Wenli; Song Zhitao; (250 pag.)CN108707139; (2018); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 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

Palladium (II) acetate (941 mg, 4.2 mmol) and rac-2,2′-bis(diphenylphosphino)-1,1′-binapthyl (3.93 g, 6 mmol) were heated to 50°C in dioxane (200 ml) for 30 minutes. Cesium carbonate (20.48 g, 63 mmol), 4-bromo-2-nitroanisole (9.75 g, 42 mmol) and cis-2,6-dimethylpiperazine (14.39 g, 126 mmol) were added and the mixture heated at reflux for 18 hours. The solids were filtered through celite and washed with ethyl acetate. The residue was concentrated and dissolved in ethyl acetate and extracted with 2N hydrochloric acid (x5). The combined extracts were washed in ethyl acetate (x3), basified with 0.880 ammonia and extracted with dichloromethane (x5). The combined organic extracts were concentrated, redissolved in ethyl acetate and washed with water (x3), saturated brine, dried over anhydrous sodium sulfate and concentrated. The residue was purified by column chromatography (Biotage Horizon, dichloromethane to 1:9 2M ammonia in methanol:dichloromethane) to afford the titleproduct (D3). MS (ES+) m/e 266 [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:
Patent; GLAXO GROUP LIMITED; WO2006/10629; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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

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.

[14031 Step 1: Synthesis of (E?)-methyl3-(4-(((3R.55?)-3 .5-dimethylpiperazin- 1 -yl?)methyl?)phenyl?)acrylate [14041 (2S ,6R)-2,6-dimethylpiperazine (0.500 g, 4.379 mmol), (E)-methyl3-(4-(bromomethyl)phenyl)acrylate (formula 8-4, 1.173 g, 4.598 mmol) and Cs2CO3 (2.140 g, 6.568 mmol) were dissolved in acetonitrile (10 mL) at room temperature, and the reaction solution was stuffed at the same temperature for 5 hours. Then, the reaction mixture was filtered through a glass filter to remove solids, and the filtrate was con-centrated under reduced pressure. The concentrate was purified by column chromatography (silicon dioxide, 12 g cartridge; methanol/methylene chloride = from 0 percent to 15 percent) and concentrated to afford the desired compound (1.090 g, 86.3 percent) as an orange solid., 21655-48-1

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

Reference:
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

Some tips on cis-2,6-Dimethylpiperazine

As the paragraph descriping shows that 21655-48-1 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.21655-48-1,cis-2,6-Dimethylpiperazine,as a common compound, the synthetic route is as follows.

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 cis-2,6-dimethylpiperazine (77mg, 0.677 mmol, 4.0 eq.) were stirred in DMSO (2 mL) at 110C overnight. The solvent was removed under high vacuum. The residue was taken up in CH2C12 and washed with an aqueous saturated solution of NaHCO3. The organic layer was separated and dried over Na2504 and concentrated in vacuo. The crude was purified by column chromatography (5i02, CH2C12/MeOH=95/5 to 90/10) to afford the title product (41 mg, 62%) as a light yellow solid.MS m/z 390.3 [M+H?i., 21655-48-1

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

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; ALSENZ, Jochem; GRASSMANN, Olaf; KUEHL, Peter; METZGER, Friedrich; MCCARTHY, Kathleen Dorothy; MORAWSKI VIANNA, Eduardo Paulo; WOODHOUSE, Marvin Lloyd; (130 pag.)WO2017/80967; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics