Category: 129779-30-2

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.129779-30-2,(3R,5S)-rel-tert-Butyl 3,5-dimethylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

(2S,6R) and (2R,6S)-1-(-2,6-Dimethylpiperazin-1-yl)ethanone. To a solution of cis-3,5-dimethylpiperazine-1-carboxylic acid t-butylester (1.0 g, 4.666 mmol) in CH2Cl2 (10 mL), TEA (0.715 mL, 5.133 mmol) and acetyl chloride (0.364 mL, 5.133 mmol) were added. The reaction mixture was stirred at rt. for 2 hr. Then it was quenched with water and acidified with 1N HCl solution. Extracted with CH2Cl2 (2×50 mL) and the organic layers were combined, dried (MgSO4) and concentrated to give a yellowish solid. It was then dissolved in CH2Cl2 (10 mL) and TFA (2 mL) was added. The reaction mixture was stirred at rt. for 3 hr. TFA and solvent were evaporated to give a yellowish thick oil as final product as TFA salt. (1.1 g, 93% yield). MS m/z 157(MH+), Retention time: 0.208 min. 1H NMR (500 MHz, CHLOROFORM-D) delta ppm 1.38 (d, J=7.02 Hz, 6H) 2.09 (s, 3H) 3.06 (dd, J=12.97, 5.04 Hz, 2H) 3.25 (d, J=13.43 Hz, 2H) 4.27-4.73 (m, 2H)., 129779-30-2

129779-30-2 (3R,5S)-rel-tert-Butyl 3,5-dimethylpiperazine-1-carboxylate 10822535, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Bristol-Myers Squibb Company; US2007/270406; (2007); 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.129779-30-2,(3R,5S)-rel-tert-Butyl 3,5-dimethylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

(2S,6R) and (2R,6S)-1-(-2,6-Dimethylpiperazin-1-yl)ethanone. To a solution of cis-3,5-dimethylpiperazine-1-carboxylic acid t-butylester (1.0 g, 4.666 mmol) in CH2Cl2 (10 mL), TEA (0.715 mL, 5.133 mmol) and acetyl chloride (0.364 mL, 5.133 mmol) were added. The reaction mixture was stirred at rt. for 2 hr. Then it was quenched with water and acidified with 1N HCl solution. Extracted with CH2Cl2 (2×50 mL) and the organic layers were combined, dried (MgSO4) and concentrated to give a yellowish solid. It was then dissolved in CH2Cl2 (10 mL) and TFA (2 mL) was added. The reaction mixture was stirred at rt. for 3 hr. TFA and solvent were evaporated to give a yellowish thick oil as final product as TFA salt. (1.1 g, 93% yield). MS m/z 157(MH+), Retention time: 0.208 min. 1H NMR (500 MHz, CHLOROFORM-D) delta ppm 1.38 (d, J=7.02 Hz, 6H) 2.09 (s, 3H) 3.06 (dd, J=12.97, 5.04 Hz, 2H) 3.25 (d, J=13.43 Hz, 2H) 4.27-4.73 (m, 2H)., 129779-30-2

129779-30-2 (3R,5S)-rel-tert-Butyl 3,5-dimethylpiperazine-1-carboxylate 10822535, apiperazines compound, is more and more widely used in various fields.

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

129779-30-2, (3R,5S)-rel-tert-Butyl 3,5-dimethylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

131 6-(“(“3S.5RV3.5-Dimethyl-4-pyridin-2-ylmethyl-pirhoerazin-l-ylmethylV2-(lH- indazol-4-ylV4-mophiholin-4-yl-thienor3,2-dlpyrimidine.Via 2-Chloro-6-((3S,5R)-3,5-dimethyl-4-pyridin-2-ylmethyl-piperazin-l- ylmethyl)-4-morpholin-4-yl-thieno[3,2-d]pyrimidine, prepared from (2S,6R)-2,6- dimethyl- l-pyridin-2-ylmethyl-piperazine. Amine preparation: (3R,5S)-3,5- dimethyl-piperazine-1-carboxylic acid tert-butyl ester (845mg), 2-(bromomethyl)- pyridine hydrobromide (Ig) and potassium carbonate (1.15g) was heated to reflux in MeCN (1OmL). After heating for 24 h the reaction mixture was diluted with DCM, washed with sodium bicarbonate solution, dried (MgSO4) and the solvent removed in vacuo. The residue was purified by flash chromatography to yield (3S,5R)-3,5- dimethyl-4-pyridin-2-ylmethyl-piperazine-l-carboxylic acid tert-butyl ester (867mg). Treatment of this compound with HCl in DCM/MeOH yielded the desired amine, which was isolated as the hydrochloride salt. 1H NMR (400MHz, CDCl3) 1.00 (d, J=6.0Hz, 6H), 1.54 (s, 2H), 2.05 (m, 2H), 2.84 (m, 4H), 3.81 (s, 2H), 3.92 (m, 4H), 4.10 (m, 4H), 7.11 (m, IH), 7.38 (s, IH), 7.51 (m, IH), 7.61 (m, 3H), 8.29 (d, J=7.4Hz, IH), 8.51 (d, J=4.5Hz, IH), 9.03 (s, IH); MS (ESI+) 555 (MH+).

129779-30-2, 129779-30-2 (3R,5S)-rel-tert-Butyl 3,5-dimethylpiperazine-1-carboxylate 10822535, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; PIRAMED LIMITED; WO2006/46031; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

129779-30-2, (3R,5S)-rel-tert-Butyl 3,5-dimethylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(2R,6S) and (2S,6R)-1,2,6-Trimethylpiperazine. To a solution of cis-3,5-dimethylpiperazine-1-carboxylic acid t-butylester (2.0 g, 9.22 mmol) in MeOH (25 mL), paraformaldehyde (0.84 g, 28 mmol) and zinc chloride (3.83 g, 28 mmol) were added. Then sodium cyanoborohydride (1.76 g, 28 mmol) was added in portions. The reaction mixture was stirred at rt. for 4 hr. Then insoluble solid was filtered out and the filtrated was concentrated. The residue was participated between saturated NaHCO3 solution and CH2Cl2 (2×50 mL). The organic layers were combined, dried (MgSO4) and concentrated to give a colorless oil. It was then dissolved in CH2Cl2 (10 mL) and TFA (2.5 mL) was added. The reaction mixture was stirred at rt. for overnight. TFA and solvent were evaporated to give a white solid as final product as TFA salt. (2.6 g, 86% yield); MS m/129(MH+). 1H NMR (500 MHz, CHLOROFORM-D) delta ppm 1.41 (d, J=6.41 Hz, 6H) 2.87 (s, 3H) 3.38-3.56 (m, 4 H) 3.71-3.90 (m, 2H).

129779-30-2, The synthetic route of 129779-30-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Bristol-Myers Squibb Company; US2007/270406; (2007); 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.129779-30-2,(3R,5S)-rel-tert-Butyl 3,5-dimethylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Preparation 6 tert-Butyl (cis)-4-[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]-3,5-dimethyl-1-piperazinecarboxylate STR51 Potassium carbonate (1.79 g) was added to a solution of tert-butyl (cis)-3,5-dimethyl-1-piperazinecarboxylate (2.57 g) [see Preparation 5] in acetronitrile (10 ml). The reaction mixture was stirred at room temperature for 5 minutes, after which time N(2-bromoethyl) phthalimide (3.36 g) was added and the mixture was stirred for a further 4 hours. Sodium iodide (0.1 g) was added and the reaction mixture was heated to reflux for 18 hours. The mixture was then cooled and the solvent removed under reduced pressure. The residue was partitioned between ethyl acetate and water, the organic layer was separated, 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 gradient of 4:1:0, changing to 0:95:5, by volume, hexane:ethyl acetate:0.88 aqueous ammonia solution. to afford tert-butyl (cis)-4-[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]-3,5-dimethyl-1-piperazinecarboxylate (0.94 g) as an oil. 1 H-NMR (CDCl3)delta: 7.85 (2H, m), 7.75 (2H, m), 3.90 (2H, m), 3.75 (2H, t), 2.95 (2H, t), 2.70-2.50 (4H, m), 1.45 (9H, s), 1.20 (6H, d). MS: 388 (MH+).

129779-30-2, As the paragraph descriping shows that 129779-30-2 is playing an increasingly important role.

Reference：
Patent; Pfizer Inc; US6166011; (2000); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

129779-30-2, (3R,5S)-rel-tert-Butyl 3,5-dimethylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of /er/-butyl (3/^,5.V)-3,5-dimethylpiperazine- 1 -carboxylate (compound Id, CAS: 129779-30-2, PharmaBlock, Catalog: PB125871, 100 mg, 467 pmol) and K2C03 (129 mg, 933 pmol) in MeCN (5 mL) was added l-bromo-4-(bromo methyl) benzene (compound le, CAS: 589-15-1, Accela ChemBio, Catalog: SY001367, 117 mg, 467 pmol). The resultant mixture was heated to 80 C for 14 hrs, then cooled to room temperature. The reaction mixture was filtered and the filter cake was washed with EA (10 mL). The combined filtrate was concentrated in vacuo and purified by flash chromatography (silica gel, 12 g, 10% to 50% EtOAc in PE). The purified intermediate was dissolved in DCM (2 mL) and TFA (0.5 mL) was added. The reaction mixture was stirred at room temperature for 3 hrs, then concentrated to afford a crude compound If, MS: calc?d 283 and 285 [(M+H)+], measured 283 and 285 [(M+H)+], 129779-30-2

The synthetic route of 129779-30-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; DEY, Fabian; QIU, Zongxing; ZHU, Wei; ZOU, Ge; (55 pag.)WO2020/20800; (2020); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

129779-30-2, (3R,5S)-rel-tert-Butyl 3,5-dimethylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Bubbled N2 through a suspension of 6-(4-bromophenyl)pyrazolo[l,5-a]pyrimidine (1.14 g, 4.16 mmol) (WO 2009/114180 Al, 2009) and (3R,5S)-tert-butyl 3,5-dimethylpiperazine-l- carboxylate (2.25 g, 10.50 mmol) in toluene (16 mL). Added bis(tri-t- butylphosphino)palladium (0) (0.106 g, 0.208 mmol) then sodium 2-methylpropan-2-olate (0.600 g, 6.24 mmol). Heated in 100 degree bath under N2. After 5 h, removed solvent. Partitioned between EA and water. Filtered through Celite, washing with ethyl acetate. Washed org layer with brine, dried (Na2S04), filtered and concentrated. Purified on Biotage (50 g) eluting with 25-75% EA/hex. Solid obtained from later peak was triturated in EtOH and filtered to obtain (3R,5S)-tert-butyl 3,5-dimethyl-4-(4-(pyrazolo[l,5-a]pyrimidin-6- yl)phenyl)piperazine-l-carboxylate (0.234 g, 0.574 mmol, 13.81 % yield) as a faint yellow solid.

129779-30-2, 129779-30-2 (3R,5S)-rel-tert-Butyl 3,5-dimethylpiperazine-1-carboxylate 10822535, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; THE BRIGHAM AND WOMEN’S HOSPITAL, INC.; THE U.S.A., AS REPRESENTED BY THE SECRETARY, DEPARTMENT OF HEALTH & HUMAN SERVICES; ALIMARDANOV, Asaf; CUNY, Gregory, D.; GREWAL, Gurmit, Singh; LEE, Arthur; MCKEW, John, C.; MOHEDAS, Agustin, H.; SHEN, Min; XU, Xin; YU, Paul, B.; WO2014/160203; (2014); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

129779-30-2, (3R,5S)-rel-tert-Butyl 3,5-dimethylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Part B: 1,1-Dimethylethyl (3R,5S)-3,4,5-trimethyl-1-piperazinecarboxylate. To a solution of 1 ,1-dimethylethyl (3R,5S)-3,5-dimethyl-1-piperazinecarboxylate (2.04 g,9.5 mmol) in dichloromethane (25 ml.) at 0 0C was added formaldehyde (1.075 ml_, 37% water solution, 14.3 mmol) followed by sodium triacetoxyborohydride (2.628 g, 12.4 mmol). The reaction mixture was allowed to warm to room temperature and stirred for 2 h before being diluted with dichloromethane and washed with 1 N NaOH solution. The organics were then washed with brine, dried (MgSO4) and evaporated to yield 1 ,1- dimethylethyl (3R,5S)-3,4,5-trimethyl-1-piperazinecarboxylate (2.06 g, 95%). LCMS: (M+H)+: 229.2.

129779-30-2, 129779-30-2 (3R,5S)-rel-tert-Butyl 3,5-dimethylpiperazine-1-carboxylate 10822535, apiperazines compound, is more and more widely used in various fields.

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

129779-30-2, (3R,5S)-rel-tert-Butyl 3,5-dimethylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2-(lH-Indazol-4-ylV6-rf3R.5S)-4-(2-methoxy-ethylV3,5-dimethyl-piperazin-l- ylmethyl]-4-mophiholin-4-yl-thienof3,2-d]pyrimidine (98).Prepared via 2-Chloro-6-[(3R,5S)-4-(2-methoxy-ethyl)-3,5-dimethyl- piperazin- 1 -ylmethyl]-4-mophiholin-4-yl-thieno[3,2-d]pyrimidine, prepared from (2R,6S)- 1 -(2-methoxy-ethyl)-2,6-dimethyl-piperazine.Amine preparation: to a solution of 2,6-dimethylpiperazine (predominantly cis) (250mg), te?t-butanol (2.5mL), sodium hydroxide (88mg) and water (0.5mL) was added a solution of di-tert-butyl-dicarbonate (478mg) in tert-butanol (0.5mL). After stirring overnight, the reaction mixture was diluted with ethyl acetate, washed with brine, dried (MgSO4) and the solvent was removed in vacuo to yield (3R,5S)- 3,5-dimethyl-piperazine-l-carboxylic acid tert-butyl ester (400mg).A mixture of (3R,5S)-3,5-dimethyl-piperazine-l-carboxylic acid tert-butyl ester (1.5g), 2-bromoethyl methyl ether (1.32mL) and potassium carbonate (1.06g) was heated to 1200C in DMF (15mL) for 2 days. The reaction mixture was cooled, diluted with ethyl acetate, washed with brine, dried (MgSO4) and the solvent was removed in vacuo to liberate (3R,5S)-4-(2-methoxy-ethyl)-3,5-dimethyl-piperazine- 1-carboxylic acid tert-butyl ester (1.4g) after column chromatography.Removal of the BOC group with HCl yielded the desired compound, which was isolated as the hydrochloride salt. EPO -Sl-1H NMR (400MHz, CDCl3): 1.01 (6H, d), 1.9 (2H, m), 2.61 (4H, m), 2.82 (2H, t), 3.27 (3H, s), 3.37 (2H, t), 3.71 (2H, s), 3.85 (4H,m), 4.02 (4H,m), 7.3 (IH, s), 7.43 (IH, t), 7.51 (IH, d), 8.21 (IH, d), 8.95 (lH,s), 10.10 (IH, m); MS (ESf) 522.35 (MH+).

129779-30-2, The synthetic route of 129779-30-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; PIRAMED LIMITED; WO2006/46031; (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.129779-30-2,(3R,5S)-rel-tert-Butyl 3,5-dimethylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

[21851 Step 1: Synthesis of tert-butyl(3R.5S?)-4-(3-formylbenzyl)-3 .5-dimethylpiperazine- 1 -carboxylate[21861 (3R,55)-tert-butyl 3 ,5-dimethylpiperazine- 1 -carboxylate (formula 8-1, 2.730 g, 12.739 mmol), 3-(bromomethyl)benzaldehyde (2.789 g, 14.013 mmol) and Cs2CO3 (8.301 g, 25.478 mmol) were mixed in acetonitrile (50 mL) at room temperature, and the mixture was stirred at the same temperature for 18 hours. The reaction mixture was filtered through a paper filter to remove solids, and the filtrate was purified by column chromatography (silicon dioxide, 120 g cartridge; ethyl acetate/hexane = from 5 % to 30 %) and concentrated to afford the desired compound (2.730 g, 64.5 %) as a yellow oil.

129779-30-2, The synthetic route of 129779-30-2 has been constantly updated, and we look forward to future research findings.

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