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

N-acetyl-N-(2-(trifluoromethyl)phenyl)acetamide (13.28 g, 52.54 mmol) was added to 2R,6S-2,6-dimethylpiperazine (5 g, 43.79 mmol) in EtOH (75 mL) and the mixture was stirred at ambient temperature for 24 hours. This was then evaporated to dryness, redissolved in DCM (25 mL) and washed with 2M aqueous HC1 (25 mL). The aqueous solution was then basified to pH 14 with concentrated aqueous NaOH and extracted with DCM (2 x 25 mL). The combined organics were evaporated to dryness to give a yellow liquid. This was purified by flash silica chromatography, elution gradient 0 to 10 percent 7M NH3/MeOH in DCM. Pure fractions were evaporated to dryness to afford 1-((3S,5R)-3,5-dimethylpiperazin-1-yl)ethanone (4.00 g, 66.7 percent) as a pale tan oil. 1H NMR (400 MHz, DMSO, 100 °C) 0.98 (6H, d), 1.78 (1H, br s), 1.96 (3H, s), 2.26 (2H, br s), 2.58 – 2.68 (2H, m), 3.94 (2H, br s).

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

Reference：
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BRADBURY, Robert Hugh; RABOW, Alfred Arthur; WARING, Michael James; MCCABE, James Francis; GLOSSOP, Steven Christopher; MAHMOOD, Arshed; COTTER, Zoe Ann; (88 pag.)WO2016/16618; (2016); A1;,
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

0.44 ml of ethyl 4-fluorobenzoate was dissolved in 8 ml of dimethylsulfoxide, 1.370 g of (2S, 6R) -dimethylpiperazine was added,The temperature was raised to 120 C under argon protection, and the mixture was heated for 28 hours. After heating, the reaction solution was diluted with 40 ml of water,Ethyl ester extraction, organic phase after the merger with saturated aqueous sodium chloride solution washed five times, anhydrous sodium sulfate drying, filtration concentrated, residualThe residue was chromatographed (dichloromethane: methanol = 99: 1-97: 3, V / V) to give 0.730 g of a brown oil in a yield of 92.8%., 21655-48-1

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

Reference：
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Duan Wenhu; Geng Meiyu; Zhao Bin; Ding Jian; Ai Jing; Fan Jun; Peng Xia; Yan Wei; Chen Yi; (77 pag.)CN106146493; (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.

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

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

Reference：
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/61879; (2009); A1;,
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

Example 14 7-[(3R,5S)-3,5-dimethylpiperazin-1-yl]-2-(2-methylimidazo[1,2-b]pyridazin-6-yl)pyrido[1,2-a]pyrimidin-4-one 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 (77 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 (41 mg, 62%) as a light yellow solid. MS m/z 390.3 [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：
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

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 5 tert-Butyl (cis)-3,5-dimethyl-1-piperazinecarboxylate STR50 (cis)-3,5-Dimethylpiperazine (5.01 g) was dissolved in dioxan (9 ml) and water (4 ml), di-tert butyldicarbonate (9.59 g) was added and the reaction mixture was stirred at room temperature for 18 hours. The solvent was then removed under reduced pressure and the remaining aqueous solution was basified to pH 9.0 with 2N aqueous sodium hydroxide solution. The product was then extracted twice with ethyl acetate, the combined organic layers were dried over magnesium sulphate and the solvent removed under reduced pressure. The crude product was purified by column chromatography on silica gel eluding with a solvent system of 93:7:1, by volume, dichloromethane:methanol:0.88 aqueous ammonia solution to afford tert-butyl (cis)-3,5-dimethyl-1-piperazinecarboxylate (6.40 g) as a yellow liquid. 1 H-NMR (CDCl3)delta:3.90 (2H, bs), 2.80 (2H, m), 2.30 (2H, m), 1.45 (9H, s), 1.40 (1 H, bs), 1.05 (6H, d). MS:215 (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; Pfizer Inc; US6166011; (2000); 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.

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

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

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

[5013] A solution of (2S,6R)-2,6-dimethylpiperazine (10.000 g, 87.573 mmol) and tri- ethylamine ( 18.309 mL, 131.360 mmol) in dichloromethane (300 inL) was mixed at 0 °C with benzyl chloroformate ( 13.752 mL, 96.331 mmol) and stirred at the same temperature for 2 hr. Then, saturated aqueous potassium bicarbonate solution was added to the reaction mixture, followed by extraction with dichloromethane. The organic layer was washed with aqueous saturated sodium chloride solution, dried with anhydrous MgS0 , filtered, and concentrated in vacuo. Benzyl (3S,5R)-3,5-dimethylpiperazine- l -carboxylate was used without further purification ( 1 1.000 g, 50.6 percent, pale yellow oil).

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.; LEE, Jaekwang; KIM, Yuntae; LEE, Chang Sik; SONG, Hyeseung; GWAK, Dal-Yong; LEE, Jaeyoung; OH, Jung Taek; LEE, Chang Gon; KIM, II Hyang; (1041 pag.)WO2017/23133; (2017); 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,21655-48-1

A solution of 4e (732mg, 4.38mmol), HATU (2.50g, 6.57mmol) and DIEA (1.13g, 8.8mmol) in DMF (20mL) was stirred at r.t. for 0.5 hour, then added dropwise to a solution of 9a (l.Og, 8.8mmol) in DMF (50mL) under 0°C for 1 hour. After the reaction was complete, the mixture was evaporated and the residue was dissolved in DCM (50mL) and washed with sat. Na2C03. The organic layer was separated, dried over anhydrous MgS04 and evaporated to give 9b (808mg, 70percent).

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

Reference：
Patent; XCOVERY HOLDING COMPANY, LLC; LIANG, Congxin; WO2012/48259; (2012); 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

Preparation 3: 1-[4-((3R,5S)-3,4,5-trimethyI-piperazin-1-yI)-phenyI]-ethanone; STEP A; A mixture of 4-fluoro-benzonitrile (1.12 g, 9.25 mmol), (2R,6S)-2,6-dimethyl- piperazine (1.58 g, 13.9 mmol) and K2CO3 (3.20 g, 23.12 mmol) in DMSO (50 ml) was stirred at 1300C for 24 h. The mixture was then partitioned between water and AcOEt and the organic phase was washed twice with water. The organic layer was then dried over Na2SO4 and evaporated in vacuo. The residue was taken up with Et2O, treated with HCI/Et2O and the resulting precipitate was filtered to give 2.2 g of 4-((3R,5S)-3I5-dimethyl-piperazin-1-yl)-benzonitrile hydrochloride as a yellow powder. Y= 94percent, 21655-48-1

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

Reference：
Patent; DAC S.R.L.; WO2007/113249; (2007); A2;,
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

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

Reference：
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